(2S,4R)-1-(2-Azido-4-benzyloxy-5-methoxy-benzoyl)-4-methanesulfonyloxy-pyrrolidine-2-carboxylic acid methyl ester

Base Information

Chemical Name:(2S,4R)-1-(2-Azido-4-benzyloxy-5-methoxy-benzoyl)-4-methanesulfonyloxy-pyrrolidine-2-carboxylic acid methyl ester
CAS No.:706816-87-7
Molecular Formula:C₂₂H₂₄N₄O₈S
Molecular Weight:504.521
Hs Code.:

Synonyms:(2S,4R)-1-(2-Azido-4-benzyloxy-5-methoxy-benzoyl)-4-methanesulfonyloxy-pyrrolidine-2-carboxylic acid methyl ester

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Chemical Property of (2S,4R)-1-(2-Azido-4-benzyloxy-5-methoxy-benzoyl)-4-methanesulfonyloxy-pyrrolidine-2-carboxylic acid methyl ester

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Technology Process of (2S,4R)-1-(2-Azido-4-benzyloxy-5-methoxy-benzoyl)-4-methanesulfonyloxy-pyrrolidine-2-carboxylic acid methyl ester

There total 2 articles about (2S,4R)-1-(2-Azido-4-benzyloxy-5-methoxy-benzoyl)-4-methanesulfonyloxy-pyrrolidine-2-carboxylic 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:

: 40216-83-9
L-4-hydroxyproline methyl ester hydrochloride

: 706816-87-7
(2S,4R)-1-(2-Azido-4-benzyloxy-5-methoxy-benzoyl)-4-methanesulfonyloxy-pyrrolidine-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: SOCl₂; triethylamine / dimethylformamide; benzene

2: triethylamine / CH₂Cl₂

With thionyl chloride; triethylamine; In dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1016/j.tetlet.2004.02.148

Reference yield:

: 124-63-0
methanesulfonyl chloride

: 706816-84-4
(2S,4R)-1-(2-Azido-4-benzyloxy-5-methoxy-benzoyl)-4-hydroxy-pyrrolidine-2-carboxylic acid methyl ester

: 706816-87-7
(2S,4R)-1-(2-Azido-4-benzyloxy-5-methoxy-benzoyl)-4-methanesulfonyloxy-pyrrolidine-2-carboxylic acid methyl ester

Guidance literature:: With triethylamine; In dichloromethane;
DOI:10.1016/j.tetlet.2004.02.148

Reference yield: 85.0%

: 60669-69-4
di-n-butylboryl trifluoromethanesulfonate

: 706816-87-7
(2S,4R)-1-(2-Azido-4-benzyloxy-5-methoxy-benzoyl)-4-methanesulfonyloxy-pyrrolidine-2-carboxylic acid methyl ester

: 923974-98-5
(2R,11aS)-8-benzyloxy-10-butyl-7-methoxy-5,11-dioxo-2,3,5,10,11,11a-hexahydro-1H-benzo[e]pyrrolo[1,2-a][1,4]diazepin-2-yl methanesulfonate

Guidance literature:: di-n-butylboryl trifluoromethanesulfonate; (2S,4R)-1-(2-Azido-4-benzyloxy-5-methoxy-benzoyl)-4-methanesulfonyloxy-pyrrolidine-2-carboxylic acid methyl ester; In dichloromethane; at 0 - 20 ℃; for 0.0833333h; Inert atmosphere;

With sodium hydride; In tetrahydrofuran; at 20 ℃; for 30h;
DOI:10.1021/jo200931m