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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 235528Generated: October 30, 2026

3-Amino-4-(1H-indol-3-yl)butanoic acid--hydrogen chloride (1/1) → (S)-N-(2-Methoxybenzyl)-N-methyl-2-[[(S)-2-(1H-indol-3-yl)-1-carboxymethyl-ethylamino]-N'-(t-butoxycarbonyl)-ethylamino]-3-phenyl-propionamide

https://huagongshe.com/reaction/235528

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Amino-4-(1H-indol-3-yl)butanoic acid--hydrogen chloride (1/1)HCID 2761549—
Reactant(S)-N-(2-methoxybenzyl)-N-methyl-2-[N'-(t-butoxycarbonyl)-2-oxo-ethylamino]-3-phenyl-propionamideHCID 86750254—
Product(S)-N-(2-Methoxybenzyl)-N-methyl-2-[[(S)-2-(1H-indol-3-yl)-1-carboxymethyl-ethylamino]-N'-(t-butoxycarbonyl)-ethylamino]-3-phenyl-propionamideHCID 86750253—

Reaction Steps

Prepare by the method of Example 1 using (S)-N-(2-methoxybenzyl)-N-methyl-2-[N'-(t-butoxycarbonyl)-2-oxo-ethylamino]-3-phenyl-propionamide (0.71 g, 1.6 mmol) and (S)-2-(1H-indol-3-yl)-1-carboxymethyl-ethylamine hydrochloride salt ((S)-tryptophan methyl ester hydrochloride salt) (0.45 g, 1.76 mmol). Purify by chromatography eluting with 50% ethyl acetate/hexane to give the title compound: TLC Rf =0.56 (silica gel, 50% ethyl acetate/hexane)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05597845
Source datasetuspto-grants-1997_01
ORD IDord-fbd2011306d34402ae411206f0e5ca49
Source noteuspto-grants-1997_01