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Investigations on sterols XXII. The synthesis of 4-H3-9β,10α-progesterone and 4-H3-6-dehydro-9β,10α-progesterone

✍ Scribed by H. van Kamp; P. Westerhof; H. Niewind


Publisher
Elsevier Science
Year
2010
Tongue
English
Weight
173 KB
Volume
83
Category
Article
ISSN
0165-0513

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Investigations on sterols XIX: 6-Dehydro
✍ M. P. Rappoldt; P. Westerhof 📂 Article 📅 2010 🏛 Elsevier Science 🌐 English ⚖ 180 KB

## 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‐