(2S,3S)-3-hydroxy-2-methyl-3-phenylpropionic acid phenyl ester

Base Information

• Chemical Name: (2S,3S)-3-hydroxy-2-methyl-3-phenylpropionic acid phenyl ester
• CAS No.: 136312-34-0
• Molecular Formula: C₁₆H₁₆O₃
• Molecular Weight: 256.301
• Mol file: 136312-34-0.mol

Synonyms:(2S,3S)-3-hydroxy-2-methyl-3-phenylpropionic acid phenyl ester

Chemical Property of (2S,3S)-3-hydroxy-2-methyl-3-phenylpropionic acid phenyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3S)-3-hydroxy-2-methyl-3-phenylpropionic acid phenyl ester

There total 7 articles about (2S,3S)-3-hydroxy-2-methyl-3-phenylpropionic acid phenyl 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:

phenyl acrylate (937-41-7) + benzaldehyde (100-52-7) → (2S,3S)-3-hydroxy-2-methyl-3-phenylpropionic acid phenyl ester (136312-34-0) + (2R,3R)-3-hydroxy-2-methyl-3-phenylpropionic acid phenyl ester + (2S,3S)-3-benzyloxy-2-methyl-3-phenylpropionic acid phenyl ester + (2R,3R)-3-benzyloxy-2-methyl-3-phenylpropionic acid phenyl ester

Guidance literature:

phenyl acrylate; benzaldehyde; With Dimethylphenylsilane; [Rh((R)-BINAP)COD]BF₄; In 1,2-dichloro-ethane; for 24h;

With hydrogen fluoride; In acetonitrile; at 20 ℃; for 0.75h; Further byproducts given. Title compound not separated from byproducts;

DOI:10.1021/ol049591e

Reference yield:

phenyl acrylate (937-41-7) + benzaldehyde (100-52-7) → 3-hydroxy-2-methyl-3-phenylpropionic acid phenyl ester + (2S,3S)-3-hydroxy-2-methyl-3-phenylpropionic acid phenyl ester (136312-34-0) + (2R,3R)-3-hydroxy-2-methyl-3-phenylpropionic acid phenyl ester

Guidance literature:

phenyl acrylate; benzaldehyde; With di-μ-chloro-bis(1,5-cyclooctadiene)dirhodium; diethylmethylsilane; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl; In 1,2-dichloro-ethane; at 20 ℃; for 24h;

With hydrogenchloride; In tetrahydrofuran; methanol; at 20 ℃; for 0.5h; Further stages. Title compound not separated from byproducts.;

DOI:10.1021/ja9944453

Reference yield:

benzaldehyde (100-52-7) + [(1-phenoxy)propenyloxy]-tert-butyldimethylsilane → phenyl erythro-3-hydroxy-2-methyl-3-phenylpropanoate (136312-69-1) + (2S,3S)-3-hydroxy-2-methyl-3-phenylpropionic acid phenyl ester (136312-34-0) + (2R,3S)-3-Hydroxy-2-methyl-3-phenyl-propionic acid phenyl ester (136312-35-1) + (2R,3R)-3-hydroxy-2-methyl-3-phenylpropionic acid phenyl ester

Guidance literature:

With tetrachlorosilane; (R,R)-N,N'-bis(phosphoramide)-N,N'-Me₂-1,5-pentanediamine; In dichloromethane; at -78 ℃; for 3h; Title compound not separated from byproducts;

DOI:10.1021/ja047339w

upstream raw materials:

(E)-1-Phenoxy-1-(trimethylsiloxy)propen

benzaldehyde

phenyl acrylate

phenyl (R)-3-hydroxy-3-phenyl-2-methylenepropanoate