ChemicalBook > CAS DataBase List > (2R,4S)-4-Amino-5-(biphenyl-4-yl)-2-methylpentanoic Acid Ethyl Ester Hydrochloride

(2R,4S)-4-Amino-5-(biphenyl-4-yl)-2-methylpentanoic Acid Ethyl Ester Hydrochloride

Product Name
(2R,4S)-4-Amino-5-(biphenyl-4-yl)-2-methylpentanoic Acid Ethyl Ester Hydrochloride
CAS No.
149690-12-0
Chemical Name
(2R,4S)-4-Amino-5-(biphenyl-4-yl)-2-methylpentanoic Acid Ethyl Ester Hydrochloride
Synonyms
Sacubitril Impurity 9 HCl;AHU09;LCZ698;LCZ696-5;LCZ696M-01;4S)-ethyl 5-([1;LCZ-696 Impurity 34;LCZ696 Intermediate2;LCZ-696-005-2R4S-HCl;LCZ696 impurities122
CBNumber
CB92723689
Molecular Formula
C20H26ClNO2
Formula Weight
347.88
MOL File
149690-12-0.mol
More
Less

(2R,4S)-4-Amino-5-(biphenyl-4-yl)-2-methylpentanoic Acid Ethyl Ester Hydrochloride Property

Melting point:
155 - 162°C
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
solubility 
DMSO (Slightly), Methanol (Slightly)
form 
Solid
color 
White to Off-White
Stability:
Hygroscopic
InChI
InChI=1/C20H25NO2.ClH/c1-3-23-20(22)15(2)13-19(21)14-16-9-11-18(12-10-16)17-7-5-4-6-8-17;/h4-12,15,19H,3,13-14,21H2,1-2H3;1H/t15-,19+;/s3
InChIKey
MYJTZLYRAWUSLB-MTPCZXHRNA-N
SMILES
C(C1C=CC(C2C=CC=CC=2)=CC=1)[C@@H](N)C[C@@H](C)C(=O)OCC.Cl |&1:13,16,r|
More
Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

More
Less

N-Bromosuccinimide Price

TRC
Product number
A601540
Product name
(2R,4S)-4-Amino-5-(biphenyl-4-yl)-2-methylpentanoicAcidEthylEsterHydrochloride
Packaging
50mg
Price
$95
Updated
2021/12/16
AK Scientific
Product number
2498DC
Product name
(2R,4S)-4-Amino-5-(biphenyl-4-yl)-2-methylpentanoicacidethylesterhydrochloride
Packaging
25g
Price
$870
Updated
2021/12/16
Ambeed
Product number
A249066
Product name
(2R,4S)-Ethyl5-([1,1'-biphenyl]-4-yl)-4-amino-2-methylpentanoatehydrochloride
Purity
95%
Packaging
1g
Price
$48
Updated
2021/12/16
Crysdot
Product number
CD12139848
Product name
(2R,4S)-Ethyl5-([1,1'-biphenyl]-4-yl)-4-amino-2-methylpentanoatehydrochloride
Purity
95+%
Packaging
1g
Price
$50
Updated
2021/12/16
Ambeed
Product number
A249066
Product name
(2R,4S)-Ethyl5-([1,1'-biphenyl]-4-yl)-4-amino-2-methylpentanoatehydrochloride
Purity
95%
Packaging
5g
Price
$135
Updated
2021/12/16
More
Less

(2R,4S)-4-Amino-5-(biphenyl-4-yl)-2-methylpentanoic Acid Ethyl Ester Hydrochloride Chemical Properties,Usage,Production

Uses

(2R,4S)-4-Amino-5-(biphenyl-4-yl)-2-methylpentanoic Acid Ethyl Ester Hydrochloride is used as a reagent in the synthesis of LCZ696, an angiotensin II receptor and neprilysin receptor dual inhibitor. (2R,4S)-4-Amino-5-(biphenyl-4-yl)-2-methylpentanoic Acid Ethyl Ester Hydrochloride is also used as a reagent in the preparation of novel NEP inhibitor prodrugs for the treatment of hypertension and cardiovascular diseases.

Application

(2R,4S)-4-Amino-5-(biphenyl-4-yl)-2-methylpentanoic Acid Ethyl Ester Hydrochloride is used as a Sacubitril intermediate.

Synthesis

1012341-50-2

149690-12-0

The general procedure for the synthesis of ethyl (2R,4S)-5-([1,1'-biphenyl]-4-yl)-4-[(tert-butoxycarbonyl)amino]-2-methylpentanoate hydrochloride using (2R,4S)-5-([1,1'-biphenyl]-4-yl)-4-amino-2-methylpentanoic acid (1.91 g, 5.0 mmol) as the raw material is as follows: the raw material was added into a reaction flask with ethanol (20 mL). Thionyl chloride (0.41 mL, 5.5 mmol) was slowly added dropwise at 60 °C, and the reaction was continued for 1 h after completion of the dropwise addition. The reaction was confirmed by HPLC. After completion of the reaction, the reaction solution was concentrated under reduced pressure to obtain the target compound (II) (1.67 g, 96.5% yield).

References

[1] Patent: CN107468685, 2017, A. Location in patent: Paragraph 0267; 0268; 0269
[2] Patent: WO2016/135751, 2016, A1. Location in patent: Page/Page column 30
[3] Patent: CN107082746, 2017, A. Location in patent: Paragraph 0051; 0055-0060; 0080

(2R,4S)-4-Amino-5-(biphenyl-4-yl)-2-methylpentanoic Acid Ethyl Ester Hydrochloride Preparation Products And Raw materials

Raw materials

Preparation Products

More
Less

(2R,4S)-4-Amino-5-(biphenyl-4-yl)-2-methylpentanoic Acid Ethyl Ester Hydrochloride Suppliers

China 220 India 5 United Kingdom 1 United States 5 Global 231
Jiangsu Vcare PharmaTech Co., Ltd.
Tel
025-58741518 13327700685
Fax
+86-25-58744115
Email
sales@vcarepharmatech.com
Country
China
ProdList
308
Advantage
61
Kaixin Chemical (Hong Kong) Limited
Tel
010-88886666-01 13112345678
Fax
CDXH21@126.com
Email
loyson@tcypharm.com
Country
China
ProdList
597
Advantage
55
Zhejiang Jiuzhou Pharmaceutical Co., Ltd
Tel
13566413511
Email
le.sun@jiuzhoupharma.com
Country
China
ProdList
35
Advantage
58
Shanghai Peiling Biological Technology Co., LTD
Tel
13127581762 13127581762
Email
peilingchem@sina.com
Country
China
ProdList
554
Advantage
58
Adamas Reagent, Ltd.
Tel
400-6009262 16621234537
Fax
021-64823266
Email
chenyj@titansci.com
Country
China
ProdList
14101
Advantage
59
Shanghai Boc Chemical Co.,Ltd
Tel
021-34975603-808 18721111801
Fax
+86-21-34975602-805
Email
sales@bocpharma.com
Country
China
ProdList
1009
Advantage
64
Changzhou Joyous Chemical Co., Ltd.
Tel
0519-85607258 13912342323;
Fax
0519-85607278
Email
sales@joyouschem.com
Country
China
ProdList
294
Advantage
60
Anhui Shite Pharmaceutical Technology Co., LTD
Tel
0555-8228058 13621628489
Fax
0512-63261912
Email
sales1@stepuppharm.com
Country
China
ProdList
259
Advantage
55
Shanghai T&W Pharmaceutical Co., Ltd.
Tel
+86 21 61551611
Fax
+86 21 50676805
Country
China
ProdList
9891
Advantage
58
Nanjing Norris-Pharm Technology Co., Ltd
Tel
18652989687
Fax
+86-25-52131256
Email
sales@norris-pharm.com
Country
China
ProdList
8878
Advantage
55
UHN Shanghai Research & Development Co., Ltd.
Tel
021-58958002 18930822973
Fax
+86 (21) 5895-8628
Email
sales@uhnshanghai.com
Country
China
ProdList
998
Advantage
58
TargetMol Chemicals Inc.
Tel
021-021-33632979 15002134094
Fax
021-33632979
Email
marketing@targetmol.com
Country
China
ProdList
7783
Advantage
58
Wuhan DKY Technology Co.,Ltd.
Tel
027-27-81302488 15972195220
Fax
027-81302088
Email
info@dkybpc.com
Country
China
ProdList
1758
Advantage
58
Bide Pharmatech Ltd.
Tel
400-164-7117 13681763483
Fax
+86-21-61629029
Email
product02@bidepharm.com
Country
China
ProdList
39966
Advantage
60
Zhengzhou Topcare Pharmaceutical Co.,Ltd.
Tel
0371-60942985
Fax
0371-60942986,qq1994339443
Country
China
ProdList
54
Advantage
58
Changzhou Renaissance Chem Co. Ltd
Tel
86-519-86202821
Fax
Email： sales@rosewellchem.com
Country
China
ProdList
116
Advantage
56
ChemStrong Scientific Co.,Ltd
Tel
0755-0755-66853366 13670046396
Fax
0755-28363542
Email
sales@chem-strong.com
Country
China
ProdList
18333
Advantage
56
Wuxi Zhongkun Biochemical Technology Co., Ltd.
Tel
0510-85629785 18013409632
Fax
051085625359
Email
sales@reading-chemicals.com
Country
China
ProdList
15178
Advantage
58
Shanghai YuLue Chemical Co., Ltd.
Tel
021-60345187 13671753212
Fax
021-34702061
Email
lzz841106@aliyun.com
Country
China
ProdList
10263
Advantage
55
Hangzhou J&H Chemical Co., Ltd.
Tel
0571-87396432
Fax
0571-87396431
Email
sales@jhechem.com
Country
China
ProdList
14912
Advantage
59
Nanjing XiZe Biotechnology CO., Ltd.
Tel
025-58362220 0086-15250997978
Fax
025-58362220
Email
sale@njxizebio.com
Country
China
ProdList
4855
Advantage
55
FarmaSino Pharmaceuticals (Anhui) Co.,Ltd.
Tel
+86-18512541987
Fax
0555-5963572
Email
hll@farmasino.com
Country
China
ProdList
241
Advantage
60
Hangzhou Cheminspire Technology Co., Ltd.
Tel
0571-89081561; 10006559855
Fax
0571 89081561
Email
info@cheminspire.com
Country
China
ProdList
412
Advantage
58
PharmaSea Pharmaceutical Tech.
Tel
010-52980412
Fax
010-52980412
Email
chemsales@pharmasea.com.cn
Country
China
ProdList
49
Advantage
58
Changzhou Fang Nan Medical Technology Co., Ltd.
Tel
0519-85283268
Country
China
ProdList
116
Advantage
55
DebyeTec.com Inc.
Tel
18-086626237 18086626237
Fax
qq:2693528373
Email
2693528373@qq.com
Country
China
ProdList
2973
Advantage
56
Guangzhou Zhiya Chemdrugs Co.,Ltd
Tel
18122150900
Fax
QQ:2869377561
Email
sculk28@163.com
Country
China
ProdList
646
Advantage
55
Shanghai Synchem Pharma Co., ltd
Tel
21-619849051-1 18521059765
Email
synchempharma@aliyun.com
Country
China
ProdList
6468
Advantage
55
Suzhou PengXu PharmaTech Co., Ltd.
Tel
15850786624
Email
sales@cqpharm.com
Country
China
ProdList
88
Advantage
58
INTERCHEMIE NANJING PHARMATECH CO., LTD
Tel
13656237714 13656237714;
Fax
0512-65852853
Email
xiaokunfu@kyyykj.com
Country
China
ProdList
295
Advantage
55
Shanghai Bocimed Pharmaceutical Co., Ltd.
Tel
+86（21）5895-0312
Email
sales@bocimed.com
Country
China
ProdList
51
Advantage
55
Shanghai Rochi Pharmaceutical Co., Ltd.
Tel
021-38751876 15000076078
Fax
021-50275764
Email
Info@rochipharma.com
Country
China
ProdList
611
Advantage
55
Shanghai Haozhixiang Biotechnology Co., Ltd
Tel
526763801 13301653310
Fax
+86-21-51619052
Email
526763801@qq.com
Country
China
ProdList
9274
Advantage
55
Shanghai BLT Biological Pharmaceutical Co., Ltd.
Tel
021-20786057 18918495077
Fax
021-20786057
Email
3116390381@qq.com
Country
China
ProdList
220
Advantage
58
ZheJiang Hongkang Pharmaceutical Chemical Co., Ltd.
Tel
0575-83227888 18958581191
Fax
0575-83051164
Email
yrd668@163.com 33137447@qq.com
Country
China
ProdList
12
Advantage
55
Cangzhou Enke Pharma-tech Co., Ltd.
Tel
0317-5296180 15533709196
Fax
0317-5106596
Email
sale@enkepharma.com
Country
China
ProdList
2267
Advantage
55
Jinan elephant international trading co., LTD
Tel
Fax
-
Email
13006575422@163.com
Country
China
ProdList
6355
Advantage
58
Hubei widely chemical technology Co., Ltd.
Tel
027-83991130 18627774460
Fax
027-83991130
Email
1718093273@QQ.COM
Country
China
ProdList
1676
Advantage
58
Amadis Chemical Company Limited
Tel
571-89925085
Fax
0086-571-89925065
Email
sales@amadischem.com
Country
China
ProdList
131957
Advantage
58
Jiangsu C-jun Biotechnology Co., Ltd.
Tel
+86 (519) 8969-7536
Fax
+86 (519) 8988-9226
Email
sales3@cjxrpharm.com
Country
China
ProdList
217
Advantage
58
Shanghai YiWen Pharmaceutical Co., Ltd.
Tel
13621628489
Email
1322392736@qq.com
Country
China
ProdList
263
Advantage
58
Shanghai XingTai Pharmaceutical Technology co., LTD
Tel
15801747407
Fax
+86 021 51388225
Email
sales01@suntechpharma.com
Country
China
ProdList
123
Advantage
58
Hubei Xinyuanshun Pharmaceutical Chemical Co., Ltd.
Tel
027-50664929, 13971561712
Fax
027-50664927 / QQ: 3452835437
Email
hubxys2001@163.com
Country
China
ProdList
1437
Advantage
55
Zhuhai Yourun Co., Ltd.
Tel
0756-6811852 15876689832
Email
zhyrpharm_sales03@126.com
Country
China
ProdList
290
Advantage
55
Shanghai Elestone Pharmaceutical Technology Co., Ltd.
Tel
021-36680027/1762825045
Email
sales2@elestone.com.cn
Country
China
ProdList
296
Advantage
58
Jinan Baozhao Pharmaceutical Technology Co., Ltd.
Tel
0531-82371868 13210529039
Fax
0531-82371858
Email
baozhaopharm@163.com
Country
China
ProdList
159
Advantage
58
Beijing Xiuzheng Innovation Medicine Research Institute Co.,Ltd.
Tel
010-61765302
Fax
010-61765009
Email
wang_dz@163.com
Country
CHINA
ProdList
56
Advantage
58
Capot Chemical Co.,Ltd.
Tel
+86-（0）57185586718; +8613336195806
Fax
+86-571-85864795
Email
sales@capot.com
Country
China
ProdList
29735
Advantage
60
XinYao(Shenzhen) Biological Technology Co., Ltd.
Tel
0755-89880280
Fax
0755-89880280
Email
3004662104@qq.com
Country
China
ProdList
1829
Advantage
58
Aikon International Limited
Tel
025-58859352 18068836627
Fax
02557626880
Email
sales01@aikonchem.com
Country
China
ProdList
15083
Advantage
58
More
Less

View Lastest Price from (2R,4S)-4-Amino-5-(biphenyl-4-yl)-2-methylpentanoic Acid Ethyl Ester Hydrochloride manufacturers

ShenZhen H&D Pharmaceutical Technology Co., LTD
Product
LCZ696（valsartan + sacubitril） impurity 55(Hydrochloride) 149690-12-0
Price
US $0.00-0.00/mg
Min. Order
10mg
Purity
0.98
Supply Ability
10g
Release date
2024-04-25
Career Henan Chemical Co
Product
(2R,4S)-ethyl 5-([1,1'-biphenyl]-4-yl)-4-aMino-2-Methylpentanoate 149690-12-0
Price
US $100.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
100KG
Release date
2018-07-27

149690-12-0, (2R,4S)-4-Amino-5-(biphenyl-4-yl)-2-methylpentanoic Acid Ethyl Ester HydrochlorideRelated Search:

Sacubitril Impurity 7 N-[2’-(1H-tetrazol-5-yl)biphenyl-4-yl methyl]-N-Valeryl-(L)-Valine benzyl ester (2S,4S)-5-(Biphenyl-4-yl)-4-[(tert-butoxycarbonyl)amino]-2-methylpentanoic acid LCZ Impurity (S)-5-[(Biphenyl-4-yl)carbonyl]pyrrolidin-2-one 2-Pyrrolidinone, 5-([1,1'-biphenyl]-4-ylMethyl)-3-Methyl-, (3R,5S)- Sacubitril Impurity 72 (S)-5-[(Biphenyl-4-yl)methyl]-1-(2,2-dimethylpropionyl)pyrrolidin-2-one (R,E)-ethyl 5-([1,1'-biphenyl]-4-yl)-4-((tert-butoxycarbonyl)aMino)-2-Methylpent-2-enoate ((R)-2-biphenyl-4-yl-1-forMylethyl)carbaMic acid t-butyl ester LCZ696 interMediate (2R,4R)-5-(Biphenyl-4-yl)-4-[(tert-butoxycarbonyl)amino]-2-methylpentanoic acid Ethyl (2R,4S)-4-([1,1'-biphenyl]-4-ylmethyl)-2-methyl-4-(2,5-dioxopyrrolidin-1-yl)butanoate Valsartan AHU-377 (heMicalciuM salt) (2R,4S)-4-([1,1'-Biphenyl]-4-ylmethyl)-4-(4-ethoxy-4-oxobutanamido)-2-methylbutanoic acid (2S,4R)-5-(Biphenyl-4-yl)-4-[(tert-butoxycarbonyl)amino]-2-methylpentanoic acid (2R,4S)-4-([1,1'-Biphenyl]-4-ylmethyl)-2-methyl-4-(2,5-dioxopyrrolidin-1-yl)butanoic acid

  • (2R,4S)-ethyl 5-([1,1'-biphenyl]-4-yl)-4-aMino-2-Methylpentanoate HCl
  • LCZ696 Intermediate2
  • LCZ698
  • [1,1'-Biphenyl]-4-pentanoic acid, γ-amino-α-methyl-, ethyl ester, hydrochloride (1:1), (αR,γS)-
  • (2R,4S)-ethyl 5-([1,1'-biphenyl]-4-yl)-4-aMino-2-Methylpentanoate
  • (2R,4S)-4-Amino-5-(biphenyl-4-yl)-2-methylpentanoic acid ethyl ester hydrochloride
  • (2R,4S)-4-Amino-5-(biphenyl-4-yl)-2-methylpentanoic acid ethyl ester hydrochloride (1:1)
  • acubitril Impurity 9 HCl
  • (2R,4S)-4-Amino-5-(biphenyl-4-yl)-2-methylpentanoic acid ethyl ester hydrochloride149690-12-0
  • (2R, 4S) - ethyl 5- ([1,1'- biphenyl]-4- group) -4- amino -2- methyl valerate hydrochloride
  • LCZ-696 Impurity 34
  • AHU09
  • Sacubitril Impurity 9 HCl
  • LCZ-696-005-2R4S-HCl
  • Sacubitril Impurity 26
  • LCZ696M-01
  • LCZ696(valsartan + sacubitril) impurity 5
  • (2R,4S)-Ethyl 5-([1,1'-biphenyl]-4-yl)-4-amino-2-methylpentanoate HCl salt
  • 1'-biphenyl]-4-yl)-4-amino-2-methylpentanoate hydrochloride
  • 4S)-ethyl 5-([1
  • LCZ696-5
  • Ethyl (2R,4S)-5-(4-Biphenylyl)-4-amino-2-methylpentanoate Hydrochloride
  • 1,1'-Biphenyl]-4-pentanoicacid,γ-amino-α-methyl-,ethylester,(αR,γS)-,hydrochloride(1:1)
  • ethyl (2R,4S)-5-([1,1'-biphenyl]-4-yl)-4-amino-2-methylpentanoate hydrochloride
  • (2R,4S)-ethyl 5-([1,1'-biphenyl]-4-yl)-4-amino-2-methylpenta...
  • LCZ696 impurities122
  • ethyl (2R,4S)-4-amino-5-{[1,1'-biphenyl]-4-yl}-2-methylp entanoate hydrochloride
  • (2R,4S)-ethyl 5-([1,1'-biphenyl]-4-yl)-4-amino
  • Benzene,1-methoxy-2-methyl-5-nitro-
  • (2R,4S)-Ethyl 4-amino-5-(biphenyl -4-yl)-2-methylpentanoate hydrochloride
  • Sacubitril Impurity 35 HCl
  • Sacubitril Impurity 26 Hydrochloride
  • SACUBITRIL SAV-3 (AMINE ESTER)
  • Salcubatra calcium impurity D
  • LCZ696 Intermediate 3
  • Sacubitril intermediates(2R,4S)-ethyl 5-([1,1'-biphenyl]-4-yl)-4-amino-2-methylpentanoate hydrochloride
  • (2R,4S)-ethyl 5-([1,1'-biphenyl]-4-yl)-4-amino-2-methylpentanoate hydrochloride
  • Sacubitril Impurity 3 HCl
  • Olaquindox Impurity 4
  • LCZ-696 Impurity 5 HCl
  • Sacubitril Impurity 5 HCl
  • LCZ696（valsartan + sacubitril） impurity 55(Hydrochloride)
  • (2R,4S)-4-Amino-5-(biphenyl-4-yl)-2-methylpentanoatehydrochloride
  • (2R,4S)-Ethyl5-(4-biphenylyl)-4-amino-2-methylpentanoatehydrochloride
  • [1,1'-Biphenyl]-4-pentanoicacid,γ-amino-α-methyl-,ethylester,(αR,γS)-,hydrochloride(1:1)
  • (2R,4S)-Ethyl 5-([1,1'-biphenyl]-4-yl)-4-amino-2-methylvalerate hydrochloride
  • (2R,4S)-ethyl 5-([1,1'-biphenyl]-4-yl)-4-amino-2-methylpentanoate hydrochloride
  • (2R,4S)-Ethyl 4-amino-5-(biphenyl -4-yl)-2-methylpentanoate hydrochloride (Intermediate of Sacubitril Valsartan Sodium)
  • 149690-12-0
  • LCZ696
  • 149690-12-0