13-02934. Desatrine [Archived]

Nomenclature

CAS number: 6746-01-6
[3β,4α,6α,7α,15α(R),16β]-4,9-Epoxycevane-3,4,6,7,14,15,16,20-octol 6,7-diacetate 15-(2-methylbutanoate); protoverine 6,7-diacetate 15-(2-methylbutyrate); protoverine 6,7-diacetate 15(l)-2′-methylbutyrate.
C36H55NO12; mol wt 693.82.
C 62.32%, H 7.99%, N 2.02%, O 27.67%.

Description and references

Prepd from protoveratrine B: Kupchan, Ayres, J. Am. Chem. Soc. 82, 2252 (1960); Kupchan, US 3009917 and US 3066144 (1962 to Wisconsin Alumni Res. Found.). Structure: Kupchan, Ayres, loc. cit.

Chemical structure

Properties

Needles from acetone + petr ether, dec 232-233°. [α]D26 46° (c = 0.95 in pyridine).

Use

Esters, e.g., desatrine-3-(N,N-diethylaminoacetate), used as insecticides.

Status

This monograph has been retired and is no longer subject to revision or update.