The synthesis of steroidal 16α,17α‐fused isoxazolines and isoxazolidines | Zendy

Culbertson T. P. | Zendy; Moersch G. W. | Zendy; Neuklis W. A. | Zendy

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The synthesis of steroidal 16α,17α‐fused isoxazolines and isoxazolidines

Author(s) -

Culbertson T. P.,

Moersch G. W.,

Neuklis W. A.

Publication year - 1964

Publication title -

journal of heterocyclic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.321

H-Index - 59

eISSN - 1943-5193

pISSN - 0022-152X

DOI - 10.1002/jhet.5570010517

Subject(s) - chemistry , nitrile , medicinal chemistry , diene , organic chemistry , natural rubber

The reaction of nitrile oxides with Δ 16 ‐steroids substituted at C‐17 by COCH 3 , OCOCH 3 , CN, NHCOCH 3 and H afforded 16α, 17α‐[3, 1‐(2‐isoxazolino)]‐steroids. From the reaction of C,N‐diphenylnitrone with pregna‐5,16‐diene‐3β‐ol‐20‐one acetate two isomeric products were isolated, 16α, 17α‐(2, 3‐diphenyl‐3,1‐isoxazolidino)‐pregn‐5‐en‐3β‐ol‐20‐one acetate and 16α, 17α ‐ (2, 3 ‐diphenyl ‐ 1, 3 ‐isoxazolidino)‐pregn‐5‐en‐3β‐01‐20‐one acetate.

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