ChemicalBook > CAS DataBase List > (R,E)-ethyl 5-([1,1'-biphenyl]-4-yl)-4-((tert-butoxycarbonyl)aMino)-2-Methylpent-2-enoate

(R,E)-ethyl 5-([1,1'-biphenyl]-4-yl)-4-((tert-butoxycarbonyl)aMino)-2-Methylpent-2-enoate

Product Name: (R,E)-ethyl 5-([1,1'-biphenyl]-4-yl)-4-((tert-butoxycarbonyl)aMino)-2-Methylpent-2-enoate
CAS No.: 149709-59-1
Chemical Name: (R,E)-ethyl 5-([1,1'-biphenyl]-4-yl)-4-((tert-butoxycarbonyl)aMino)-2-Methylpent-2-enoate
Synonyms: LCZ696 59-1;LCZ-696-003-R;Sacubitril Impurity 107;LCZ696(valsartan + sacubitril) impurity 24;Valsartan Impurity14(mixture of E/Z-isomers);(R,E)-ethyl 5-([1,1'-biphenyl]-4-yl)-4-((tert-butoxycarbonyl...;(R)-Ethyl 5-(biphenyl-4-yl)-4-(tert-butoxycarbonylamin)-2-methylpent-2-enoate;(R)-Ethyl 5-([1,1'-biphenyl]-4-yl)-4-((tert-butoxycarbonyl)amino)-2-methylpent-2-enoate;(R,E)-ethyl 5-([1,1'-biphenyl]-4-yl)-4-((tert-butoxycarbonyl)aMino)-2-Methylpent-2-enoate;Ethyl 5-(4-[1,1'-biphenyl]yl)-4-[[(1,1-dimethylethoxy)carbonyl]amino]-2-methyl-2-pentenoate
CBNumber: CB02723686
Molecular Formula: C25H31NO4
Formula Weight: 409.52
MOL File: 149709-59-1.mol

Less

(R,E)-ethyl 5-([1,1'-biphenyl]-4-yl)-4-((tert-butoxycarbonyl)aMino)-2-Methylpent-2-enoate Property

Boiling point:: 562.7±50.0 °C(Predicted)
Density: 1.081±0.06 g/cm3(Predicted)
storage temp.: 2-8°C
pka: 11.14±0.46(Predicted)
Appearance: Off-white to light yellow Solid
optical activity: -31.5534°(C=0.5665g/100ml CHCL3)

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.

Less

N-Bromosuccinimide Price

TRC

Product number: E901513
Product name: (R)-Ethyl5-([1,1''-biphenyl]-4-yl)-4-((tert-butoxycarbonyl)amino)-2-methylpent-2-enoate
Packaging: 1g
Price: $130
Updated: 2021/12/16

TRC

Product number: E901513
Product name: (R)-Ethyl5-([1,1''-biphenyl]-4-yl)-4-((tert-butoxycarbonyl)amino)-2-methylpent-2-enoate
Packaging: 100mg
Price: $90
Updated: 2021/12/16

Matrix Scientific

Product number: 167900
Product name: (R,E)-Ethyl 5-([1,1'-biphenyl]-4-yl)-4-((tert-butoxycarbonyl)aMino)-2-Methylpent-2-enoate
Packaging: 10g
Price: $1486
Updated: 2021/12/16

Ambeed

Product number: A237269
Product name: (R)-Ethyl5-([1,1'-biphenyl]-4-yl)-4-((tert-butoxycarbonyl)amino)-2-methylpent-2-enoate
Purity: 97%
Packaging: 5g
Price: $92
Updated: 2021/12/16

Chemenu

Product number: CM249639
Product name: (R)-Ethyl5-([1,1''-biphenyl]-4-yl)-4-((tert-butoxycarbonyl)amino)-2-methylpent-2-enoate
Purity: 95+%
Packaging: 5g
Price: $122
Updated: 2021/12/16

Less

(R,E)-ethyl 5-([1,1'-biphenyl]-4-yl)-4-((tert-butoxycarbonyl)aMino)-2-Methylpent-2-enoate Chemical Properties,Usage,Production

Uses

(R)-Ethyl 5-([1,1'-biphenyl]-4-yl)-4-((tert-butoxycarbonyl)amino)-2-methylpent-2-enoate is used to prepare dicarboxylic acid dipeptide neutral endopeptidase inhibitors.

Synthesis

149818-98-4

21382-82-1

149709-59-1

Step 5: 23.3 g of the product of Step 4 ((R,E)-ethyl 5-([1,1'-biphenylyl]-4-yl)-4-((tert-butoxycarbonyl)amino)-2-methylpent-2-enoate, 65.6 mmol, 1.0 eq.) was dissolved in 300 mL of dichloromethane (DCM) and cooled under a nitrogen (N2) atmosphere to -70° C. At this temperature, dropwise 109 mL of diisobutylaluminum hydride (DIBAL-H, 1.5 M toluene solution, 164 mmol, 2.5 eq.) was added. After stirring for 15 minutes, thin layer chromatography (TLC) analysis showed that there was still raw material residue. Subsequently, an additional 15 mL of DIBAL-H (1.5 M toluene solution) was added dropwise and stirring was continued for 5 minutes at -70°C. TLC showed that the reaction was complete. The reaction solution was slowly poured into 450 mL of 1 M aqueous hydrochloric acid (HCl), keeping the temperature below 0°C. After stirring for a few minutes, the organic layer was separated and the aqueous phase was extracted with DCM (100 mL × 2). The combined organic layers were washed sequentially with aqueous sodium bicarbonate (NaHCO3) (150 mL) and water (100 mL) and dried over anhydrous sodium sulfate (Na2SO4). After filtration, 19.0 g of ethyl 2-(triphenylphosphoranylidene)propionate was added to the solution, keeping the temperature below 5°C. The resulting solution was stirred at 25°C for 18 h. TLC showed that the reaction was complete. The reaction solution was concentrated, purified by silica gel column chromatography (petroleum ether/ethyl acetate = 4/1) and then crystallized from petroleum ether/ethyl acetate (80 mL/20 mL) to afford 17.0 g of ethyl (4R)-5-[1,1'-biphenyl]-4-yl-4-[[tert-butoxycarbonyl]amino]-2-methyl-2-pentenoate (chemical purity > 99.5%) as a white solid. Total yield in two steps: 89.1%.

References

[1] Patent: WO2015/154673, 2015, A1. Location in patent: Page/Page column 16

(R,E)-ethyl 5-([1,1'-biphenyl]-4-yl)-4-((tert-butoxycarbonyl)aMino)-2-Methylpent-2-enoate Preparation Products And Raw materials

Raw materials

Preparation Products

Less

(R,E)-ethyl 5-([1,1'-biphenyl]-4-yl)-4-((tert-butoxycarbonyl)aMino)-2-Methylpent-2-enoate Suppliers

China 92 India 2 United States 4 Global 98

Adamas Reagent, Ltd.

Tel: 400-6009262 16621234537
Fax: 021-64823266
Email: chenyj@titansci.com
Country: China
ProdList: 14101
Advantage: 59

Jinan Trio PharmaTech Co., Ltd.

Tel: 0531-88811783
Fax: +86 (531) 55696010 QQ 1762738062
Email: sales@trio-pharmatech.com
Country: China
ProdList: 1856
Advantage: 62

Daicel Chiral Technologies (China)CO.,LTD

Tel: 021-50460086-9 15921403865
Fax: +86-21-50462321
Email: han_yajun@dctc.daicel.com
Country: China
ProdList: 7471
Advantage: 65

Bide Pharmatech Ltd.

Tel: 400-164-7117 13681763483
Fax: +86-21-61629029
Email: product02@bidepharm.com
Country: China
ProdList: 39966
Advantage: 60

ChemStrong Scientific Co.,Ltd

Tel: 0755-0755-66853366 13670046396
Fax: 0755-28363542
Email: sales@chem-strong.com
Country: China
ProdList: 18333
Advantage: 56

Changzhou Yuanda Pharmaceutical Chemical Co., Ltd.

Tel: 0519-83984084
Fax: 0519-88776993
Email: sales@ydpharm.com
Country: China
ProdList: 119
Advantage: 60

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

Intelligence Pharm Science(Shanghai) Co., Ltd.

Tel: 021-57898186
Fax: 021-37699262
Country: China
ProdList: 449
Advantage: 55

Changzhou Fang Nan Medical Technology Co., Ltd.

Tel: 0519-85283268
Country: China
ProdList: 116
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 BLT Biological Pharmaceutical Co., Ltd.

Tel: 021-20786057 18918495077
Fax: 021-20786057
Email: 3116390381@qq.com
Country: China
ProdList: 220
Advantage: 58

ShangHai Biochempartner Co.,Ltd

Tel: 177-54423994 17754423994
Fax: QQ:2853530913
Email: 2853530910@QQ.com
Country: China
ProdList: 8000
Advantage: 62

Amadis Chemical Company Limited

Tel: 571-89925085
Fax: 0086-571-89925065
Email: sales@amadischem.com
Country: China
ProdList: 131957
Advantage: 58

Aikon International Limited

Tel: 025-66061636 18013972705
Fax: (3)02557626880
Email: qqyang@aikonchem.com
Country: China
ProdList: 15814
Advantage: 58

Wuhan FengyaoTonghui Chemical Products Co., Ltd.

Tel: 027-87466105 15377573527
Email: 2678564200@qq.com
Country: China
ProdList: 17987
Advantage: 58

Rhawn Reagent

Tel: 400-400-1332688 18019345275
Fax: 400-133-2688
Email: amy@rhawn.cn
Country: China
ProdList: 14948
Advantage: 58

Shanghai Haohong Pharmaceutical Co., Ltd.

Tel: 400-8210725 400821072
Fax: 021-58955996
Email: malulu@leyan.com
Country: China
ProdList: 25000
Advantage: 58

Zhengzhou Acme Chemical Co., Ltd.

Tel: 0371-63315541 13323832564
Fax: QQ:3001332135
Email: 3001332135@qq.com
Country: China
ProdList: 9972
Advantage: 58

Abydos Scientific

Tel: 025-84767922 18936879710
Email: sales@abydoscientific.com
Country: China
ProdList: 1002
Advantage: 58

Shanghai Jizhi Biochemical Technology Co. Ltd.

Tel: 4009004166/18616739031 18616739031
Email: 3007523370@qq.com
Country: China
ProdList: 52687
Advantage: 58

Shandong Chengchuang Blue Sea Pharmaceutical Technology Co., Ltd.

Tel: 0531-58897130 15508676053
Email: drug_impurity@sdcclh.com
Country: China
ProdList: 2268
Advantage: 58

Hefei TNJ Chemical Industry Co.,Ltd.

Tel: +86-0551-65418684 +8618949823763
Fax: 0086-551-65418684
Email: sales@tnjchem.com
Country: China
ProdList: 25356
Advantage: 58

Hangzhou Huarong Pharm Co., Ltd.

Tel: 571-86758373 +8613588754946
Fax: 0086-571-81131109
Email: sales@huarongpharm.com
Country: CHINA
ProdList: 3148
Advantage: 58

Dayang Chem (Hangzhou) Co.,Ltd.

Tel: +86-0571-88938639 +8617705817739
Fax: +86-571-88938652，+86-571- 88492614
Email: info@dycnchem.com
Country: China
ProdList: 52846
Advantage: 58

AFINE CHEMICALS LIMITED

Tel: +86-0571-85134551
Fax: 008657185134895
Email: sales@afinechem.com
Country: China
ProdList: 15109
Advantage: 58

Chemwill Asia Co.,Ltd.

Tel: 86-21-51086038
Fax: 86-21-51861608
Email: chemwill_asia@126.com
Country: CHINA
ProdList: 23912
Advantage: 58

Hangzhou Langmai New Material Co., Ltd.

Tel: 0571-88236869 18879311906
Fax: 0571-89923666
Email: sales03@chemreward.com
Country: China
ProdList: 235
Advantage: 58

Guangdong Wengjiang Chemical Reagent Co., Ltd.

Tel: 0751-2886766 13927870850
Fax: 0751-2886756
Email: 3001267247@qq.com
Country: China
ProdList: 9941
Advantage: 58

Wuhan Ying Yuan Bei Biological Limited

Tel: 13349903920 13349903920;
Email: 1540154086@qq.com
Country: China
ProdList: 3004
Advantage: 58

Jinan blalong chemical co. LTD

Tel: 2710913286@.com
Email: 1513643261@qq.com
Country: China
ProdList: 14246
Advantage: 58

Chongqing Chemdad Co., Ltd

Tel: +86-023-6139-8061 +86-86-13650506873
Email: sales@chemdad.com
Country: China
ProdList: 39927
Advantage: 58

Shenzhen ruikai de biotechnology co., ltd.

Tel: 0755-61348847 17820674378
Fax: 0755-21016893
Email: 2682116078@qq.com
Country: China
ProdList: 7843
Advantage: 58

Shanghai Boyi Biomedical Technology Co., Ltd.

Tel: 021-021-54331997 18321536537
Email: info@ansionpharma.com
Country: China
ProdList: 2336
Advantage: 58

Shanghai Kaiwei Chemical Technology Co., Ltd.

Tel: 021-58461859 15821823057
Email: service@aiviche.com
Country: China
ProdList: 49312
Advantage: 58

Meng Cheng Technology (Shanghai) Co., LTD

Tel: 400-820-6829
Email: sales@mitachieve.com
Country: China
ProdList: 8860
Advantage: 58

Shandong WorldSun Biological Technology Co., Ltd.

Tel: 0531-88723173 18596073690
Email: 1047208234@qq.com
Country: China
ProdList: 6779
Advantage: 58

SHENZHEN PHYSTANDARD BIO-TECH CO.,LTD

Tel: 0755-0755-83725350 13380397412
Fax: 0755-28094224
Email: 3001280422@qq.com
Country: China
ProdList: 10001
Advantage: 58

Shanghai Botuo Biotechnology Co., LTD

Tel: 16621358918
Fax: QQ:402135374
Email: botuopharma888@163.com
Country: China
ProdList: 9208
Advantage: 58

Energy Chemical

Tel: 021-58432009 400-005-6266
Fax: 021-58436166
Email: marketing1@energy-chemical.com
Country: China
ProdList: 44894
Advantage: 58

Guangzhou Juntang Technology Co., Ltd

Tel: 020-36607679 13502246435
Email: sales@dmstandards.com
Country: China
ProdList: 10945
Advantage: 58

Wuhan Topule

Tel: +86-02787215551 +86-19945035818
Fax: 027-87215551
Email: 2936752263@qq.com
Country: China
ProdList: 7986
Advantage: 58

Shanghai Sunway Pharmaceutical Technology Co.,Ltd.

Tel: 021-51816796-820 13611835272
Fax: 021-5161 3951
Email: sales2@sunwaypharm.com
Country: China
ProdList: 44119
Advantage: 58

TCI (Shanghai) Chemical Trading Co., Ltd.

Tel: 021-61109150
Fax: 021-61105897
Email: sales@tcisct.com
Country: China
ProdList: 29668
Advantage: 58

Zhengzhou Akem Chemical Co., Ltd

Tel: 13303867194
Email: 3001317055@qq.com
Country: China
ProdList: 9681
Advantage: 58

Molcoo Chemicals Inc.

Tel: 18576690171
Email: 3001025734@qq.com
Country: China
ProdList: 8880
Advantage: 58

Huaihua Yuanyanda Biotechnology Co., Ltd

Tel: 18711085600
Email: 1652923704@qq.com
Country: China
ProdList: 4628
Advantage: 58

Bide Pharmatech Ltd.

Tel: 400-6005915
Email: sales@picasso-e.com
Country: China
ProdList: 39665
Advantage: 58

Wuhan Yingnuo Pharmaceutical Technology Co., Ltd.

Tel: 15387063101
Email: 2881924050@qq.com
Country: China
ProdList: 9960
Advantage: 58

Cato Research Chemicals Inc.

Tel: 020-81960175-877 18933936954
Email: tianwen.zhan@cato-chem.com
Country: China
ProdList: 7259
Advantage: 58

Less

View Lastest Price from (R,E)-ethyl 5-([1,1'-biphenyl]-4-yl)-4-((tert-butoxycarbonyl)aMino)-2-Methylpent-2-enoate manufacturers

Career Henan Chemical Co

Product: (R,E)-ethyl 5-([1,1'-biphenyl]-4-yl)-4-((tert-butoxycarbonyl)aMino)-2-Methylpent-2-enoate 149709-59-1
Price: US $100.00/KG
Min. Order: 1KG
Purity: 98%
Supply Ability: 100KG
Release date: 2018-07-27

149709-59-1, (R,E)-ethyl 5-([1,1'-biphenyl]-4-yl)-4-((tert-butoxycarbonyl)aMino)-2-Methylpent-2-enoateRelated Search:

(2S,4S)-5-(Biphenyl-4-yl)-4-[(tert-butoxycarbonyl)amino]-2-methylpentanoic acid (R,E)-5-([1,1'-biphenyl]-4-yl)-4-((tert-butoxycarbonyl)aMino)-2-Methylpent-2-enoic acid LCZ Impurity (2R,4S)-5-([1,1'-biphenyl]-4-yl)-4-aMino-2-Methylpentanoic acid hydrochloride AHU-377 (S)-5-[(Biphenyl-4-yl)carbonyl]pyrrolidin-2-one LCZ696 InteMediate (2R,4S)-ethyl 5-([1,1'-biphenyl]-4-yl)-4-((tert-butoxycarbonyl)aMino)-2-Methylpentanoate (2S,4R)-5-(Biphenyl-4-yl)-4-[(tert-butoxycarbonyl)amino]-2-methylpentanoic acid sacubitril (2R,4S)-5-([1,1'-biphenyl]-4-yl)-4-((tert-butoxycarbonyl)aMino)-2-Methylpentanoic acid (2R,4S)-ethyl 5-([1,1'-biphenyl]-4-yl)-4-aMino-2-Methylpentanoate AHU-377 (heMicalciuM salt) Valsartan (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 (2R,4S)-4-([1,1'-Biphenyl]-4-ylmethyl)-4-(4-ethoxy-4-oxobutanamido)-2-methylbutanoic acid N-[2’-(1H-tetrazol-5-yl)biphenyl-4-yl methyl]-N-Valeryl-(L)-Valine benzyl ester

(R,E)-ethyl 5-([1,1'-biphenyl]-4-yl)-4-((tert-butoxycarbonyl)aMino)-2-Methylpent-2-enoate

(4R)-5-[1,1'-Biphenyl]-4-yl-4-[[(1,1-dimethylethoxy)carbonyl]amino]-2-methyl-2-pentenoic acid ethyl ester

2-Pentenoic acid, 5-[1,1'-biphenyl]-4-yl-4-[[(1,1-dimethylethoxy)carbonyl]amino]-2-methyl-, ethyl ester, (4R)-

Ethyl 5-(4-[1,1'-biphenyl]yl)-4-[[(1,1-dimethylethoxy)carbonyl]amino]-2-methyl-2-pentenoate

LCZ696 59-1

(R)-Ethyl 5-([1,1'-biphenyl]-4-yl)-4-((tert-butoxycarbonyl)amino)-2-methylpent-2-enoate

LCZ-696-003-R

LCZ696(valsartan + sacubitril) impurity 24

(R,E)-ethyl 5-([1,1'-biphenyl]-4-yl)-4-((tert-butoxycarbonyl...

Valsartan Impurity14(mixture of E/Z-isomers)

C25H31NO4 (R,E)-ethyl 5-([1,1'-biphenyl]-4-yl)-4-((tert-butoxycarbonyl)aMino)-2-Methylpent-2-enoate 149709-59-1

Sacubitril Impurity 107

(R)-Ethyl 5-(biphenyl-4-yl)-4-(tert-butoxycarbonylamin)-2-methylpent-2-enoate

149709-59-1

LCZ696