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
100g
Price
$1192
Updated
2021/12/16
Chemenu
Product number
CM244548
Product name
(2R,4S)-Ethyl5-([1,1''-biphenyl]-4-yl)-4-amino-2-methylpentanoatehydrochloride
Purity
95+%
Packaging
1000g
Price
$1748
Updated
2021/12/16
Labseeker
Product number
SC-94988
Product name
(2R,4S)-4-Amino-5-(biphenyl-4-yl)-2-methylpentanoicacidethylesterhydrochloride
Purity
98
Packaging
1kg
Price
$21666
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
Sinbond Industiral Co., Ltd.
Tel
--
Fax
--
Email
cici1124@gmail.com
Country
United Kingdom
ProdList
248
Advantage
50
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