(2S,3R)-2-Acetylamino-3-(4-benzyloxy-3-chloro-phenyl)-3-hydroxy-propionic acid methyl ester

Base Information

Chemical Name:(2S,3R)-2-Acetylamino-3-(4-benzyloxy-3-chloro-phenyl)-3-hydroxy-propionic acid methyl ester
CAS No.:184841-33-6
Molecular Formula:C₁₉H₂₀ClNO₅
Molecular Weight:377.825
Hs Code.:

Synonyms:(2S,3R)-2-Acetylamino-3-(4-benzyloxy-3-chloro-phenyl)-3-hydroxy-propionic acid methyl ester

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Chemical Property of (2S,3R)-2-Acetylamino-3-(4-benzyloxy-3-chloro-phenyl)-3-hydroxy-propionic acid methyl ester

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Technology Process of (2S,3R)-2-Acetylamino-3-(4-benzyloxy-3-chloro-phenyl)-3-hydroxy-propionic acid methyl ester

There total 7 articles about (2S,3R)-2-Acetylamino-3-(4-benzyloxy-3-chloro-phenyl)-3-hydroxy-propionic acid 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: 100.0%

: 184841-30-3
2-Acetylamino-3-(4-benzyloxy-3-chloro-phenyl)-3-oxo-propionic acid methyl ester

: 184841-33-6
(2S,3R)-2-Acetylamino-3-(4-benzyloxy-3-chloro-phenyl)-3-hydroxy-propionic acid methyl ester

Guidance literature:: With RuBr₂((R)-(6,6'-(MeO)2-biphenyl-2,2'-diyl)bis(Ph₂-phosphane); hydrogen; In dichloromethane; at 80 ℃; under 105008 Torr;
DOI:10.1016/0040-4039(96)01829-1

Reference yield:

: 3964-58-7
3-chloro-4-hydroxybenzoic acid

: 184841-33-6
(2S,3R)-2-Acetylamino-3-(4-benzyloxy-3-chloro-phenyl)-3-hydroxy-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: dimethylformamide

2: 2N NaOH / methanol

3: SOCl₂

4: MgCl₂, Et₃N / acetonitrile

5: 75 percent / n-butyl nitrite, 30percent HCl / diethyl ether

6: 88 percent / zinc / acetic acid

7: 100 percent / hydrogen, RuBr₂<(R)-MeObiphep> / CH₂Cl₂ / 80 °C / 105008 Torr

With hydrogenchloride; sodium hydroxide; thionyl chloride; n-Butyl nitrite; RuBr₂((R)-(6,6'-(MeO)2-biphenyl-2,2'-diyl)bis(Ph₂-phosphane); hydrogen; triethylamine; magnesium chloride; zinc; In methanol; diethyl ether; dichloromethane; acetic acid; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/0040-4039(96)01829-1

Reference yield:

: 123436-73-7
4-benzyloxy-3-chlorobenzoic acid chloride

: 184841-33-6
(2S,3R)-2-Acetylamino-3-(4-benzyloxy-3-chloro-phenyl)-3-hydroxy-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: MgCl₂, Et₃N / acetonitrile

2: 75 percent / n-butyl nitrite, 30percent HCl / diethyl ether

3: 88 percent / zinc / acetic acid

4: 100 percent / hydrogen, RuBr₂<(R)-MeObiphep> / CH₂Cl₂ / 80 °C / 105008 Torr

With hydrogenchloride; n-Butyl nitrite; RuBr₂((R)-(6,6'-(MeO)2-biphenyl-2,2'-diyl)bis(Ph₂-phosphane); hydrogen; triethylamine; magnesium chloride; zinc; In diethyl ether; dichloromethane; acetic acid; acetonitrile;
DOI:10.1016/0040-4039(96)01829-1