950580-38-8

Upstream product

• 91-21-4 1,2,3,4-tetrahydroisoquinoline 
• 541-41-3 chloroformic acid ethyl ester 
• 50458-78-1 ethyl isoquinoline-1-carboxylate 
• 41034-52-0 1,2,3,4-tetrahydroisoquinoline-1-carboxylic acid 
• 64-17-5 ethanol 
• 486-73-7 1-isoquinolinecarboxylic acid 
• 66384-49-4 N-(2-(2-iodophenyl)ethyl)amine 
• 106181-28-6 ethyl (+/-)-1,2,3,4-tetrahydroisoquinoline-1-carboxylate 

Downstream Products

• 206118-06-1 3,4-Dihydro-1H-isoquinoline-1,2-dicarboxylic acid 2-benzyl ester 1-ethyl ester 
• 195719-62-1 2-Benzoyl-1,2,3,4-tetrahydro-isoquinoline-1-carboxylic acid ethyl ester 

Relevant academic research and scientific papers

Method for preparing (R)-praziquantel

The invention relates to a new method for preparing (R)-praziquantel. In the invention, by taking advantage of the high stereo selectivity, site selectivity and region selectivity of an enzyme, an intermediate of a pure optical and chiral (R)-praziquantel

Lipase-catalyzed kinetic and dynamic kinetic resolution of 1,2,3,4-tetrahydroisoquinoline-1-carboxylic acid

A dynamic kinetic resolution method for the preparation of enantiopure 1,2,3,4-tetrahydroisoquinoline-1-carboxylic acid (R)-2 was developed involving the CAL-B-catalyzed enantioselective hydrolysis of the corresponding ethyl ester (±)-1 in toluene/acetonitrile (4:1) containing 1 equiv of added water and 0.25 equiv of dipropylamine. This method allowed the preparation of (R)-2 (ee = 96%) with 80% isolated yield. The kinetic resolution of (±)-1 in diisopropyl ether at 3 °C afforded both enantiomers with ee ≥92%.

Free radical-mediated aryl amination and its use in a convergent [3 + 2] strategy for enantioselective indoline α-amino acid synthesis

The scope of aryl radical additions to the nitrogen of azomethines is described. Aryl, trifluoromethyl alkyl, and α,β-unsaturated ketimines engage in regioselective aryl-nitrogen bond formation via 5-exo cyclizations of an aryl radical to azomethine nitrogen. Selectivity for carbon-nitrogen over carbon-carbon bond formation is generally high (>95:5) and competes only with direct aryl radical reduction by stannane (0-10%). α-Ketoimines are a promising new class of carbon radical acceptors for which no competitive aryl radical reduction is observed. The reaction conditions are pH-neutral and are therefore among the mildest methods available for amination of an aromatic ring. The ketimines examined did not suffer from competitive reduction by stannane, offering an advantage over the use of diazo and azide functional groups as nitrogen sources for carbon radicals. The free radical-mediated aryl amination was sequenced with the O'Donnell phase transfer-catalyzed enantioselective alkylation strategy of glycinyl imine to provide either enantiomer of indoline α-amino acids with high ee. These new constrained phenyl alanine derivatives are now readily available for evaluation across a variety of applications.

Autoxidation of intermediary mesoionic 1,3-oxazolium-5-olates generated from cyclic N-acyl α-amino acids

Mesoionic 1,3-oxazolium-5-olates (munchnones) react fairly rapidly with oxygen to give the autoxidation products when the C-4 substituent is aromatic. The autoxidation occurred in the munchnones generated from N-acyl tetrahydroisoquinoline-1-carboxylic ac

CARBON DOIXIDE: A REAGENT FOR THE PROTECTION OF NUCLEOPHILIC CENTERS AND THE SIMULTANEOUS ACTIVATION OF ELECTROPHILIC ATTACK. PART II. A NEW SYNTHETIC METHOD FOR THE 1-SUBSTITUTION OF 1,2,3,4-TETRAHYDROISOQUINOLINES.

Tetrahydroisoquinoline was converted into several 1-substituted derivatives by using carbon dioxide both for N-protection and to give an intermediate carbanion stabilizing group. t-Butyllithium was used as a lithating agent at the alpha-carbon atom of the secondary amino group.The resulting 1-substituted 1,2,3,4-tetrahydroisoquinoline-2-carboxylic acids underwent smooth acid-catalysed decarboxylation under mild conditions.