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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1818332Generated: November 1, 2026

Sodium triacetoxyborohydride → 1-[2-(3,3-Dicyclohexyl-ureido)-thiazol-5-ylmethyl]-pyrrolidine-2(R)-carboxylic acid benzyl ester

https://huagongshe.com/reaction/1818332

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactantbenzyl (2R)-pyrrolidine-2-carboxylate hydrochlorideHCID 22827650—
Reactant1,1-Dicyclohexyl-3-(5-formyl-thiazol-2-yl)-ureaHCID 57883471—
Product1-[2-(3,3-Dicyclohexyl-ureido)-thiazol-5-ylmethyl]-pyrrolidine-2(R)-carboxylic acid benzyl esterHCID 5788363678.6%

Reaction Steps

Prepared as described in general procedure (P) using 1,1-dicyclohexyl-3-(5-formyl-thiazol-2-yl)-urea (75 mg. 0.223 mmol), pyrrolidine-2 (R)-carboxylic acid benzyl ester hydrochloride (73 mg, 0.31 mmol) and sodium triacetoxyborohydride (71 mg, 0.335 mmol) to afford 92 mg (78%) of the desired product after purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07598391B2
Source datasetuspto-grants-2009_10
ORD IDord-a6847dcedac542ce9d4ba5a7ce79ec27
Source noteuspto-grants-2009_10