LHW090-A7

Base Information

• Chemical Name: LHW090-A7
• CAS No.: 1308256-94-1
• Molecular Formula: C20H22ClNO4
• Molecular Weight: 375.85
• Mol file: 1308256-94-1.mol

Synonyms:LHW090-A7;(S)-3-(3'-Chloro-[1,1'-biphenyl]-4-yl)-2-(((S)-1-ethoxy-1-oxopropan-2-yl)amino)propanoic acid;Sodium (2S)-3-(3'-chloro-[1,1'-biphenyl]-4-yl)-2-{[(2S)-1-ethoxy-1-oxopropan-2-yl]amino}propanoate;(alphaS)-3'-Chloro-alpha-[[(1S)-2-ethoxy-1-methyl-2-oxoethyl]amino][1,1'-biphenyl]-4-propanoic acid

Chemical Property of LHW090-A7

Chemical Property:

• PSA: 75.63000
• LogP: 3.93480

Purity/Quality:

98% ^*data from raw suppliers

LHW090-A7 >98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: LHW090-A7 is a compound developed as an inhibitor of neutral endopeptidase (NEP), an enzyme responsible for the metabolic inactivation of enkephalins. Inhibitors of NEP have been shown to increase plasma levels of endogenous atrial natriuretic peptides and, as such, are expected to induce natriuretic and diuretic effects.

Technology Process of LHW090-A7

There total 6 articles about LHW090-A7 which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

(S)-3-(3'-chlorobiphenyl-4-yl)-2-((S)-1-(ethoxycarbonylethyl)amino)propionic acid benzyl ester (1308257-52-4) → (S)-3-(3'-chlorobiphenyl-4-yl)-2-((S)-1-ethoxycarbonylethylamino)propionic acid (1308256-94-1)

Guidance literature:

With hydrogen; 5% Pd(II)/C(eggshell); In ethyl acetate; at 10 - 20 ℃; for 2h;

Reference yield:

(S)-2-(tert-butoxycarbonyl)amino-3-(3'-chlorobiphenyl-4-yl)propionic acid (1282042-79-8) → (S)-3-(3'-chlorobiphenyl-4-yl)-2-((S)-1-ethoxycarbonylethylamino)propionic acid (1308256-94-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydrogencarbonate / N,N-dimethyl-formamide / 20 °C

1.2: 2 h

2.1: triethylamine / dichloromethane / 0.17 h / 0 °C

2.2: 3 h / 20 °C

3.1: hydrogen / 5% Pd(II)/C(eggshell) / ethyl acetate / 2 h / 10 - 20 °C

With hydrogen; sodium hydrogencarbonate; triethylamine; 5% Pd(II)/C(eggshell); In dichloromethane; ethyl acetate; N,N-dimethyl-formamide;

Reference yield:

(S)-2-amino-3-(3'-chlorobiphenyl-4yl)propionic acid benzyl ester (1308432-46-3) → (S)-3-(3'-chlorobiphenyl-4-yl)-2-((S)-1-ethoxycarbonylethylamino)propionic acid (1308256-94-1)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / dichloromethane

2: Pd on carbon / ethyl acetate; methanol

With triethylamine; Pd on carbon; In methanol; dichloromethane; ethyl acetate;

upstream raw materials:

(S)-2-amino-3-(3'-chlorobiphenyl-4yl)propionic acid benzyl ester

(S)-3-(3'-chlorobiphenyl-4-yl)-2-((S)-1-(ethoxycarbonylethyl)amino)propionic acid benzyl ester

3-chlorophenylboronic acid

4-bromo-N-{[(1,1-dimethylethyl)oxy]carbonyl}-L-phenylalanine

Downstream raw materials:

(S)-2-[(S)-2-(3'-chloro-biphenyl-4-yl)-1-(1H-tetrazol-5-ylcarbamoyl)ethylamino]propionic acid ethyl ester

(S)-2-{(S)-2-(3'-chlorobiphenyl-4-yl)-1-[methyl-(1H-tetrazol-5-yl)carbamoyl]ethylamino}propionic acid ethyl ester

Refernces

• 1、 -. "METHOD OF TREATING CONTRAST-INDUCED NEPHROPATHY". . . Retrieved 2012/05/21.