(16R)-17-Hydroxysarpagane-16-carboxylic acid methyl ester

(16R)-17-Hydroxysarpagane-16-carboxylic acid methyl ester Basic information
Product Name:(16R)-17-Hydroxysarpagane-16-carboxylic acid methyl ester
Synonyms:(-)-Polyneuridine;(16R)-17-Hydroxysarpagane-16-carboxylic acid methyl ester;[16R,(-)]-17-Hydroxysarpagane-16-carboxylic acid methyl ester;Normacusine A;Polyneuridine;Sarpagan-16-carboxylic acid, 17-hydroxy-, methyl ester, (16R)-
CAS:6872-44-2
MF:C21H24N2O3
MW:352.43
EINECS:
Product Categories:
Mol File:6872-44-2.mol
(16R)-17-Hydroxysarpagane-16-carboxylic acid methyl ester Structure
(16R)-17-Hydroxysarpagane-16-carboxylic acid methyl ester Chemical Properties
Melting point 231-3°C
Safety Information
MSDS Information
(16R)-17-Hydroxysarpagane-16-carboxylic acid methyl ester Usage And Synthesis
DescriptionThis carboline alkaloid from Aspidosperma polyneuron crystallizes from EtOH as the solvate with m.p. 245-247.5°C; [α]D - 68° (c 0.67, pyridine) and from C6H6 as the solvate, m.p. 243-6°C; [α]D + 1° (CHCI3) or - 73° (c 0.82, pyridine). The ultraviolet spectrum in EtOH has absorption maxima at 228 and 281 mJ.1, while that in acidic solution (EtOH-HCl) has maxima at 221" and 273 mJ.1. The methiodide has m.p. 263-5°C and the O-acetate, m.p. 27)-2°C; [α]D - 92° (c 0.71, pyridine). Oxidation with chromic acid yields the corresponding aldehyde, m.p. 285'--6°C. Reduction with LiAIH4 gives the diol, m.p. 260-5°C; [α]D - 36° (c 1.05, pyridine) or - 14° (c 1.1, MeOH).
ReferencesAntonaccio et al., f. Amer. Chem. Soc., 84, 2161 (1962)
(16R)-17-Hydroxysarpagane-16-carboxylic acid methyl ester Preparation Products And Raw materials
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