482351-29-1

Basic information

• Product Name: (2,2-dimethoxy-ethyl)-[2-(2,3,4,9-tetrahydro-1H-carbazol-2-yl)-4-triisopropylsilanyloxy-but-2-enyl]-amine
• Synonyms: (2,2-dimethoxy-ethyl)-[2-(2,3,4,9-tetrahydro-1H-carbazol-2-yl)-4-triisopropylsilanyloxy-but-2-enyl]-amine
• CAS NO: 482351-29-1
• Molecular Weight: 500.797
• Mol File: 482351-29-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (2,2-dimethoxy-ethyl)-[2-(2,3,4,9-tetrahydro-1H-carbazol-2-yl)-4-triisopropylsilanyloxy-but-2-enyl]-amine(CAS DataBase Reference)
• NIST Chemistry Reference: (2,2-dimethoxy-ethyl)-[2-(2,3,4,9-tetrahydro-1H-carbazol-2-yl)-4-triisopropylsilanyloxy-but-2-enyl]-amine(482351-29-1)
• EPA Substance Registry System: (2,2-dimethoxy-ethyl)-[2-(2,3,4,9-tetrahydro-1H-carbazol-2-yl)-4-triisopropylsilanyloxy-but-2-enyl]-amine(482351-29-1)

Safety Data

• Hazardous Substances Data: 482351-29-1(Hazardous Substances Data)

Upstream product

• 80522-42-5 triisopropylsilyl trifluoromethanesulfonate 
• 482351-28-0 (R)-2-[(E)-1-{[(2,2-Dimethoxy-ethyl)-(2,2,2-trichloro-ethoxycarbonyl)-amino]-methyl}-3-(4-methoxy-benzyloxy)-propenyl]-1,2,3,4-tetrahydro-carbazole-9-carboxylic acid 2,2,2-trichloro-ethyl ester 

Relevant articles and documents

Enantioselective total synthesis of (-)-strychnine using the catalytic asymmetric Michael reaction and tandem cyclization

The enantioselective total synthesis of (-)-strychnine was accomplished through the use of the highly practical catalytic asymmetric Michael reaction (0.1 mol % of (R)-ALB, more than kilogram scale, without chromatography, 91% yield and >99% ee) as well as a tandem cyclization that simultaneously constructed B- and D-rings (>77% yield). Moreover, newly developed reaction conditions for thionium ion cyclization, NaBH3CN reduction of the imine moiety in the presence of Lewis acid to prevent ring opening reaction, and chemoselective reduction of the thioether (desulfurization) in the presence of exocyclic olefin were pivotal to complete the synthesis. The described chemistry paves the way for the synthesis of more advanced Strychnos alkaloids. Copyright