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Investigations on sterols XIX: 6-Dehydro-9β, 10α-progesterone from pregnenolone

✍ Scribed by M. P. Rappoldt; P. Westerhof

Publisher
Elsevier Science
Year
2010
Tongue
English
Weight
180 KB
Volume
80
Category
Article
ISSN
0165-0513

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✦ Synopsis

Abstract

Pregna‐5, 7‐dien‐3β‐ol‐20‐one was irradiated with ultraviolet light to obtain the corresponding 9β, 10α compound. Oppenauer oxidation, followed by isomerization of 9β, 10α‐pregna‐5, 7‐dien‐3α‐ol‐20‐one, yielded 6‐dehydro‐9α, 10α‐progesterone.

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## Abstract Selective ozonisation of isolumisterone produced 9β,10α‐bisnorchola‐4,6‐dien‐3‐on‐22‐al. This compound could be converted into: 6‐dehydro‐9β,10α‐progesterone (9β,10α‐pregna‐4,6‐diene‐3,20‐dione); 6‐dehydro‐17α‐hydroxy‐9β,10α‐progesterone (9β,10α‐pregna‐4,6‐dien‐17α‐ol‐3,20‐dione) and 6‐