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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 553934Generated: October 31, 2026

Water → HCID 67464674, compound

https://huagongshe.com/reaction/553934

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant1-Boc-D-Pyroglutamic acid ethyl esterHCID 820885—
ReactantHCID 178505773HCID 178505773—
SolventTetrahydrofuranHCID 8028—
ProductHCID 67464674HCID 67464674—

Reaction Steps

To a solution of (R)-5-oxopyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-ethyl ester (4.0 g) in tetrahydrofuran (100 mL), 3-fluorophenylmagnesium bromide (1.0 M solution in tetrahydrofuran; 17.1 mL) was added dropwise at −40° C. over 10 minutes, and the reaction solution was stirred at −40° C. to 0° C. for one hour. Water was added to the solution in small portions at 0° C., followed by extraction from the reaction solution with ethyl acetate. The extract was washed with brine, dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure. The residue was purified by silica gel column chromatography (heptane-ethyl acetate system) to obtain 5.5 g of the title compound as a colorless oil. The property values of the compound are as follows.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08048878B2
Source datasetuspto-grants-2011_11
ORD IDord-75734ac16ba34cc0b2e96aadc30d758c
Source noteuspto-grants-2011_11