Imidazole → 3-tert-Butyldimethylsilyloxy Pregnenolone

HRID 910002

反応式

HRID 910002 の反応式
N1C=CN=C1.[CH3:6][C:7]([C@@H:9]1[C@@:13]2([CH3:28])[CH2:14][CH2:15][C@@H:16]3[C@@:21]4([CH3:27])[CH2:22][CH2:23][C@H:24]([OH:26])[CH2:25][C:20]4=[CH:19][CH2:18][C@H:17]3[C@@H:12]2[CH2:11][CH2:10]1)=[O:8].[Si:29](OS(C(F)(F)F)(=O)=O)([C:32]([CH3:35])([CH3:34])[CH3:33])([CH3:31])[CH3:30]>CN(C)C=O>[CH3:33][C:32]([Si:29]([CH3:31])([CH3:30])[O:26][C@@H:24]1[CH2:25][C:20]2[C@@:21]([CH3:27])([C@@H:16]3[C@@H:17]([CH2:18][CH:19]=2)[C@H:12]2[C@@:13]([CH3:28])([C@@H:9]([C:7](=[O:8])[CH3:6])[CH2:10][CH2:11]2)[CH2:14][CH2:15]3)[CH2:22][CH2:23]1)([CH3:35])[CH3:34]

参加物

5

反応物 3

HCID 795ImidazoleHCID 8955Pregnenolone2 回HCID 123564tert-Butyldimethylsilyl trifluoromethanesulphonate

生成物 1

HCID 108845053-tert-Butyldimethylsilyloxy Pregnenolone

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

Imidazole (ImH) can be added to a solution of pregnenolone (compound 3, see Scheme 1) in anhydrous dimethylformamide (DMF). Tert-butyldimethylsilyltrifluoromethanesulfonate can then be added to the solution. The reaction product can be purified to obtain compound 4, 1-((3S,8S,9S,10R,13S,14S,17S)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-3-[(1,1-dimethylethyl)dimethylsilyloxy]-10,13-dimethyl-1H-cyclopenta[α]phenanthren-17-yl) ethanone, as shown in Scheme 2.

後処理

  1. customThe reaction product can be purified

出典と根拠

ORDレコード
ord-3f85b035e8f748f09b57c7667340d385
出典データセット
uspto-grants-2011_09
特許番号
US08022052B2

関連ノート

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