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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 636976Generated: October 30, 2026

Lithium Hydroxide → 1-[(R)-Isopropoxycarbonylamino-phenyl-acetyl]-pyrrolidine-2-(S)-carboxylic acid

https://huagongshe.com/reaction/636976

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium HydroxideHCID 3939—
ReactantEthyl AcetateHCID 8857—
ReactantPotassium bisulfateHCID 516920—
Reactant1-[(R)-Isopropoxycarbonylamino-phenyl-acetyl]-pyrrolidine-2-(S)-carboxylic acid methyl esterHCID 54502406—
SolventMethanolHCID 887—
SolventWaterHCID 962—
Product1-[(R)-Isopropoxycarbonylamino-phenyl-acetyl]-pyrrolidine-2-(S)-carboxylic acidHCID 2295849083.4%

Reaction Steps

A mixture of 1-[(R)-isopropoxycarbonylamino-phenyl-acetyl]-pyrrolidine-2-(S)-carboxylic acid methyl ester (0.95 g) and 0.13 g of LiOH in 20 mL of methanol and 5 mL of water was stirred for 16 h at ambient temperature. KHSO4 was added, the volatiles were pumped off followed by addition of water, extraction with ethyl acetate and concentration of the organic layer to give 0.76 g (83%) of the title compound as a white solid. (+)-APCI-MS: 335 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06194409B1
Source datasetuspto-grants-2001_02
ORD IDord-d295c0f3ece447de9c95072cd56a6fc8
Source noteuspto-grants-2001_02