(S)-3-hydroxy-3-phenylpentanoic acid methyl ester

Base Information

• Chemical Name: (S)-3-hydroxy-3-phenylpentanoic acid methyl ester
• CAS No.: 2845-29-6
• Molecular Formula: C₁₂H₁₆O₃
• Molecular Weight: 208.257
• Mol file: 2845-29-6.mol

Synonyms:(S)-3-hydroxy-3-phenylpentanoic acid methyl ester

Chemical Property of (S)-3-hydroxy-3-phenylpentanoic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of (S)-3-hydroxy-3-phenylpentanoic acid methyl ester

There total 4 articles about (S)-3-hydroxy-3-phenylpentanoic 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:

triethoxyfluorosilane (358-60-1) + [(1-methoxyvinyl)oxy]trimethylsilane (36850-80-3) + 1-phenyl-propan-1-one (93-55-0) → (R)-3-hydroxy-3-phenylpentanoic acid methyl ester + (S)-3-hydroxy-3-phenylpentanoic acid methyl ester (2845-29-6)

Guidance literature:

triethoxyfluorosilane; 1-phenyl-propan-1-one; With potassium phenyltrifluoborate; (PPh₃)₃CuF; chiral 1-(Cy)2P-2-[2-(Cy)2P-Ph-CHN(nBu)2-]ferrocene; In 1,2-dimethoxyethane; at 20 ℃; for 0.25h;

[(1-methoxyvinyl)oxy]trimethylsilane; In 1,2-dimethoxyethane; at 20 ℃; for 17h;

With triethylamine tris(hydrogen fluoride); In 1,2-dimethoxyethane; at 20 ℃; Title compound not separated from byproducts;

DOI:10.1021/ja061815w

Reference yield:

trichloro<(1-methoxyethenyl)oxy>silane (4519-10-2) + 1-phenyl-propan-1-one (93-55-0) → (R)-3-hydroxy-3-phenylpentanoic acid methyl ester + (S)-3-hydroxy-3-phenylpentanoic acid methyl ester (2845-29-6)

Guidance literature:

[2,2']bipyridinyl 1,1'-dioxide; In dichloromethane; at -20 ℃; for 12h; Title compound not separated from byproducts.;

DOI:10.1021/ja025670e

Reference yield:

methanol (67-56-1) + S-tert-butyl 3-hydroxy-3-phenylpentanethioate → (R)-3-hydroxy-3-phenylpentanoic acid methyl ester + (S)-3-hydroxy-3-phenylpentanoic acid methyl ester (2845-29-6)

Guidance literature:

With N-Bromosuccinimide; In dichloromethane; at 20 ℃; for 1h; optical yield given as %ee;

DOI:10.1021/ol802087u

upstream raw materials:

triethoxyfluorosilane

[(1-methoxyvinyl)oxy]trimethylsilane

1-phenyl-propan-1-one

trichloro<(1-methoxyethenyl)oxy>silane

Refernces

• 1、 Adachi, Shinya,Harada, Toshiro. "Asymmetric Mukaiyama aldol reaction of nonactivated ketones catalyzed by allo-threonine-derived oxazaborolidinone". supporting information; experimental part. p. 4991 - 5001. Retrieved 2009/05/31.