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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1455166Generated: October 25, 2026

p-Toluenesulfonate → 1,2,3,4-Tetrahydroisoquinoline-3-carboxylic acid

https://huagongshe.com/reaction/1455166

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-ToluenesulfonateHCID 85570—
Reactant(-)-1,2,3,4-Tetrahydroisoquinoline-3-carboxylic acidHCID 2733226—
ReactantN-[1(S)-Ethoxycarbonyl-3-phenylpropyl]-L-alanineHCID 5702571—
Product1,2,3,4-Tetrahydroisoquinoline-3-carboxylic acidHCID 95489—

Reaction Steps

The first step of Method-I consists of condensation of N-[1(S)-carboethoxy-3-phenylpropyl]-(S)-alanine (III) with the para-toluene sulfonate salt of the benzyl ester of (S)-1,2,3,4-Tetrahydroisoquinoline-3-carboxylic acid (IV) to give the benzyl ester of (S, S, S)-2-{2-{(1-ethoxycarbonyl)-3-phenylpropyl)amino]-1-oxopropyl]-1,2,3,4-tetrahydro-3-isoquinoline carboxylic acid or quinapril benzyl ester which is isolated as the maleic acid salt (V).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07482361B2
Source datasetuspto-grants-2009_01
ORD IDord-ab98451813ec47e8a626bbdb71ae2dfa
Source noteuspto-grants-2009_01