(5S,16S,19E)-3,17-Dihydroxy-5,16-cyclo-19,20-didehydrocorynan-16-carboxylic acid methyl ester
- CAS No.
- 3650-53-1
- Chemical Name:
- (5S,16S,19E)-3,17-Dihydroxy-5,16-cyclo-19,20-didehydrocorynan-16-carboxylic acid methyl ester
- Synonyms
- Voacarpine;3,17-Dihydroxysarpagane-16-carboxylic acid methyl ester;Sarpagan-16-carboxylic acid, 3,17-dihydroxy-, methyl ester;(5S,16S,19E)-3,17-Dihydroxy-5,16-cyclo-19,20-didehydrocorynan-16-carboxylic acid methyl ester
- CBNumber:
- CB52137769
- Molecular Formula:
- C21H24N2O4
- Molecular Weight:
- 368.43
- MDL Number:
- MOL File:
- 3650-53-1.mol
(5S,16S,19E)-3,17-Dihydroxy-5,16-cyclo-19,20-didehydrocorynan-16-carboxylic acid methyl ester Chemical Properties,Uses,Production
Description
An alkaloid isolated from Voacanga chalotiana, this base has [α]20D + 43.5° ± 4° (MeOH). It forms a methiodide, m.p. 215-6°C; [α]20D - 12° ± 4° (MeOH); the O,N-diacetyl derivative, m.p. 212-3°C and the O,N-ditosyl compound, m.p. 193-4°C. When heated with mineral acids, the alkaloid gives isovoacarpine, m.p. 227.5-228.5°C, giving an N-acetyl derivative, m.p. 256-7°C.
References
Denayer-Tournay et al., Bull. Soc. Chim. Belg., 74, 170 (1965)
(5S,16S,19E)-3,17-Dihydroxy-5,16-cyclo-19,20-didehydrocorynan-16-carboxylic acid methyl ester Preparation Products And Raw materials
Raw materials
Preparation Products
Voacarpine
3,17-Dihydroxysarpagane-16-carboxylic acid methyl ester
(5S,16S,19E)-3,17-Dihydroxy-5,16-cyclo-19,20-didehydrocorynan-16-carboxylic acid methyl ester
Sarpagan-16-carboxylic acid, 3,17-dihydroxy-, methyl ester
3650-53-1