17β,23β-Epoxyveratraman-3β,11β-diol

CAS No.
20226-97-5
Chemical Name:
17β,23β-Epoxyveratraman-3β,11β-diol
Synonyms
Veratrobasine;17β,23β-Epoxyveratraman-3β,11β-diol;Spiro[9H-benzo[a]fluorene-9,2'(3'H)-furo[3,2-b]pyridine]-3,11-diol, 1,2,3,3'a,4,4',5',6,6',6a,6b,7,7',7'a,8,11,11a,11b-octadecahydro-3',6',10,11b-tetramethyl-, (2'R,3S,3'R,3'aS,6'S,6aS,6bS,7'aR,11R,11aS,11bR)-
CBNumber:
CB02341349
Molecular Formula:
C27H41NO3
Molecular Weight:
427.62
MDL Number:
MOL File:
20226-97-5.mol

17β,23β-Epoxyveratraman-3β,11β-diol Properties

Melting point 285-8°C

17β,23β-Epoxyveratraman-3β,11β-diol Chemical Properties,Uses,Production

Description

A steroidal alkaloid of Veratrum album, the base crystallizes as colourless prisms. It has [α]20D - 126° (c 0.65, pyridine) and - 76.6° (c 0.58, EtOH). The sulphate yields colourless crystals from aqueous EtOH, m.p. 250-3°C (dec.); [α]20D° - 175° (c 0.22, 75% EtOH) and the acetyl derivative forms prisms from Me2CO with one mole of solvent. The structure has been confirmed by the total synthesis of the alkaloid.

References

Kutney et al., Intrasci. Chem. Rep., 4, 265 (1970)

17β,23β-Epoxyveratraman-3β,11β-diol Preparation Products And Raw materials

Raw materials

Preparation Products

17β,23β-Epoxyveratraman-3β,11β-diol Veratrobasine Spiro[9H-benzo[a]fluorene-9,2'(3'H)-furo[3,2-b]pyridine]-3,11-diol, 1,2,3,3'a,4,4',5',6,6',6a,6b,7,7',7'a,8,11,11a,11b-octadecahydro-3',6',10,11b-tetramethyl-, (2'R,3S,3'R,3'aS,6'S,6aS,6bS,7'aR,11R,11aS,11bR)- 20226-97-5