methyl (3beta,19alpha,20alpha)-16,17-didehydro-10,11-dimethoxy-19-methyloxayohimban-16-carboxylate

methyl (3beta,19alpha,20alpha)-16,17-didehydro-10,11-dimethoxy-19-methyloxayohimban-16-carboxylate Basic information
Product Name:methyl (3beta,19alpha,20alpha)-16,17-didehydro-10,11-dimethoxy-19-methyloxayohimban-16-carboxylate
Synonyms:Reserpiline;(3β,20α)-16,17-Didehydro-10,11-dimethoxy-19α-methyl-18-oxayohimban-16-carboxylic acid methyl ester;(3β,20α)-16,17-Didehydro-19α-methyl-10,11-dimethoxy-18-oxayohimban-16-carboxylic acid methyl ester;Einecs 205-005-3;Elliptamine;Methyl 16,17-didehydro-10,11-dimethoxy-19alpha-methyl-18-oxa-3beta,20alpha-yohimban-16-carboxylat;Oxayohimban-16-carboxylic acid, 16,17-didehydro-10,11-dimethoxy-19-methyl-, methyl ester, (3-beta,19-alpha,20-alpha)-;Reserpilin
CAS:131-02-2
MF:C23H28N2O5
MW:412.48
EINECS:2050053
Product Categories:
Mol File:131-02-2.mol
methyl (3beta,19alpha,20alpha)-16,17-didehydro-10,11-dimethoxy-19-methyloxayohimban-16-carboxylate Structure
methyl (3beta,19alpha,20alpha)-16,17-didehydro-10,11-dimethoxy-19-methyloxayohimban-16-carboxylate Chemical Properties
alpha D20 -38° (ethanol); -14° (c = 1.5 in pyridine); -12° (c = 1.7 in chloroform)
Boiling point 180-185 °C(Press: 0.01 Torr)
density 1.31±0.1 g/cm3(Predicted)
storage temp. Store at -20°C
pka17.95±0.60(Predicted)
form A solid
Safety Information
RIDADR 1544
HazardClass 6.1(b)
PackingGroup III
Toxicityguinea pig,LDLo,intravenous,19mg/kg (19mg/kg),Arzneimittel-Forschung. Drug Research. Vol. 23, Pg. 600, 1973.
MSDS Information
methyl (3beta,19alpha,20alpha)-16,17-didehydro-10,11-dimethoxy-19-methyloxayohimban-16-carboxylate Usage And Synthesis
DescriptionAn amorphous alkaloid present in Rauwolfia canescens and R. serpentina, the alkaloid forms several crystalline salts and derivatives including the hydrochloride, m.p. 205-7°C; [α]24D - 40° (c 0.44, EtOH); the tartrate, m.p. 190- 2°C; [α]20D - 50° (c 1.0, H20); the oxalate, m.p. 252°C; [α]20D - 4° (c 0.2, aqueous EtOH); the picrate, m.p. 173°C and the di-p-toluyl-L-tartrate, m.p. 194- 5° C (dec.).
DefinitionChEBI: Reserpiline is a yohimban alkaloid.
ReferencesKlohs et al., Chem. & Ind., 1264 (1954)
Stoll, Hoffmann, Brunner., Helv. Chim. Acta, 38,270 (1955)
Shamma, Richey., J. Amer. Chem. Soc., 85,2507 (1963)

methyl (3beta,19alpha,20alpha)-16,17-didehydro-10,11-dimethoxy-19-methyloxayohimban-16-carboxylate Preparation Products And Raw materials

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