(3S)-3-[4-(4'-trifluoromethyl-biphenyl-3-ylmethoxy)-phenyl]-hex-4-ynoic acid methyl ester

Base Information

• Chemical Name: (3S)-3-[4-(4'-trifluoromethyl-biphenyl-3-ylmethoxy)-phenyl]-hex-4-ynoic acid methyl ester
• CAS No.: 865233-37-0
• Molecular Formula: C₂₇H₂₃F₃O₃
• Molecular Weight: 452.473

Synonyms:(3S)-3-[4-(4'-trifluoromethyl-biphenyl-3-ylmethoxy)-phenyl]-hex-4-ynoic acid methyl ester

Chemical Property of (3S)-3-[4-(4'-trifluoromethyl-biphenyl-3-ylmethoxy)-phenyl]-hex-4-ynoic acid methyl ester

Chemical Property:

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Technology Process of (3S)-3-[4-(4'-trifluoromethyl-biphenyl-3-ylmethoxy)-phenyl]-hex-4-ynoic acid methyl ester

There total 25 articles about (3S)-3-[4-(4'-trifluoromethyl-biphenyl-3-ylmethoxy)-phenyl]-hex-4-ynoic acid methyl ester 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: 97.0%

3-(bromomethyl)-4'-(trifluoromethyl)-1,1'-biphenyl (638214-11-6) + (3S)-3-(4-hydroxy-phenyl)-hex-4-ynoic acid methyl ester (865233-36-9) → (3S)-3-[4-(4'-trifluoromethyl-biphenyl-3-ylmethoxy)-phenyl]-hex-4-ynoic acid methyl ester (865233-37-0)

Guidance literature:

(3S)-3-(4-hydroxy-phenyl)-hex-4-ynoic acid methyl ester; With caesium carbonate; In acetone; for 0.166667h;

3-(bromomethyl)-4'-(trifluoromethyl)-1,1'-biphenyl; In acetone; at 20 ℃; for 48h;

DOI:10.1016/j.bmcl.2011.10.118

Reference yield: 92.0%

4'-trifluoromethyl-3-biphenylylmethyl chloride (613240-28-1) + (3S)-3-(4-hydroxy-phenyl)-hex-4-ynoic acid methyl ester (865233-36-9) → (3S)-3-[4-(4'-trifluoromethyl-biphenyl-3-ylmethoxy)-phenyl]-hex-4-ynoic acid methyl ester (865233-37-0)

Guidance literature:

With caesium carbonate; In acetone; at 50 ℃; for 16h;

Reference yield: 63.0%

(R)-methyl 3-(4-((4'-(trifluoromethyl)-[1,1'-biphenyl]-3-yl)methoxy)phenyl)pent-4-ynoate (1266401-02-8) + methyl iodide (74-88-4) → (3S)-3-[4-(4'-trifluoromethyl-biphenyl-3-ylmethoxy)-phenyl]-hex-4-ynoic acid methyl ester (865233-37-0)

Guidance literature:

With copper(l) iodide; bis(η3-allyl-μ-chloropalladium(II)); 1,3-di(adamantan-1-yl)-1H-imidazol-3-ium chloride; caesium carbonate; In diethyl ether; N,N-dimethyl-formamide; at 40 ℃; for 36h; Inert atmosphere;

DOI:10.1021/ol102998w

upstream raw materials:

4'-trifluoromethyl-3-biphenylylmethyl chloride

(3S)-3-(4-hydroxy-phenyl)-hex-4-ynoic acid methyl ester

(S)-N-((1R,2S)-1-hydroxy-1-phenylpropan-2-yl)-N-methyl-3-(4-((4'-(trifluoromethyl)biphenyl-3-yl)methoxy)phenyl)hex-4-ynamide

carbonic acid dimethyl ester

Downstream raw materials:

C₂₇H₂₅F₃O₃

[3H]-AMG 837

C₂₅H₂₂F₃NO₄

(S)-methyl 3-(4-hydroxyphenyl)-3-(2-methyl-2H-1,2,4-triazol-3-yl)propanoate

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