(2S,4R)-4-methoxypyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester

Base Information

• Chemical Name: (2S,4R)-4-methoxypyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester
• CAS No.: 96522-36-0
• Molecular Formula: C₁₅H₁₉NO₅
• Molecular Weight: 293.32

Synonyms:(2S,4R)-4-methoxypyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester

Chemical Property of (2S,4R)-4-methoxypyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester

Chemical Property:

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Technology Process of (2S,4R)-4-methoxypyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester

There total 4 articles about (2S,4R)-4-methoxypyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-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: 96.0%

methyl (2S,4R)-1-benzyloxycarbonyl-4-hydroxypyrrolidine-2-carboxylate (64187-48-0) + methyl iodide (74-88-4) → (2S,4R)-4-methoxypyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester (96522-36-0)

Guidance literature:

With silver(l) oxide; In acetone; at 57 ℃; for 28h;

Reference yield: 90.0%

methanol (67-56-1) + (2S,4R)-1-[(benzyloxy)carbonyl]-4-methoxy-2-pyrrolidinecarboxylic acid (96522-37-1) → (2S,4R)-4-methoxypyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester (96522-36-0)

Guidance literature:

With thionyl chloride; for 2h; Heating;

DOI:10.1021/jm00399a033

Reference yield: 52.0%

(2S,4R)-1-(benzyloxycarbonyl)-4-hydroxypyrrolidine-2-carboxylic acid (13504-85-3) + methyl iodide (74-88-4) → (2S,4R)-4-methoxypyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester (96522-36-0)

Guidance literature:

In water; N,N-dimethyl-formamide;

upstream raw materials:

methanol

(2S,4R)-1-[(benzyloxy)carbonyl]-4-methoxy-2-pyrrolidinecarboxylic acid

(2S,4R)-1-(benzyloxycarbonyl)-4-hydroxypyrrolidine-2-carboxylic acid

methyl (2S,4R)-1-benzyloxycarbonyl-4-hydroxypyrrolidine-2-carboxylate

Downstream raw materials:

(2S,4R)-N-(benzyloxycarbonyl)-2-(tert-butoxymethyl)-4-methoxypyrrolidine

(2S,4R)-1-(tert-butoxycarbonyl)-4-methoxypyrrolidine-2-carboxylic acid

(2S,4R)-2-Hydroxymethyl-4-methoxy-pyrrolidine-1-carboxylic acid benzyl ester

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