Dehydroepiandrosterone → Dehydroepiandrosterone

HRID 1003233

반응식

HRID 1003233 반응식
O1C(O)C[C@@H](C(C)C)C[CH:2]1[C@H]([C@@H]1[C@]2(C)[C@@H]([C@H]3[C@H](CC2)[C@]2(C)C(CC(O)CC2)CC3)C(=O)C1)C.[CH3:34][C@@:35]12[C:43](=[O:44])[CH2:42][CH2:41][C@H:40]1[C@@H:39]1[CH2:45][CH:46]=[C:47]3[CH2:52][C@@H:51]([OH:53])[CH2:50][CH2:49][C@:48]3([CH3:54])[C@H:38]1[CH2:37][CH2:36]2>>[C:2].[C:34].[CH3:34][C@@:35]12[C:43](=[O:44])[CH2:42][CH2:41][C@H:40]1[C@@H:39]1[CH2:45][CH:46]=[C:47]3[CH2:52][C@@H:51]([OH:53])[CH2:50][CH2:49][C@:48]3([CH3:54])[C@H:38]1[CH2:37][CH2:36]2

참가 물질

4

반응물 2

HCID 5881DehydroepiandrosteroneHCID 6962581522,29-EPOXY-3,29-DIHYDROXY-14beta-STIGMASTAN-15-ONE

생성물 2

HCID 5881DehydroepiandrosteroneHCID 178420941HCID 178420941, 화합물

실험 절차

The synthesis of 22,29-epoxy-3,29-dihydroxy-14,-stigmastan-15-one (260) can be accomplished in ten steps from dehydroisoandrosterone (247). Catalytic hydrogenation of the Δ5 carbon-carbon double bond in compound 247 yields compound 250, which contains a trans-fused A/B ring-system. Compound 247 is dissolved in EtOAc and 10% Pd/C is added. The mixture is stirred under H2 at room temperature overnight. Filtration through celite and concentration yields compound 250, which can be used directly in the next reaction.

후처리

  1. customThe synthesis of 22,29-epoxy-3,29-dihydroxy-14

출처 및 근거

ORD 기록
ord-8f631006734d4e3a8529b1bee669ef6f
출처 데이터셋
uspto-grants-2000_04
특허 번호
US06046185

연결된 노트

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