(S)-2,5-dihydro-pyrrole-1,2-dicarboxylic acid dibenzyl ester

Base Information

• Chemical Name: (S)-2,5-dihydro-pyrrole-1,2-dicarboxylic acid dibenzyl ester
• CAS No.: 159551-89-0
• Molecular Formula: C₂₀H₁₉NO₄
• Molecular Weight: 337.375

Synonyms:(S)-2,5-dihydro-pyrrole-1,2-dicarboxylic acid dibenzyl ester

Chemical Property of (S)-2,5-dihydro-pyrrole-1,2-dicarboxylic acid dibenzyl ester

Chemical Property:

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Technology Process of (S)-2,5-dihydro-pyrrole-1,2-dicarboxylic acid dibenzyl ester

There total 16 articles about (S)-2,5-dihydro-pyrrole-1,2-dicarboxylic acid dibenzyl 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: 82.0%

dibenzyl (2S,4S)-4-(phenylselanyl)pyrrolidine-1,2-dicarboxylate (159551-88-9) → (S)-2,5-dihydro-pyrrole-1,2-dicarboxylic acid dibenzyl ester (159551-89-0)

Guidance literature:

With pyridine; dihydrogen peroxide; In dichloromethane; water; at 0 - 20 ℃; for 5h; regioselective reaction;

DOI:10.1021/acs.joc.7b02177

Reference yield: 80.0%

N-Cbz-4-phenylseleno-L-proline-benzyl ester → (S)-2,5-dihydro-pyrrole-1,2-dicarboxylic acid dibenzyl ester (159551-89-0)

Guidance literature:

With pyridine; dihydrogen peroxide; In dichloromethane; at 0 - 20 ℃; for 2.5h; Inert atmosphere;

Reference yield:

benzyl bromide (100-39-0) + (S)-2,5-dihydro-pyrrole-1,2-dicarboxylic acid 1-benzyl ester (161813-74-7) → (S)-2,5-dihydro-pyrrole-1,2-dicarboxylic acid dibenzyl ester (159551-89-0)

Guidance literature:

With caesium carbonate; sodium iodide; In N,N-dimethyl-formamide; at 20 ℃; for 48h;

upstream raw materials:

dibenzyl (2S,4S)-4-(phenylselanyl)pyrrolidine-1,2-dicarboxylate

N-benzyloxycarbonyl-(2S,4R)-4-hydroxyproline benzyl ester

benzyl chloroformate

(2S,4R)-N^α-Cbz-4-[(p-toluenesulfonyl)oxy]proline benzyl ester

Downstream raw materials:

dibenzyl (2S,3R,4S)-3,4-dihydroxypyrrolidine-1,2-dicarboxylate

(1S,2S,5R)-6-oxa-3-aza-bicyclo[3.1.0]hexane-2,3-dicarboxylic acid dibenzyl ester

(1R,2S,5S)-6-oxa-3-aza-bicyclo[3.1.0]hexane-2,3-dicarboxylic acid dibenzyl ester

(2S,3RS,4SR)-N-benzyloxycarbonyl-3,4-dihydroxyproline benzyl ester

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