(2S,3R)-N-Benzyloxy-3-hydroxy-2-(2-nitro-phenylsulfanylamino)-butyramide

Base Information

Chemical Name:(2S,3R)-N-Benzyloxy-3-hydroxy-2-(2-nitro-phenylsulfanylamino)-butyramide
CAS No.:82933-45-7
Molecular Formula:C₁₇H₁₉N₃O₅S
Molecular Weight:377.421
Hs Code.:

Synonyms:(2S,3R)-N-Benzyloxy-3-hydroxy-2-(2-nitro-phenylsulfanylamino)-butyramide

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Chemical Property of (2S,3R)-N-Benzyloxy-3-hydroxy-2-(2-nitro-phenylsulfanylamino)-butyramide

Chemical Property:

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Technology Process of (2S,3R)-N-Benzyloxy-3-hydroxy-2-(2-nitro-phenylsulfanylamino)-butyramide

There total 4 articles about (2S,3R)-N-Benzyloxy-3-hydroxy-2-(2-nitro-phenylsulfanylamino)-butyramide 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: 36.0%

: 2687-43-6
O-benzylhydoxylamine hydrochloride

: 7685-70-3
N-<(o-nitrophenyl)sulfenyl>-L-threonine

: 82933-45-7
(2S,3R)-N-Benzyloxy-3-hydroxy-2-(2-nitro-phenylsulfanylamino)-butyramide

Guidance literature:: With sodium hydroxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In water; for 0.583333h; pH 4.2;
DOI:10.1021/ja00386a035

Reference yield:

: 7669-54-7
2-nitrobenzenesulfenyl chloride

: 82933-45-7
(2S,3R)-N-Benzyloxy-3-hydroxy-2-(2-nitro-phenylsulfanylamino)-butyramide

Guidance literature:: Multi-step reaction with 2 steps

1: 9.5 g / 2 N NaOH / dioxane / 0.33 h

2: 36 percent / 1 N NaOH, 1-ethyl-3-(3-(dimethylamino)propyl)carbodiimide hydrochloride / H₂O / 0.58 h / pH 4.2

With sodium hydroxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In 1,4-dioxane; water;
DOI:10.1021/ja00386a035

Reference yield:

: 82933-47-9
Methanesulfonic acid (1R,2S)-2-benzyloxycarbamoyl-1-methyl-2-(2-nitro-phenylsulfanylamino)-ethyl ester

: 82933-45-7
(2S,3R)-N-Benzyloxy-3-hydroxy-2-(2-nitro-phenylsulfanylamino)-butyramide

Guidance literature:: Multi-step reaction with 2 steps

1: 23 percent / anhydrous potassium carbonate / acetone / 3 h / Heating

2: CH₂Cl₂ / 1.) 0-5 deg C, 30 min, 2.) 26 deg C, 12 h

With potassium carbonate; In dichloromethane; acetone;
DOI:10.1021/ja00386a035