1970
DOI: 10.1007/bf01900355
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A new antiandrogen. 6α-Bromo-17β-hydroxy-17α-methyl-4-oxa-5α-androstan-3-one

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Cited by 15 publications
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“…2^-Allyl-3a-hydroxy-5a-androstan-17-one (5). Tosylation of isoandrosterone with tosyl chloride in pyridine gave a 90% yield of 3/3-tosyloxy-5a-androstan-17-one, white crystals out of MeOH, mp 165-166 °C (lit.12 163-164 °C).…”
Section: Experimental Section19mentioning
confidence: 99%
See 1 more Smart Citation
“…2^-Allyl-3a-hydroxy-5a-androstan-17-one (5). Tosylation of isoandrosterone with tosyl chloride in pyridine gave a 90% yield of 3/3-tosyloxy-5a-androstan-17-one, white crystals out of MeOH, mp 165-166 °C (lit.12 163-164 °C).…”
Section: Experimental Section19mentioning
confidence: 99%
“…The ethereal layer was washed and dried (Na2S04); evaporation left an oil which was hydrolyzed in MeOH (500 ml) and H20 (200 ml) containing 10 drops of concentrated HC1 at reflux for 10 min. Cooling gave crude 5, which was recrystallized in Me0H-H20 to give an 88% yield of 5: mp 142-147 °C; ir 3460 (OH), 3060 (olefinic CH), 1712 (C=0), 1632 (C=C), 1260, 1000, 896 cm-1; NMR 6.0-5.5 (m, 1 , /3-H in allyl group), 5.08 (broad s, 1 ,in allyl group), 4.93 (broad s, 1 ,in allyl group), 3.85 (broad s, 1 , 3/3-H), 0.85 (s, 3 H, Me), 0.83 (s, (OH), 1720 (ketone C=0), 1685 (acid C=0), 1250, 1020 cm"1.…”
Section: Experimental Section19mentioning
confidence: 99%