(16α,19E)-1-Acetyl-19,20-didehydrocuran-17-ol

CAS No.
2616-16-2
Chemical Name:
(16α,19E)-1-Acetyl-19,20-didehydrocuran-17-ol
Synonyms
Retuline;(16α,19E)-1-Acetyl-19,20-didehydrocuran-17-ol;Curan-17-ol, 1-acetyl-19,20-didehydro-, (16α,19E)-
CBNumber:
CB82182962
Molecular Formula:
C21H26N2O2
Molecular Weight:
338.45
MDL Number:
MOL File:
2616-16-2.mol

(16α,19E)-1-Acetyl-19,20-didehydrocuran-17-ol Properties

Melting point l67-l73°C
Boiling point 559.6±50.0 °C(Predicted)
Density 1.28±0.1 g/cm3(Predicted)
pka 14.62±0.10(Predicted)

(16α,19E)-1-Acetyl-19,20-didehydrocuran-17-ol Chemical Properties,Uses,Production

Description

This alkaloid has been isolated from Strychnos holstii var. reticulata f. condensata and may be purified by recrystallization from AcOEt or heptane when it yields clusters of colourless needles. It is dextrorotatory with [α]D + 23° (c 0.7, MeOH) and gives an ultraviolet spectrum which exhibits a single absorption maximum at 254.4 mIJ.. It is only sparingly soluble in heptane or Et20, more so in C6H6 and freely soluble in MeOH, EtOH, Me2CO or CHC13. The alkaloid has been synthesized via the lactam produced from strychnine or the WielandGumlich aldehyde.

References

Bosley.,J. Pharrn. Belg., 6,150,243 (1951)
Structure:
Bisset., Chern. Ind., 1036 (1965)
Synthesis:
Wenkert, Sklar.,J. Org. Chern., 31,2689 (1966)
Hymon, Schmid., Helv. Chirn. Acta., 49,2067 (1966)

(16α,19E)-1-Acetyl-19,20-didehydrocuran-17-ol Preparation Products And Raw materials

Raw materials

Preparation Products

(16α,19E)-1-Acetyl-19,20-didehydrocuran-17-ol Suppliers

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(16α,19E)-1-Acetyl-19,20-didehydrocuran-17-ol Retuline Curan-17-ol, 1-acetyl-19,20-didehydro-, (16α,19E)- 2616-16-2