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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 413233Generated: October 27, 2026

Water → (2S)-2-(1-Benzothiophen-2-ylformamido)-4-methylpentanoic acid

https://huagongshe.com/reaction/413233

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantLithium HydroxideHCID 3939—
ReactantCID 6432229HCID 6432229—
Reactantn-Benzo[b]thiophene-2-ylcarbonyl-l-leucine methyl esterHCID 32044690—
SolventOxolane--water (1/1)HCID 21881883—
Product(2S)-2-(1-Benzothiophen-2-ylformamido)-4-methylpentanoic acidHCID 2532407271%

Reaction Steps

Lithium hydroxide (1.41 g, 59 mmol) was added in one portion to a stirred solution of N-benzo[b]thiophene-2-ylcarbonyl-L-leucine methyl ester (8.99 g, 29.4 mmol) in THF/H2O (1/1, 300 ml). After stirring for 12 hours at room temperature, the mixture was poured into water and acidifed to pH 1 with cHCl and extracted with Et2O (×2). Evaporation under reduced pressure afforded the title compound as a yellow solid, 6.1 g, 71% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06566373B2
Source datasetuspto-grants-2003_05
ORD IDord-bdf69c87319240f082218c49d0935720
Source noteuspto-grants-2003_05