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Mestanolone → Methyl-1-testosterone

HRID 1006195
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HRID 1006195 반응식
[CH3:1][C@@:2]12[C@H:12]3[CH2:13][CH2:14][C@:15]4([CH3:22])[C@:19]([OH:21])([CH3:20])[CH2:18][CH2:17][C@H:16]4[C@@H:11]3[CH2:10][CH2:9][C@H:8]1[CH2:7][C:5](=[O:6])[CH2:4][CH2:3]2.I(C1C=CC=CC=1C(O)=O)(=O)=O>>[OH:21][C@@:19]1([CH3:20])[CH2:18][CH2:17][C@H:16]2[C@H:11]3[C@H:12]([CH2:13][CH2:14][C@:15]12[CH3:22])[C@:2]1([CH3:1])[C@H:8]([CH2:7][C:5](=[O:6])[CH:4]=[CH:3]1)[CH2:9][CH2:10]3
참가 물질실험 절차출처 및 근거반응 노트

참가 물질

3

반응물 2

HCID 10633MestanoloneHCID 1087942-Iodoxybenzoic acid

생성물 1

HCID 7092657Methyl-1-testosterone

실험 절차

In yet another aspect of the present invention, mestanolone is reacted with IBX to form 17β-hydroxy-17α-methyl-5α-androst-1-en-3-one. The 17β-hydroxy-17α-methyl-5α-androst-1-en-3-one is reacted with osmium tetroxide and N-methylmorpholine N-oxide to form 1α, 2α, 17β-trihydroxy-17α-methylandrostan-3-one. The 1α, 2α, 17β-trihydroxy-17α-methylandrostan-3-one is reacted with sodium metaperiodate to form 17β-hydroxy-17α-methyl-1-oxo-1,2,-seco-A-nor-5α-androstan-2-oic acid. Oxandrolone is then formed from the 17β-hydroxy-17α-methyl-1-oxo-1,2,-seco-A-nor-5α-androstan-2-oic acid by reacting the 17β-hydroxy-17α-methyl-1-oxo-1,2,-seco-A-nor-5α-androstan-2-oic acid with sodium borohydride followed by an acid treatment comprising addition of hydrochloric acid.

출처 및 근거

ORD 기록
ord-b5fcb4aa208a41a5be2830b63f066343
출처 데이터셋
uspto-grants-2004_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06787659B2

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