(2R,3S)-3-phenylisoserine methyl ester

Base Information

• Chemical Name: (2R,3S)-3-phenylisoserine methyl ester
• CAS No.: 157240-36-3
• Molecular Formula: C₁₀H₁₃NO₃
• Molecular Weight: 195.218
• Mol file: 157240-36-3.mol

Synonyms:(2R,3S)-3-phenylisoserine methyl ester

Chemical Property of (2R,3S)-3-phenylisoserine methyl ester

Chemical Property:

• Melting Point: 103-106 °C
• Boiling Point: 343.0±42.0 °C(Predicted)
• Density: 1.212±0.06 g/cm3(Predicted)

Purity/Quality:

HPLC≥98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (2R,3S)-3-phenylisoserine methyl ester

There total 30 articles about (2R,3S)-3-phenylisoserine 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: 75.0%

methanol (67-56-1) + isobutyl (4S,5R)-3-benzoyl-4-phenyloxazolidin-2-one-5-carboxylate → (2R,3S)-3-phenylisoserine methyl ester (157240-36-3)

Guidance literature:

With magnesium methanolate; In tetrahydrofuran; at 20 ℃; for 25h;

DOI:10.1007/s11172-012-0302-4

Reference yield: 72.0%

methyl 3-amino-2-keto-3-phenylpropionate (157722-41-3) → (2R,3S)-3-phenylisoserine methyl ester (157240-36-3)

Guidance literature:

Baker's yeast;

DOI:10.1016/S0040-4039(00)76640-8

Reference yield:

methyl (2R,3S)-2-hydroxy-3-phenyl-3-<(S)-1-methylbenzylamino>propanoate (147058-27-3) → (2R,3S)-3-phenylisoserine methyl ester (157240-36-3)

Guidance literature:

With hydrogen; palladium on activated charcoal;

upstream raw materials:

methyl (2R,3S)-2-hydroxy-3-phenyl-3-<(S)-1-methylbenzylamino>propanoate

methyl 3-amino-2-keto-3-phenylpropionate

methanol

(2R,3S)-2-hydroxy-3-amino-3-phenylpropionic acid

Downstream raw materials:

(2R,3S)-3-Amino-3-phenyl-2-trimethylsilanyloxy-propionic acid methyl ester

methyl (2R,3S)-3-(tert-butoxycarbonylamino)-2-hydroxy-3-phenylpropionate

methyl (2R,3S)-3-benzoylamino-2-hydroxy-3-phenylpropanoate

2-hydroxy-3-(4-methyl benzenesulfonylamino)-3-phenyl-propionic acid methyl ester