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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1249933Generated: October 27, 2026

Diisopropylcarbodiimide → HCID 131723071, compound

https://huagongshe.com/reaction/1249933

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylcarbodiimideHCID 12734—
Reactant(S)-2-((tert)-Butoxycarbonyl)amino)butanoic acidHCID 2755934—
Reactant(RS)-5-methoxy-2,3-dihydro-1H-indole-2-carboxylic acid methyl esterHCID 54121458—
SolventDichloromethaneHCID 6344—
ProductHCID 131723071HCID 131723071—

Reaction Steps

To a solution of 5-methoxyindoline-2(R/S)-carboxylic acid methyl ester (1.5 g, 7.23 mmol) and N-t-butoxycarbonyl-2(S)-aminobutyric acid (1.62 g, 7.96 mmol) dissolved in dried dichloromethane (15 ml) under nitrogen at 10° C., was added diisopropylcarbodiimide (1.00 ml, 7.96 mmol). The mixture was stirred at room temperature for 24 hours, then filtered. The filtrate was evaporated under vacuum to afford a brown solid which was purified by column chromatography on silica gel using dichloromethane as eluent. A white foam was obtained which was the mixture of two diastereomers.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06335360B1
Source datasetuspto-grants-2002_01
ORD IDord-530a170defe74cc7bf55b8d7b8e1f327
Source noteuspto-grants-2002_01