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Synthesis of analogs of α-ecdysone. A simplified synthesis of 2β,3β,14α-trihydroxy-7-en-6-one-5β-steroids

✍ Scribed by Malcolm J. Thompson; William E. Robbins; John N. Kaplanis; Charles F. Cohen; Stanton M. Lancaster

Book ID: 119481172
Publisher: Elsevier Science
Year: 1970
Tongue: English
Weight: 851 KB
Volume: 16
Category: Article
ISSN: 0039-128X
DOI: 10.1016/s0039-128x(70)80099-x

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Treatment of 3~.benzoyloxy-140, 15wepoxy-5(~.cholesg-7-ene with boron trifluoride-etherate 8ave, in 43% yield, 30-benzoyloxy-Sa, 14~cholest-7-en,15-one with the unnatt~ral C-D ring juncture, Reduction of the latteg compound with lithium aluminum hydride gave 15a, 14O-~holest-7.en'3p, 15wdiol and 5~,