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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1976229Generated: October 31, 2026

Propylene Oxide → Cis-4-Hydroxy-D-Proline

https://huagongshe.com/reaction/1976229

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPropylene OxideHCID 6378—
Reactant(2R,4R)-4-hydroxypyrrolidine-2-carboxylic acid hydrochlorideHCID 12310682—
SolventEthanolHCID 702—
ProductCis-4-Hydroxy-D-ProlineHCID 44001485.4%

Reaction Steps

To a solution of 4.5 g of cis-4-hydroxy-D-proline hydrochloride in 300 ml of ethanol, there was added 13.1 g of propylene oxide at room temperature and then the mixture was heated under refluxing for one hour. After allowing the reaction liquid to cool, the crystals precipitated were filtered off, washed with ethanol and then dried to give 3.0 g (yield 85.4%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06225306B1
Source datasetuspto-grants-2001_05
ORD IDord-3f26763b80a24a19a92ac78a613c5999
Source noteuspto-grants-2001_05