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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 58854Generated: October 27, 2026

(S)-methyl 2-(benzyloxycarbonylamino)-3-(1H-indol-5-yl)propanoate → Methyl (S)-2-Amino-3-(5-indolyl)propanoate

https://huagongshe.com/reaction/58854

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(S)-methyl 2-(benzyloxycarbonylamino)-3-(1H-indol-5-yl)propanoateHCID 117608073—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
ProductMethyl (S)-2-Amino-3-(5-indolyl)propanoateHCID 11760808388%

Reaction Steps

To a solution of (S)-methyl 2-(benzyloxycarbonylamino)-3-(1H-indol-5-yl)propanoate (3.27 g, 9.39 mmol) in methanol (30 mL) was added Pd/C (10%, 200 mg). The mixture was stirred under hydrogen atmosphere at ambient temperature for 1 h and then filtered through a pad of Celite. The filtrate was concentrated to afford (S)-methyl 2-amino-3-(1H-indol-5-yl)propanoate (1.8 g, 88% yield) as a light green solid, which was used directly without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09434761B2
Source datasetuspto-grants-2016_09
ORD IDord-183e550206e54803bd81539c4ffe7cbe
Source noteuspto-grants-2016_09