3611-33-4

Basic information

• Product Name: O,O-Dimethylcoclaurine
• Synonyms: O,O-Dimethylcoclaurine
• CAS NO: 3611-33-4
• Molecular Weight: 313.397
• Mol File: 3611-33-4.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: O,O-Dimethylcoclaurine(CAS DataBase Reference)
• NIST Chemistry Reference: O,O-Dimethylcoclaurine(3611-33-4)
• EPA Substance Registry System: O,O-Dimethylcoclaurine(3611-33-4)

Safety Data

• Hazardous Substances Data: 3611-33-4(Hazardous Substances Data)

Upstream product

• 51842-95-6 N-(3,4-dimethoxyphenethyl)-2-(4-methoxyphenyl)-N-ethylacetamide 
• 4693-91-8 4-methoxyphenyl-acetic chloride 
• 104-01-8 4-Methoxyphenylacetic acid 
• 120-20-7 2-(3,4-dimethoxyphenyl)-ethylamine 
• 39792-99-9 [2-(3,4-dimethoxyphenyl)-ethyl](ethyl)amine 
• 6275-29-2 N-[2-(3,4-dimethoxyphenyl)ethyl]acetamide 
• 1242161-98-3 (1S)-6,7-dimethoxy-1-(p-methoxybenzyl)-3-oxo-1,2,3,4-tetrahydroisoquinoline 
• 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 
• 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 articles and documents

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

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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.

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