(2S,3R)-3-(4-Chloro-phenyl)-3-hydroxy-2-(4-nitro-benzenesulfonyloxy)-propionic acid ethyl ester

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Chemical Name:(2S,3R)-3-(4-Chloro-phenyl)-3-hydroxy-2-(4-nitro-benzenesulfonyloxy)-propionic acid ethyl ester
CAS No.:299179-25-2
Molecular Formula:C₁₇H₁₆ClNO₈S
Molecular Weight:429.835
Hs Code.:

Synonyms:(2S,3R)-3-(4-Chloro-phenyl)-3-hydroxy-2-(4-nitro-benzenesulfonyloxy)-propionic acid ethyl ester

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Chemical Property of (2S,3R)-3-(4-Chloro-phenyl)-3-hydroxy-2-(4-nitro-benzenesulfonyloxy)-propionic acid ethyl ester

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Technology Process of (2S,3R)-3-(4-Chloro-phenyl)-3-hydroxy-2-(4-nitro-benzenesulfonyloxy)-propionic acid ethyl ester

There total 3 articles about (2S,3R)-3-(4-Chloro-phenyl)-3-hydroxy-2-(4-nitro-benzenesulfonyloxy)-propionic acid ethyl 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: 75.0%

: 98-74-8
4-Nitrobenzenesulfonyl chloride

: 299179-24-1
ethyl (2S,3R)-3-(4-chlorophenyl)-2,3-dihydroxypropionate

: 24393-52-0
ethyl (E)-3-(4-chlorophenyl)prop-2-enoate

: 299179-25-2
(2S,3R)-3-(4-Chloro-phenyl)-3-hydroxy-2-(4-nitro-benzenesulfonyloxy)-propionic acid ethyl ester

Guidance literature:: With triethylamine; In dichloromethane; at 3 ℃; for 25h;
DOI:10.1016/S0040-4039(00)00855-8

Reference yield:

: 24393-52-0
ethyl (E)-3-(4-chlorophenyl)prop-2-enoate

: 299179-25-2
(2S,3R)-3-(4-Chloro-phenyl)-3-hydroxy-2-(4-nitro-benzenesulfonyloxy)-propionic acid ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: AD-mix-β; MeSO2NH2 / 2-methyl-propan-2-ol; H2O / 6 h / 25 °C

2: 75 percent / Et₃N / CH₂Cl₂ / 25 h / 3 °C

With methanesulfonamide; AD-mix-β; triethylamine; In dichloromethane; water; tert-butyl alcohol; 1: Sharpless asymmetric dihydroxylation / 2: sulfonylation;
DOI:10.1016/S0040-4039(00)00855-8

Reference yield:

: 1615-02-7,940-62-5
3-(4-chlorophenyl)prop-2-enoic acid

: 299179-25-2
(2S,3R)-3-(4-Chloro-phenyl)-3-hydroxy-2-(4-nitro-benzenesulfonyloxy)-propionic acid ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 97 percent / p-TsOH*H₂O / 24 h / Heating

2: AD-mix-β; MeSO2NH2 / 2-methyl-propan-2-ol; H2O / 6 h / 25 °C

3: 75 percent / Et₃N / CH₂Cl₂ / 25 h / 3 °C

With methanesulfonamide; AD-mix-β; toluene-4-sulfonic acid; triethylamine; In dichloromethane; water; tert-butyl alcohol; 1: Fischer esterification / 2: Sharpless asymmetric dihydroxylation / 3: sulfonylation;
DOI:10.1016/S0040-4039(00)00855-8