77497-96-2

Basic information

• Product Name: Benzyl (3S)-1,2,3,4-tetrahydroisoquinoline-3-carboxylate hydrochloride
• Synonyms: L-1,2,3,4-TETRAHYDROISOQUINOLINE-3-CARBOXYLIC ACID BENZYL ESTER HYDROCHLORIDE;(S)-L-1,2,3,4-TETRAHYDROISOQUINOLINE-3-CARBOXYLIC ACID BENZYL ESTER HYDROCHLORIDE;(S)-1,2,3,4-TETRAHYDROISOQUINOLINE-3-CARBOXYLIC ACID BENZYL ESTER HYDROCHLORIDE;(S)-L-1,2,3,4-Tetrahydroisoquinoline-3-carboxylicacidbenzylesterHCl;Benzyl (3S)-1,2,3,4-tetrahydroisoquinoline-3-carboxylate hydrochloride;3-Isoquinolinecarboxylic acid, 1,2,3,4-tetrahydro-, phenylMethyl ester, (3S)-;(S)-Benzyl 1,2,3,4-tetrahydroisoquinoline-3-carboxylate;phenylmethyl ester,(3S)1,2,3,4-tetrahydro-3-Isoquinolinecarboxylic acid
• CAS NO: 77497-96-2
• Molecular Formula: C₁₇H₁₇NO₂
• Molecular Weight: 303.78
• EINECS: 1533716-785-6
• Product Categories: API intermediates
• Mol File: 77497-96-2.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 411.6 °C at 760 mmHg
• Flash Point: 202.8 °C
• Appearance: /
• Density: 1.159
• Vapor Pressure: 5.5E-07mmHg at 25°C
• Refractive Index: 1.584
• Storage Temp.: Refrigerator
• Solubility: Dimethyl Sulfoxide, Methanol
• CAS DataBase Reference: Benzyl (3S)-1,2,3,4-tetrahydroisoquinoline-3-carboxylate hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: Benzyl (3S)-1,2,3,4-tetrahydroisoquinoline-3-carboxylate hydrochloride(77497-96-2)
• EPA Substance Registry System: Benzyl (3S)-1,2,3,4-tetrahydroisoquinoline-3-carboxylate hydrochloride(77497-96-2)

Safety Data

• Hazardous Substances Data: 77497-96-2(Hazardous Substances Data)

Usage

InChI:InChI=1/C17H17NO2/c19-17(20-12-13-6-2-1-3-7-13)16-10-14-8-4-5-9-15(14)11-18-16/h1-9,16,18H,10-12H2/t16-/m0/s1

Upstream product

• 77497-97-3 benzyl (S)-(-)-1,2,3,4-tetrahydro-3-isoquinoline carboxylate p-toluenesulfonic acid salt 
• 100-51-6 benzyl alcohol 
• 74163-81-8 L-Tic-OH 

Downstream Products

• 77497-98-4 (S)-2-Chlorocarbonyl-1,2,3,4-tetrahydro-isoquinoline-3-carboxylic acid benzyl ester 
• 116174-78-8 benzyl (S)-1,2,3,4-tetrahydro-2-pivaloyl-isoquinoline-3-carboxylate 
• 144564-23-8 benzyl (S)-(-)-1,2,3,4-tetrahydro-2-benzoyl-isoquinoline-3-carboxylate 
• 140408-82-8 (S)-α,α-diphenyl-(1,2,3,4-tetrahydroisoquinolin-3-yl)methanol 
• 84515-06-0 (S)-2-[Ethyl-(2-methoxycarbonyl-propyl)-carbamoyl]-1,2,3,4-tetrahydro-isoquinoline-3-carboxylic acid benzyl ester 
• 77498-12-5 (S)-2-[(2-Ethoxycarbonyl-ethyl)-ethyl-carbamoyl]-1,2,3,4-tetrahydro-isoquinoline-3-carboxylic acid benzyl ester 
• 77498-05-6 benzyl (3S)-2--1,2,3,4-tetrahydroisoquinoline-3-carboxylate 
• 84514-99-8 (S)-2-[((S)-2-Ethoxycarbonyl-3-methyl-butyl)-ethyl-carbamoyl]-1,2,3,4-tetrahydro-isoquinoline-3-carboxylic acid benzyl ester 
• 84514-98-7 (S)-2-[((R)-2-Ethoxycarbonyl-3-methyl-butyl)-ethyl-carbamoyl]-1,2,3,4-tetrahydro-isoquinoline-3-carboxylic acid benzyl ester 
• 84514-39-6 (S)-2-[((S)-2-Ethoxycarbonyl-hexyl)-ethyl-carbamoyl]-1,2,3,4-tetrahydro-isoquinoline-3-carboxylic acid benzyl ester 
• 84524-27-6 (S)-2-[((R)-2-Ethoxycarbonyl-hexyl)-ethyl-carbamoyl]-1,2,3,4-tetrahydro-isoquinoline-3-carboxylic acid benzyl ester 
• 84515-20-8 (S)-2-[((S)-2-Ethoxycarbonyl-octyl)-ethyl-carbamoyl]-1,2,3,4-tetrahydro-isoquinoline-3-carboxylic acid benzyl ester 
• 84515-19-5 (S)-2-[((R)-2-Ethoxycarbonyl-octyl)-ethyl-carbamoyl]-1,2,3,4-tetrahydro-isoquinoline-3-carboxylic acid benzyl ester 
• 84524-22-1 (S)-2-[((S)-2-Ethoxycarbonyl-decyl)-ethyl-carbamoyl]-1,2,3,4-tetrahydro-isoquinoline-3-carboxylic acid benzyl ester 

Relevant articles and documents

Synthesis and characterization of n-substituted (S)-1,2,3,4-tetrahydroisoquinoline-3-carboxamides and thioamides as organocatalysts for asymmetric aldol reaction

In this paper, the preparation and characterization of eight optically pure N-functionalized (S)-1,2,3,4-tetrahydroisoquinoline-3-carboxamides and thioamides is described. The prepared amides and thioamides were tested as organocatalysts of aldol reaction of 4-nitrobenzaldehyde and acetone. The highest ee of formation of 4-hydroxy-4-(4-nitrophenyl)butan-2-one was obtained with (S)-N-[(1R)-1-phenylethyl]-1,2,3,4-tetrahydroisoquinoline-3-thiocarboxamide (77% ee). The observed deceleration of the aldol reaction catalyzed in this way, as compared with that catalyzed with (S)-proline, was attributed to the formation of little reactive cyclic intermediate, which was isolated and characterized.

Synthesis of novel angiotensin converting enzyme inhibitor quinapril and related compounds. A divergence of structure-activity relationships for non-sulfhydryl and sulfhydryl types

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