156545-91-4

Usage

Chemical class

Isoquinoline derivatives

Type of compound

Methyl ester of 1-Isoquinolineacetic acid

Existence

Racemic mixture of (R)and (S)-enantiomers

Mentioned form

(R)-enantiomer

Use

Organic synthesis and medicinal chemistry

Application

Development of novel pharmaceuticals and biologically active molecules

Subject of interest

Scientific research and pharmaceutical development.

Upstream product

• 872087-83-7 1-isopropoxycarbonylmethyl-1H-isoquinoline-2-carboxylic acid 2,2,2-trichloro-ethyl ester 
• 872087-95-1 1-isopropoxycarbonylmethyl-3,4-dihydro-1H-isoquinoline-2-carboxylic acid 2,2,2-trichloro-ethyl ester 
• 1139908-80-7 C₁₂H₁₅NO₂*ClH 
• 3340-37-2 2-(2-methoxyphenyl)-1,2,3,4-tetrahydroisoquinoline 
• 872087-96-2 (1,2,3,4-tetrahydro-isoquinolin-1-yl)-acetic acid isopropyl ester 
• 124-41-4 sodium methylate 
• 156545-86-7 (1R,1'R)-2-(2-hydroxy-1-phenylethyl)-1-methoxycarbonylmethyl-1,2,3,4-tetrahydroisoquinoline 
• 119-65-3 isoquinoline 

Downstream Products

• 156545-93-6 (R)-2-(2-benzyloxycarbonylethyl)-1-methoxycarbonylmethyl-1,2,3,4-tetrahydroisoquinoline 

Relevant academic research and scientific papers

Photoredox activation and anion binding catalysis in the dual catalytic enantioselective synthesis of β-amino esters

The enantioselective oxidative C-H functionalization of tetrahydroisoquinoline derivatives is achieved through the merger of photoredox and asymmetric anion-binding catalysis. This combination of two distinct catalysis concepts introduces a potentially general approach to asymmetric transformations in oxidative photocatalysis.

Lipase-catalyzed kinetic resolution of 1,2,3,4-tetrahydroisoquinoline-1-acetic acid esters

The enantiomers of 1,2,3,4-tetrahydroisoquinoline- and 6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline-1-acetic acids were prepared via Burkholderia cepacia lipase (lipase PS-D)-catalyzed kinetic resolution of the corresponding ethyl and 2-methoxyethyl esters using enantioselective (E > 200) hydrolysis in DIPE. The (S)-acids were produced enzymatically, whereas the (R)-acids were obtained via the chemical hydrolysis of the unreacted (R)-esters. The solvent and its water content had major effects on both reactivity and enantioselectivity. The methoxyethyl moiety of the ester had a key role concerning the reactivity of the substrates.

Enantioselective thiourea-catalyzed acyl-Mannich reactions of isoquinolines

(Chemical Equation Presented) Inexpensive aromatic feedstocks are substrates for highly enantioselective acylative Mannich reactions catalyzed by a thiourea chiral hydrogen-bond donor 1. This methodology provides access to useful 1-substituted dihydroisoq

Alkoxycarbonylmethylation of (3R,10bS)-3-phenyl-2,3,5,6-tetrahydro-10bH-oxazolo[2,3-a]isoquinoline

As part of a series of studies on synthesis of chiral 1-alkyltetrahydroisequinolines, asymmetric synthesis of 1-alkoxycarbonylmethyl-1,2,3,4-tetrahydroisoquinoline (IV) was investigated. Two synthetic approaches using intermolecular and intramolecular Ref