57651-56-6

Basic information

• Product Name: (S)-1-<(3,4-Dimethoxyphenyl)methyl>-2-formyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline
• Synonyms: (S)-1-<(3,4-Dimethoxyphenyl)methyl>-2-formyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline
• CAS NO: 57651-56-6
• Molecular Weight: 371.433
• Mol File: 57651-56-6.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: (S)-1-<(3,4-Dimethoxyphenyl)methyl>-2-formyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-1-<(3,4-Dimethoxyphenyl)methyl>-2-formyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline(57651-56-6)
• EPA Substance Registry System: (S)-1-<(3,4-Dimethoxyphenyl)methyl>-2-formyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline(57651-56-6)

Safety Data

• Hazardous Substances Data: 57651-56-6(Hazardous Substances Data)

Upstream product

• 109-94-4 formic acid ethyl ester 
• 4747-98-2 S-(-)-Norlaudanosine 
• 1210-57-7 6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline-1-carbonitrile 
• 21852-32-4 4-bromomethyl-1,2-dimethoxybenzene 
• 120-20-7 2-(3,4-dimethoxyphenyl)-ethylamine 
• 1745-07-9 6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline 
• 102922-34-9 2-[(4S)-4,5-dihydro-4-(1-methylethyl)-2-oxazolyl]-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline 
• 2258-42-6 formyl acetic anhydride 
• 7306-46-9 4-chloromethyl-1,2-dimethoxy-benzene 
• 61348-95-6 (Z)-1-<(3,4-Dimethoxyphenyl)methylene>-2-formyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline 
• 6957-27-3 3,4-dihydropapaverine 

Downstream Products

• 1344118-31-5 (S)-(+)-1-(2-bromo-4,5-dimethoxybenzyl)-2-formyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline 
• 4829-34-9 (S)-(+)-1-(2-bromo-4,5-dimethoxybenzyl)-2-methyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline 
• 2688-77-9 (S)-laudanosine 
• 4747-98-2 S-(-)-Norlaudanosine 

Relevant articles and documents

Enantioselective synthesis of tetrahydroprotoberberines and bisbenzylisoquinoline alkaloids from a deprotonated α-aminonitrile

Under controlled conditions, 6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline- 1-carbonitrile can be quantitatively deprotonated in the α-position. Its alkylation directly furnishes 3,4-dihydroisoquinolines which can serve as starting materials for the preparation of various alkaloids. Here, the preparation of the benzylisoquinolines (+)-laudanidine, (+)-armepavine, and (+)-laudanosine as well as the tetrahydroprotoberberines ( - )-corytenchine and ( - )-tetrahydropseudoepiberberine using Noyori's asymmetric transfer hydrogenation are described. The dimeric alkaloids (+)-O-methylthalibrine and (+)-tetramethylmagnolamine were obtained from nonracemic precursors in Ullmann diaryl ether syntheses.

SYNTHESIS OF R-LAUDANOSINE AND 9-R-O-METHYLFLAVINANTINE BY ASYMMETRIC ALKYLATION

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