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

Base Information

• Chemical Name: (2S,4R)-1-(2-Azido-4,5-dimethoxy-benzoyl)-4-methanesulfonyloxy-pyrrolidine-2-carboxylic acid methyl ester
• CAS No.: 706816-86-6
• Molecular Formula: C₁₆H₂₀N₄O₈S
• Molecular Weight: 428.423

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

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

Chemical Property:

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

There total 3 articles about (2S,4R)-1-(2-Azido-4,5-dimethoxy-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:

L-4-hydroxyproline methyl ester hydrochloride (40216-83-9) → (2S,4R)-1-(2-Azido-4,5-dimethoxy-benzoyl)-4-methanesulfonyloxy-pyrrolidine-2-carboxylic acid methyl ester (706816-86-6)

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:

2-azido-4,5-dimethoxybenzoic acid (117573-59-8) → (2S,4R)-1-(2-Azido-4,5-dimethoxy-benzoyl)-4-methanesulfonyloxy-pyrrolidine-2-carboxylic acid methyl ester (706816-86-6)

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:

methanesulfonyl chloride (124-63-0) + (2S,4R)-1-(2-Azido-4,5-dimethoxy-benzoyl)-4-hydroxy-pyrrolidine-2-carboxylic acid methyl ester (382137-66-8) → (2S,4R)-1-(2-Azido-4,5-dimethoxy-benzoyl)-4-methanesulfonyloxy-pyrrolidine-2-carboxylic acid methyl ester (706816-86-6)

Guidance literature:

With triethylamine; In dichloromethane;

DOI:10.1016/j.tetlet.2004.02.148

upstream raw materials:

methanesulfonyl chloride

(2S,4R)-1-(2-Azido-4,5-dimethoxy-benzoyl)-4-hydroxy-pyrrolidine-2-carboxylic acid methyl ester

L-4-hydroxyproline methyl ester hydrochloride

2-azido-4,5-dimethoxybenzoic acid

Downstream raw materials:

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

C₂₀H₃₀N₂O₈S

(2S,4S)-4-Azido-1-(2-azido-4,5-dimethoxy-benzoyl)-pyrrolidine-2-carboxylic acid methyl ester

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