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(16R)-17-Hydroxy-16-(methoxycarbonyl)-4α-methylsarpagan-4-ium

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(16R)-17-Hydroxy-16-(methoxycarbonyl)-4α-methylsarpagan-4-ium Basic information
Product Name:(16R)-17-Hydroxy-16-(methoxycarbonyl)-4α-methylsarpagan-4-ium
Synonyms:(16R)-17-Hydroxy-16-(methoxycarbonyl)-4α-methylsarpagan-4-ium;Macusine A
CAS:6801-39-4
MF:C22H2703N;
MW:0
EINECS:
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Mol File:Mol File
(16R)-17-Hydroxy-16-(methoxycarbonyl)-4α-methylsarpagan-4-ium Structure
(16R)-17-Hydroxy-16-(methoxycarbonyl)-4α-methylsarpagan-4-ium Chemical Properties
Melting point 252°
alpha D25 -57.5° (c = 1.45)
Safety Information
MSDS Information
(16R)-17-Hydroxy-16-(methoxycarbonyl)-4α-methylsarpagan-4-ium Usage And Synthesis
DescriptionThe bark of Strychnos toxifera yields three closely-related quaternary alkaloids, Macusines A, Band C. This particular base has been isolated as the crystalline chloride which forms clusters of prisms from EhOH-Et20, m.p. 252°C after sintering at 248°C; [α]25D - 57.5° (c 1.455, H20). The alkaloid also forms the iodide, best crystallized from aqueous MeOH, m.p. 274°C (dec.) and the picrate, m.p. 255°C (dec.). The l6-epimer of this base is Macusine C.
ReferencesBattersby et al., 1. Chern. Soc., 1848 (1960) McPhail et al., Proc. Chern. Soc., 223 (1961) McPhail, Robertson, Sim.,J. Chern. Soc., 1832 (1963) Battersby, Yeowell., ibid, 4419 (1964)
(16R)-17-Hydroxy-16-(methoxycarbonyl)-4α-methylsarpagan-4-ium Preparation Products And Raw materials
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