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Pyridine → 17beta-Tetrahydropyranyloxy-5alpha-androstan-4-one

HRID 27333
ノート
印刷プレビュー

反応式

HRID 27333 の反応式
N1C=CC=CC=1.ClCCl.[O:10]1[CH2:15][CH2:14][CH2:13][CH2:12][CH:11]1[O:16][C@H:17]1[CH2:22][CH2:21][C@H:20]2[C@H:23]3[C@H:33]([CH2:34][CH2:35][C@:18]12[CH3:19])[C@:31]1([CH3:32])[C@H:26]([C@@H:27]([OH:36])[CH2:28][CH2:29][CH2:30]1)[CH2:25][CH2:24]3>O.[O-2].[O-2].[O-2].[Cr+6]>[O:10]1[CH2:15][CH2:14][CH2:13][CH2:12][CH:11]1[O:16][C@H:17]1[CH2:22][CH2:21][C@H:20]2[C@H:23]3[C@H:33]([CH2:34][CH2:35][C@:18]12[CH3:19])[C@:31]1([CH3:32])[C@H:26]([C:27](=[O:36])[CH2:28][CH2:29][CH2:30]1)[CH2:25][CH2:24]3
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 1049PyridineHCID 6344Dichloromethane2 回HCID 1534189617beta-Tetrahydropyranyloxy-4beta-hydroxy-5alpha-androstane

生成物 1

HCID 1534189717beta-Tetrahydropyranyloxy-5alpha-androstan-4-one

試薬・触媒・溶媒 2

HCID 10219390chromium (VI) trioxide触媒
HCID 962
Water
溶媒

実験手順

To 0.42 ml. of dry pyridine and 6.3 ml. of dry dichloromethane was slowly added 0.264 g. of chromium trioxide and the mixture was stirred for 15 min. at room temperature. To the mixture was added a solution of 175 mg. of the product of Step D in 0.7 ml. of dichloromethane and the resulting mixture was stirred for 20 min. at room temperature. The mixture was diluted with water, extracted with ethyl ether, and washed with 2.5 N sodium hydroxide, water, and brine. The mixture was then dried and evaporated to a clear oil.

後処理

  1. additionTo the mixture was added a solution of 175 mg
  2. extractionextracted with ethyl ether
  3. washwashed with 2.5 N sodium hydroxide, water, and brine
  4. customThe mixture was then dried
  5. customevaporated to a clear oil

出典と根拠

ORDレコード
ord-7a6bd310f23044b3a8a42f553dc70e79
出典データセット
uspto-grants-1980_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04220775

反応ノート

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