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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1666674Generated: November 1, 2026

Hydrochloric Acid → Trans-benzyl (4-hydroxypyrrolidin-3-yl)carbamate hydrochloride

https://huagongshe.com/reaction/1666674

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactanttrans-Tert-butyl 3-(((benzyloxy)carbonyl)amino)-4-hydroxypyrrolidine-1-carboxylateHCID 57970124—
SolventChloroformHCID 6212—
Solvent1,4-DioxaneHCID 31275—
ProductTrans-benzyl (4-hydroxypyrrolidin-3-yl)carbamate hydrochlorideHCID 86636483—

Reaction Steps

t-Butyl (3R,4R)-3-benzyloxycarbonylamino-4-hydroxypyrrolidine-1-carboxylate (16 g) was dissolved in chloroform (143 mL), followed by addition of a solution (72 mL) of 4 M HCl in 1,4-dioxane, and the mixture was stirred overnight at room temperature. The solvent was evaporated under reduced pressure to obtain benzyl ((3R,4R)-4-hydroxypyrrolidin-3-yl)carbamate mono hydrochloride. This compound was used in the subsequent step without purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08044068B2
Source datasetuspto-grants-2011_10
ORD IDord-d7852294bded495e9a899ac71aebfd5c
Source noteuspto-grants-2011_10