Dehydroepiandrosterone → Dehydroepiandrosterone

HRID 1003233

反応式

HRID 1003233 の反応式
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

参加物

4

反応物 2

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

生成物 2

HCID 5881DehydroepiandrosteroneHCID 178420941HCID 178420941、化合物

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-8f631006734d4e3a8529b1bee669ef6f
出典データセット
uspto-grants-2000_04
特許番号
US06046185

関連ノート

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