(1-{1-(R)-(3-bromophenyl)-3-[2-(1-hydroxy-1-methyl-ethyl)-phenyl]-propylsulfanylmethyl}-cyclopropyl)-acetic acid

Base Information

• Chemical Name: (1-{1-(R)-(3-bromophenyl)-3-[2-(1-hydroxy-1-methyl-ethyl)-phenyl]-propylsulfanylmethyl}-cyclopropyl)-acetic acid
• CAS No.: 1015076-80-8
• Molecular Formula: C₂₄H₂₉BrO₃S
• Molecular Weight: 477.462
• Mol file: 1015076-80-8.mol

Synonyms:(1-{1-(R)-(3-bromophenyl)-3-[2-(1-hydroxy-1-methyl-ethyl)-phenyl]-propylsulfanylmethyl}-cyclopropyl)-acetic acid

Chemical Property of (1-{1-(R)-(3-bromophenyl)-3-[2-(1-hydroxy-1-methyl-ethyl)-phenyl]-propylsulfanylmethyl}-cyclopropyl)-acetic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (1-{1-(R)-(3-bromophenyl)-3-[2-(1-hydroxy-1-methyl-ethyl)-phenyl]-propylsulfanylmethyl}-cyclopropyl)-acetic acid

There total 3 articles about (1-{1-(R)-(3-bromophenyl)-3-[2-(1-hydroxy-1-methyl-ethyl)-phenyl]-propylsulfanylmethyl}-cyclopropyl)-acetic acid 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: 89.6%

(R)-2-(1-((1-(3-bromophenyl)-3-(2-(methoxycarbonyl)phenyl)propylthio)methyl)cyclopropyl)acetic acid (1015076-82-0) + methyllithium (917-54-4) → (1-{1-(R)-(3-bromophenyl)-3-[2-(1-hydroxy-1-methyl-ethyl)-phenyl]-propylsulfanylmethyl}-cyclopropyl)-acetic acid (1015076-80-8)

Guidance literature:

(R)-2-(1-((1-(3-bromophenyl)-3-(2-(methoxycarbonyl)phenyl)propylthio)methyl)cyclopropyl)acetic acid; methyllithium; In diethyl ether; toluene; at -5 - 0 ℃; for 4h;

With water; ammonium chloride; In diethyl ether; toluene; Product distribution / selectivity;

Reference yield: 69.0%

methyllithium lithium bromide + (R)-2-(1-((1-(3-bromophenyl)-3-(2-(methoxycarbonyl)phenyl)propylthio)methyl)cyclopropyl)acetic acid (1015076-82-0) → (1-{1-(R)-(3-bromophenyl)-3-[2-(1-hydroxy-1-methyl-ethyl)-phenyl]-propylsulfanylmethyl}-cyclopropyl)-acetic acid (1015076-80-8)

Guidance literature:

methyllithium lithium bromide; (R)-2-(1-((1-(3-bromophenyl)-3-(2-(methoxycarbonyl)phenyl)propylthio)methyl)cyclopropyl)acetic acid; In tetrahydrofuran; diethyl ether; at -40 - 20 ℃; for 15h;

With water; ammonium chloride; In tetrahydrofuran; diethyl ether; ethyl acetate;

Reference yield: 67.8%

(S)-2-(2-(3-(3-bromophenyl)-3-chloropropyl)phenyl)propan-2-ol (1021952-71-5) + 1-(sulfanylmethyl)cyclopropaneacetic acid (162515-68-6) → (1-{1-(R)-(3-bromophenyl)-3-[2-(1-hydroxy-1-methyl-ethyl)-phenyl]-propylsulfanylmethyl}-cyclopropyl)-acetic acid (1015076-80-8)

Guidance literature:

1-(sulfanylmethyl)cyclopropaneacetic acid; With sodium t-butanolate; In N,N-dimethyl-formamide; at 20 ℃; for 0.5h;

(S)-2-(2-(3-(3-bromophenyl)-3-chloropropyl)phenyl)propan-2-ol; In N,N-dimethyl-formamide; at 20 ℃; for 48.5h;

With tartaric acid; In water; ethyl acetate; N,N-dimethyl-formamide; pH=7; Product distribution / selectivity;

upstream raw materials:

(R)-2-(1-((1-(3-bromophenyl)-3-(2-(methoxycarbonyl)phenyl)propylthio)methyl)cyclopropyl)acetic acid

methyllithium

(S)-2-(2-(3-(3-bromophenyl)-3-chloropropyl)phenyl)propan-2-ol

1-(sulfanylmethyl)cyclopropaneacetic acid

Downstream raw materials:

montelukast