(2R,3S)-3-hydroxy-2-methyl-3-phenyl-propionic acid ethyl ester

Base Information

• Chemical Name: (2R,3S)-3-hydroxy-2-methyl-3-phenyl-propionic acid ethyl ester
• CAS No.: 192135-52-7
• Molecular Formula: C₁₂H₁₆O₃
• Molecular Weight: 208.257
• Mol file: 192135-52-7.mol

Synonyms:(2R,3S)-3-hydroxy-2-methyl-3-phenyl-propionic acid ethyl ester

Chemical Property of (2R,3S)-3-hydroxy-2-methyl-3-phenyl-propionic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3S)-3-hydroxy-2-methyl-3-phenyl-propionic acid ethyl ester

There total 18 articles about (2R,3S)-3-hydroxy-2-methyl-3-phenyl-propionic acid ethyl 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: 96.0%

→ (2R,3S)-3-hydroxy-2-methyl-3-phenyl-propionic acid ethyl ester (192135-52-7)

Guidance literature:

With bis(1,5-cyclooctadiene)diiridium(I) dichloride; C₃₇H₃₅FeN₂P; potassium tert-butylate; hydrogen; In methanol; at 20 ℃; for 24h; under 15001.5 Torr; enantioselective reaction; Glovebox;

Reference yield:

ethyl (3R)-2-bromo-3-hydroxy-2-methyl-3-phenylpropionate → Ethyl (2S,3S)-3-hydroxy-2-methyl-3-phenylpropionic acid (155320-73-3) + (2R,3S)-3-hydroxy-2-methyl-3-phenyl-propionic acid ethyl ester (192135-52-7)

Guidance literature:

With tri-n-butyl-tin hydride; magnesium bromide; triethyl borane; In dichloromethane; at 0 ℃; for 2.5h;

DOI:10.1246/bcsj.74.1485

Reference yield:

(1-ethoxypropenyloxy)-tert-butyldimethylsilane (83165-77-9) + benzaldehyde (100-52-7) → (2R,3S)-3-hydroxy-2-methyl-3-phenyl-propionic acid ethyl ester (192135-52-7) + (2S,3R)-3-hydroxy-2-methyl-3-phenyl-propionic acid ethyl 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:

(1E)-1-ethoxy-1-(trimethylsiloxy)propene

benzaldehyde

ethyl (2S,3R)-3-hydroxy-2-methyl-2-(methylthio)-3-phenylpropanoate

ethyl (2S,3R)-2-bromo-3-hydroxy-2-methyl-3-phenylpropionate

Downstream raw materials:

ethyl (2R,3S)-2-methyl-3-phenyl-3-(trimethylsilyloxy)propanoate

ethyl (2R,3S)-3-methoxy-2-methyl-3-phenylpropionate

(2R,3S)-3-methoxy-2-methyl-3-phenylpropanal

ethyl (3R,4S,5S)-2-bromo-3-hydroxy-5-methoxy-2,4-dimethyl-5-phenylpentanoate