methyl (2S,3S)-3-[(tert-butoxycarbonyl)amino]-2-hydroxy-3-phenylpropanoate

Base Information

• Chemical Name: methyl (2S,3S)-3-[(tert-butoxycarbonyl)amino]-2-hydroxy-3-phenylpropanoate
• CAS No.: 158830-39-8
• Molecular Formula: C15H21NO5
• Molecular Weight: 295.335
• Mol file: 158830-39-8.mol

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

Chemical Property of methyl (2S,3S)-3-[(tert-butoxycarbonyl)amino]-2-hydroxy-3-phenylpropanoate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 443.334°C at 760 mmHg
• PKA: 11.22±0.46(Predicted)
• Flash Point: 221.921°C
• PSA: 84.86000
• Density: 1.171g/cm³
• LogP: 2.17720

Purity/Quality:

96% ^*data from raw suppliers

METHYL (2S,3S)-N-BOC-3-PHENYLISOSERIN HYDROCHLORIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of methyl (2S,3S)-3-[(tert-butoxycarbonyl)amino]-2-hydroxy-3-phenylpropanoate

There total 43 articles about methyl (2S,3S)-3-[(tert-butoxycarbonyl)amino]-2-hydroxy-3-phenylpropanoate 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: 98.0%

methyl (S,S)-2-acetoxy-3-tert-butoxycarbonylamino-3-phenylpropionate (154130-21-9) → methyl (2S,3S)-2-hydroxy-3-(N-tert-butoxycarbonylamino)-3-phenylpropanoate (158830-39-8)

Guidance literature:

With sodium methylate; In methanol; for 1h; Ambient temperature;

DOI:10.1016/S0040-4020(98)00741-8

Reference yield: 97.0%

di-tert-butyl dicarbonate (24424-99-5) + Methyl (2S,3S)-(+)-2-hydroxy-3-azido-3-phenyl-propionate (129866-71-3) → methyl (2S,3S)-2-hydroxy-3-(N-tert-butoxycarbonylamino)-3-phenylpropanoate (158830-39-8)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; at 20 ℃; for 72h; under 760 Torr;

DOI:10.1016/S0957-4166(00)00418-3

Reference yield: 82.2%

C16H19NO6 → methyl (2S,3S)-2-hydroxy-3-(N-tert-butoxycarbonylamino)-3-phenylpropanoate (158830-39-8)

Guidance literature:

With caesium carbonate; In methanol; at 20 ℃; for 5h;

upstream raw materials:

(R)-3-tert-butoxycarbonylamino-3-phenylpropionic acid methyl ester

diazomethane

di-tert-butyl dicarbonate

(3S,4S)-N-benzyl-4-hydroxy-3-phenylisoxazolidinone

Downstream raw materials:

2-azido-3-tert-butoxycarbonylamino-3-phenyl-propionic acid methyl ester

methyl (4S,5S)-3-(tert-butoxycarbonyl)-2-(p-methoxyphenyl)-4-phenyl-1,3-oxazolidine-5-methanoate

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