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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 977510Generated: October 29, 2026

L-Hydroxyproline → (2S,4R)-1-[(9H-fluoren-9-ylmethoxy)carbonyl]-4-hydroxypyrrolidine-2-carboxylic acid

https://huagongshe.com/reaction/977510

Reaction equation

Participants

RoleNameHCIDCharge
ReactantL-HydroxyprolineHCID 5810—
Reactant9-Fluorenylmethyl chloroformateHCID 34367—
SolventDichloromethaneHCID 6344—
Product(2S,4R)-1-[(9H-fluoren-9-ylmethoxy)carbonyl]-4-hydroxypyrrolidine-2-carboxylic acidHCID 2756109—

Reaction Steps

The FMOC-trans-4-hydroxy-L-proline 57 was prepared as follows: 1.1 equivalents of FMOC-chloride is added to 1.0 equivalents of trans-4-hydroxy-L-proline (Aldrich company) and allowed to stir for 12 hour at 25° C. in 0.10M methylene chloride. The resulting mixture is quenched with water, washed with sodium bicarbonate and dried over magnesium sulfate (standard workup conditions). The crude compound can then be purified by flash chromatography. Mass Spectral analysis: m/e calc'd for C53H58O11N2Cs (M+Cs+): 1031.3095, found 1031.3143

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05614615
Source datasetuspto-grants-1997_03
ORD IDord-03a227a260764df88593281a71028907
Source noteuspto-grants-1997_03