23172-92-1

Basic information

• Product Name: (16xi,19E)-11-methoxysarpagan-17-ol
• CAS NO: 23172-92-1
• Molecular Formula: C₂₀H₂₄N₂O₂
• Molecular Weight: 324.4168
• Mol File: 23172-92-1.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 503.8°C at 760 mmHg
• Flash Point: 258.5°C
• Density: 1.3g/cm³
• Vapor Pressure: 5.68E-11mmHg at 25°C
• Refractive Index: 1.685
• CAS DataBase Reference: (16xi,19E)-11-methoxysarpagan-17-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (16xi,19E)-11-methoxysarpagan-17-ol(23172-92-1)
• EPA Substance Registry System: (16xi,19E)-11-methoxysarpagan-17-ol(23172-92-1)

Safety Data

• Hazardous Substances Data: 23172-92-1(Hazardous Substances Data)

Upstream product

• 73748-86-4 Gardneral 
• 854931-48-9 3-ethylidene-10-methoxy-13-methylene-1,3,4,7,12,12b-hexahydro-2H,6H-2,6-methano-indolo[2,3-a]quinolizine 
• 23172-98-7 gardnutine 
• 854931-45-6 C₁₅H₁₆N₂O₂ 
• 854931-42-3 2-benzylamino-3-(6-methoxy-1H-indol-3-yl)-propionic acid ethyl ester 
• 854931-47-8 3-ethylidene-10-methoxy-1,3,4,7,12,12b-hexahydro-2H,6H-2,6-methano-indolo[2,3-a]quinolizin-13-one 
• 854931-44-5 C₂₂H₂₂N₂O₂ 
• 854931-46-7 C₁₉H₂₁IN₂O₂ 
• 854931-43-4 trans-(1S,3R)-(-)-2-benzyl-3-ethoxycarbonyl-7-methoxy-1-methoxycarbonylethyl-1,2,3,4-tetrahydro-9H-pyrido[3,4-b]indole 
• 355840-03-8 6-methoxy-D-tryptophan ethyl ester 
• 73748-86-4 16-epigardneral 
• 73748-86-4 gardneral 
• 23172-92-1 gardnerine 

Downstream Products

• 23172-92-1 16-epigardnerine 
• 23172-98-7 gardnutine 
• 23172-97-6 (16S)-7,17-epoxy-11-methoxy-(7β)-7H-sarpagane 

Relevant articles and documents

Asymmetric Total Synthesis of Sarpagine-Related Indole Alkaloids Hydroxygardnerine, Hydroxygardnutine, Gardnerine, (E)-16-epi-Normacusine B, and Koumine

Sarpagine-related indole alkaloids (-)-hydroxygardnerine, (+)-hydroxygardnutine, (-)-gardnerine, (+)-(E)-16-epi-normacusine B, and (-)-koumine were divergently synthesized via a common intermediate possessing a piperidine ring with an exocyclic (E)-ethylidene side chain, which was constructed by a gold(I)-catalyzed 6-exo-dig cyclization strategy.

First regiospecific, enantiospecific total synthesis of gardnerine and gardnutine

The first enantiospecific total synthesis of gardnerine and gardnutine has been achieved from 6-methoxy-d-tryptophan via the asymmetric Pictet-Spengler reaction, a stereocontrolled intramolecular enolate driven palladium-mediated cross-coupling reaction a

CHARACTERISTICS OF VELLOSIMINE REDUCTASE, A SPECIFIC ENZYME INVOLVED IN THE BIOSYNTHESIS OF THE RAUWOLFIA ALKALOID SARPAGINE

A plant enzyme - vellosimine reductase - has been isolated from Rauwolfia cell suspension cultures.This new enzyme has been purified (110-fold) and characterized.The reductase is a specific enzyme of the sarpagine pathway catalyzing the NADPH dependent conversion of vellosimine into 10-deoxysarpagine.The latter alkaloid is the immediate biogenetic precursor of sarpagine as shown by its high in vivo incorporation rate (86percent) into sarpagine.