(2R,3R)-2-Bromo-3-hydroxy-3-(4-nitro-phenyl)-propionic acid tert-butyl ester

Base Information

Chemical Name:(2R,3R)-2-Bromo-3-hydroxy-3-(4-nitro-phenyl)-propionic acid tert-butyl ester
CAS No.:284028-78-0
Molecular Formula:C₁₃H₁₆BrNO₅
Molecular Weight:346.178
Hs Code.:

Synonyms:(2R,3R)-2-Bromo-3-hydroxy-3-(4-nitro-phenyl)-propionic acid tert-butyl ester

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Chemical Property of (2R,3R)-2-Bromo-3-hydroxy-3-(4-nitro-phenyl)-propionic acid tert-butyl ester

Chemical Property:

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Technology Process of (2R,3R)-2-Bromo-3-hydroxy-3-(4-nitro-phenyl)-propionic acid tert-butyl ester

There total 1 articles about (2R,3R)-2-Bromo-3-hydroxy-3-(4-nitro-phenyl)-propionic acid tert-butyl 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:

: 5292-43-3
bromoacetic acid tert-butyl ester

: 555-16-8
4-nitrobenzaldehdye

: 284028-78-0
(2R,3R)-2-Bromo-3-hydroxy-3-(4-nitro-phenyl)-propionic acid tert-butyl ester

: 2-bromo-3-hydroxy-3-(4-nitro-phenyl)-propionic acid tert-butyl ester

Guidance literature:: bromoacetic acid tert-butyl ester; With (S,S)-bromoborane; triethylamine; In toluene; at -78 ℃;

4-nitrobenzaldehdye; In toluene; at -78 ℃;
DOI:10.1016/S0040-4039(00)00301-4

Reference yield: 96.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: 284028-78-0
(2R,3R)-2-Bromo-3-hydroxy-3-(4-nitro-phenyl)-propionic acid tert-butyl ester

: 284028-79-1
2-bromo-3-(tert-butyl-dimethyl-silanyloxy)-3-(4-nitro-phenyl)-propionic acid tert-butyl ester

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane;
DOI:10.1016/S0040-4039(00)00301-4

Reference yield:

: 284028-78-0
(2R,3R)-2-Bromo-3-hydroxy-3-(4-nitro-phenyl)-propionic acid tert-butyl ester

: 56-75-7,85666-84-8
chloramphenicol

Guidance literature:: Multi-step reaction with 6 steps

1: 96 percent / 2,6-lutidine / CH₂Cl₂

2: 73 percent / NaN₃ / dimethylformamide / 24 h / 40 °C

3: 80 percent / LiBH₄ / diethyl ether / 0 °C

4: 80 percent / Ph₃P / H₂O; tetrahydrofuran

5: CH₂Cl₂ / 1 h / 0 °C

6: Bu₄NF / tetrahydrofuran

With 2,6-dimethylpyridine; lithium borohydride; sodium azide; tetrabutyl ammonium fluoride; triphenylphosphine; In tetrahydrofuran; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; 1: Alkylation / 2: Substitution / 3: Reduction / 4: Reduction / 5: Acylation / 6: desilylation;
DOI:10.1016/S0040-4039(00)00301-4