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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1162620Generated: October 29, 2026

5-Chloro-2-thiophenecarboxylic acid → (2S,4R)-4-[(5-chloro-thiophene-2-carbonyl)-amino]-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester

https://huagongshe.com/reaction/1162620

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Chloro-2-thiophenecarboxylic acidHCID 95048—
ReactantMethyl (2S,4R)-4-aminopyrrolidine-2-carboxylate hydrochloride, N1-BOC protectedHCID 17750455—
Product(2S,4R)-4-[(5-chloro-thiophene-2-carbonyl)-amino]-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl esterHCID 42643336—

Reaction Steps

11.1 Using general procedure D N-Boc-trans-4-amino-L-proline methyl ester hydrochloride was coupled with 5-chlorothiophene-2-carboxylic acid to give (2S,4R)-4-[(5-chloro-thiophene-2-carbonyl)-amino]-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester. White solid. MS 389.4 ([M+H]+)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07820699B2
Source datasetuspto-grants-2010_10
ORD IDord-c3cf40ceb80b4c0eadb283842b932072
Source noteuspto-grants-2010_10