Basic information Safety Supplier Related

(7R)-19β-Methyl-2-oxoformosanan-16-carboxylic acid methyl ester

Basic information Safety Supplier Related

(7R)-19β-Methyl-2-oxoformosanan-16-carboxylic acid methyl ester Basic information

Product Name:
(7R)-19β-Methyl-2-oxoformosanan-16-carboxylic acid methyl ester
Synonyms:
  • 7-Isoformosanine
  • Formosanine
  • Uncarine B
  • (7R)-19β-Methyl-2-oxoformosanan-16-carboxylic acid methyl ester
CAS:
6883-35-8
MF:
C21H24N2O4
MW:
368.42626
Mol File:
6883-35-8.mol
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(7R)-19β-Methyl-2-oxoformosanan-16-carboxylic acid methyl ester Chemical Properties

Melting point:
216-7°C
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(7R)-19β-Methyl-2-oxoformosanan-16-carboxylic acid methyl ester Usage And Synthesis

Description

A further constituent of various Uncaria species, this alkaloid is stereoisomeric with the preceding alkaloid. It crystallizes from EtOH in colourless needles or plates and has [α]D + 91.3°. The hydrochloride forms colourless columns of the dihydrate, m.p. 227 _8°C (dec.) and the methiodide yields transparent plates, m.p. 214°C (dec.). The N-acetyl derivative has also been prepared, m.p. 165°C.

Definition

ChEBI: Uncarine B is a member of indolizines.

References

Raymond-Hamet., Compt. rend., 203, 1383 (1936)
Kondo, Ikeda.,]. Pharm. Soc., Japan, 61,416,453,460 (1941)
Kondo, Ikeda., ibid, 62, 15 (1942)
Raymond-Hamet., Compt. rend., 230, 1405 (1950)
Raymond-Hamet., ibid, 245, 1458 (1957)
Hendrickson., J. Amer. Chern. Soc., 84, 650 (1962)
Revised stereochemistry: Shamma et ai., J. Amer. Chern. Soc., 89, 1739 (1967)
Beechametai., Chern. Commun., 535 (1967)

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