3611-33-4

Upstream product

• 1017595-06-0 (1S)-1-(4-methoxybenzyl)-N-(2,3,4,6-tetra-O-pivaloyl-β-D-galactopyranosyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline 
• 6275-29-2 N-[2-(3,4-dimethoxyphenyl)ethyl]acetamide 
• 39792-99-9 [2-(3,4-dimethoxyphenyl)-ethyl](ethyl)amine 
• 120-20-7 2-(3,4-dimethoxyphenyl)-ethylamine 
• 104-01-8 4-Methoxyphenylacetic acid 
• 4693-91-8 4-methoxyphenyl-acetic chloride 
• 51842-95-6 N-(3,4-dimethoxyphenethyl)-2-(4-methoxyphenyl)-N-ethylacetamide 
• 1242161-98-3 (1S)-6,7-dimethoxy-1-(p-methoxybenzyl)-3-oxo-1,2,3,4-tetrahydroisoquinoline 
• 41498-37-7 7,12-O,O'-dimethylcoclaurine 
• 72527-29-8 6,7-dimethoxy-1-(4-methoxybenzyl)-3,4-dihydroisoquinoline 
• 182305-82-4 (9R,13S)-2,3-Dimethoxy-6,9,13,15,16,17-hexahydro-7H,12H-11-oxa-8,14-diaza-cyclopenta[a]phenanthrene 
• 123190-12-5 2-(2-bromoethyl)-4,5-(dimethoxy)benzaldehyde 
• 38769-92-5 4-methoxybenzylmagnesium chloride 
• 182305-80-2 {(S)-1-[(S)-6,7-Dimethoxy-1-(4-methoxy-benzyl)-3,4-dihydro-1H-isoquinolin-2-yl]-pyrrolidin-2-yl}-methanol 

Downstream Products

• 3423-02-7 (R)-(-)-O-methylarmepavine 

Relevant academic research and scientific papers

Enantioselective Oxidative Aerobic Dealkylation of N-Ethyl Benzylisoquinolines by Employing the Berberine Bridge Enzyme

N-Dealkylation methods are well described for organic chemistry and the reaction is known in nature and drug metabolism; however, to our knowledge, enantioselective N-dealkylation has not been yet reported. In this study, exclusively the (S)-enantiomers o

Practical metal-free C(sp3)-H functionalization: Construction of structurally diverse α-substituted N-benzyl and N-allyl carbamates

Described is a practical and universal C-H functionalization of readily removable N-benzyl and N-allyl carbamates, with a wide range of nucleophiles at ambient temperature promoted by Ph3CClO4. The metal-free reaction has an excellent functional-group tolerance, and displays a broad scope with respect to both N-carbamates and nucleophile partners (a variety of organoboranes and C-H compounds). The synthetic utility in target- as well as diversity-oriented syntheses is demonstrated. Strategic play: A direct functionalization of the title carbamates with a wide range of nucleophiles has been developed. The reaction proceeds efficiently at low temperature using Ph3CClO4 as an oxidant. Sensitive functional groups are tolerated, thus allowing applications in natural product synthesis, the construction of chemical libraries, and the discovery of potential anticancer targets.

A general methodology for the enantioselective synthesis of 1-substituted tetrahydroisoquinoline alkaloids

Starting from tricyclic lactam 2, which is easily accessible by cyclocondensation of δ-oxoester 1 with (R)-phenylglycinol, a three-step synthetic route to enantiopure 1-substituted tetrahydroisoquinolines, including 1-alkyl-, 1-aryl-, and 1-benzyltetrahydroisoquinoline alkaloids, as well as the tricyclic alkaloid (-)-crispine A, has been developed. The key step is a stereoselective α-amidoalkylation reaction using the appropriate Grignard reagent.

METHOD FOR RESOLVING ENANTIOMERS FROM RACEMIC MIXTURE HAVING CHIRAL CARBON IN ALPHA POSITION OF NITROGEN

Disclosed relates to a simplified method for resolving enantiomers by dissolving a racemic mixture having chiral carbon in α-position of nitrogen and an amino acid to prepare a diastereomeric salt, not using catalyses or enzymes, with enhancing the optical purity remarkably. Moreover, the present invention can prepare the enantiomers in large quantities without using expensive catalysts or without controlling the reaction conditions for the activity of enzymes applied.

Enantioselective synthesis of (R)-(+)- and (S)-(-)-higenamine and their analogues with effects on platelet aggregation and experimental animal model of disseminated intravascular coagulation

Optically active tetrahydroisoquinoline alkaloids, (R)-(+)-higenamine (1R) and (S)-(-)-higenamine (1 S), and their optically active 1-naphthylmethyl analogues (2 and 3), were synthesized by enantioselective hydrogenation of the corresponding dihydroisoqui

Glycosylation-induced asymmetric synthesis of 1-substituted tetrahydroisoquinolines

Activation of imines by N-glycosylation and simultaneous diastereodifferentiation in reactions of the formed N-glycosyl iminium ions provide new stereoselective routes to 1-substituted tetrahydroisoquinolines. Pictet-Spengler reactions induced by N-galact

METHOD FOR RESOLVING ENANTIOMERS FROM RACEMIC MIXTURE HAVING CHIRAL CARBON IN ALPHA POSITION OF NITROGEN

Disclosed relates to a simplified method for resolving enantiomers by dissolving a racemic mixture having chiral carbon in α-position of nitrogen and an amino acid to prepare a diastereomeric salt, not using catalyses or enzymes, with enhancing the optical purity remarkably. Moreover, the present invention can prepare the enantiomers in large quantities without using expensive catalysts or without controlling the reaction conditions for the activity of enzymes applied.

NOVEL ENANTIOMERS OF TETRAHYDROISOQUINOLINE DERIVATIVES AND THEIR PHARMACEUTICALLY ACCEPTABLE SALTS, THEIR PREPARATIONS AND PHARMACEUTICAL COMPOSITIONS

The disclosure concerns novel enantiomers of tetrahydroisoquinoline derivatives and their pharmaceutically acceptable salts, their preparations and pharmaceutical compositions. The enantiomers of tetrahydroisoquinoline derivatives are provided which are useful in stimulating heart rate and hypotensive activity, inhibitory activity against platelet aggregation, and suppressive against inducible NO synthase. The enantiomers of tetrahydroisoquinoline derivatives and their pharmaceutically acceptable salts are effective for treating congestive heart failure, hypertension, thrombosis, inflammation, septicemia, cardiac insufficiency, and disseminated intravascular coagulopathy.

Lewis acid-mediated nucleophilic alkylations on chiral [6,3a,4]oxadiazaindano[5,4-a]isoquinolines. Asymmetric synthesis of 1-alkyl substituted tetrahydroisoquinolines

Lewis acid-mediated nucleophilic alkylation of the chiral [6,3a,4]oxadiazaindano[5,4-a]isoquinoline derivatives with various organometallic reagents leads to highly enantioselective synthesis of 1-alkyl substituted tetrahydroisoquinolines. This methodology was applied to the asymmetric synthesis of (-)-salsolidine and (+)-O-methylarmepavine.