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

Base Information

Chemical Name:(-)-(2R,3S)-methyl 3-(benzyloxycarbonylamino)-2-hydroxy-3-phenylpropanoate
CAS No.:158810-74-3
Molecular Formula:C₁₈H₁₉NO₅
Molecular Weight:329.353
Hs Code.:

Synonyms:(-)-(2R,3S)-methyl 3-(benzyloxycarbonylamino)-2-hydroxy-3-phenylpropanoate

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Chemical Property of (-)-(2R,3S)-methyl 3-(benzyloxycarbonylamino)-2-hydroxy-3-phenylpropanoate

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Technology Process of (-)-(2R,3S)-methyl 3-(benzyloxycarbonylamino)-2-hydroxy-3-phenylpropanoate

There total 7 articles about (-)-(2R,3S)-methyl 3-(benzyloxycarbonylamino)-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: 86.0%

: 501-53-1,94274-21-2
benzyl chloroformate

: methyl (2R,3S)-3-phenylisoserinate hydrochloride

: 158810-74-3
(-)-(2R,3S)-methyl 3-(benzyloxycarbonylamino)-2-hydroxy-3-phenylpropanoate

Guidance literature:: With sodium hydrogencarbonate; In dichloromethane; for 2h;
DOI:10.1135/cccc20020075

Reference yield:

: 67-56-1
methanol

: (2R,3S)-3-Benzyloxycarbonylamino-2-hydroxy-3-phenyl-propionic acid

: 158810-74-3
(-)-(2R,3S)-methyl 3-(benzyloxycarbonylamino)-2-hydroxy-3-phenylpropanoate

Guidance literature:: With thionyl chloride; N,N-dimethyl-formamide; at -78 - 20 ℃; for 12h;
DOI:10.1016/j.bmcl.2017.04.056

Reference yield:

: 132201-32-2,161453-08-3,949459-75-0,521059-43-8
(2R,3S)-3-phenylisoserine hydrochloride

: 158810-74-3
(-)-(2R,3S)-methyl 3-(benzyloxycarbonylamino)-2-hydroxy-3-phenylpropanoate

Guidance literature:: Multi-step reaction with 2 steps

1: SOCl₂ / 20 °C

2: aq. NaHCO₃ / CH₂Cl₂ / 3 h / 20 °C

With thionyl chloride; sodium hydrogencarbonate; In dichloromethane;
DOI:10.1021/jm049344g