methyl (2S,3S)-phenylisoserine

Base Information

• Chemical Name: methyl (2S,3S)-phenylisoserine
• CAS No.: 150949-07-8
• Molecular Formula: C₁₀H₁₃NO₃
• Molecular Weight: 195.218
• Mol file: 150949-07-8.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 22 articles about methyl (2S,3S)-phenylisoserine 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: 95.0%

Methyl (2S*,3S*)-2-hydroxy-3-azido-3-phenyl-propionate → methyl (2R*,3R*)-3-phenyl-3-amino-2-hydroxypropanoate (131968-74-6,140408-28-2,150949-07-8)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; for 1h;

DOI:10.1002/recl.19921110202

Reference yield: 87.2%

methanol (67-56-1) + threo-3-phenylisoserineamide (257947-27-6) → methyl (2S,3S)-phenylisoserine (150949-07-8)

Guidance literature:

With thionyl chloride; at 85 ℃; for 5h; Sealed tube;

Reference yield: 80.0%

methanol (67-56-1) + Chloro-acetic acid (3S,4R)-2-oxo-4-phenyl-azetidin-3-yl ester (131968-72-4) → (2R,3S)-3-Amino-2-hydroxy-3-phenyl-propionic acid methyl ester (131968-74-6,140408-28-2,150949-07-8)

Guidance literature:

With chloro-trimethyl-silane;

DOI:10.1016/S0040-4039(00)97083-7

upstream raw materials:

Methyl (2S,3S)-(+)-2-hydroxy-3-azido-3-phenyl-propionate

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

methanol

isopropyl (2S,3S)-3-(acetylamino)-2-hydroxy-3-phenylpropionate

Downstream raw materials:

methyl (2S,3S)-2-hydroxy-3-(N-tert-butoxycarbonylamino)-3-phenylpropanoate

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

(4S,5R)-3-benzoyl-2-(4-methoxyphenyl)-4-phenyl-1,3-oxazolidine-5-carboxylic acid

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