Dimethyl Sulfate → HCID 53758088、化合物

HRID 893458ノート

反応式

HRID 893458 の反応式
[CH3:1][O:2][C:3]([C:5]1(CCC)[CH2:10][CH2:9][C:8]2[CH:11]=[CH:12][C:13]([O:15][CH2:16][CH2:17][CH2:18][O:19][C:20]3[CH:25]=[CH:24][C:23]([C:26]([N:28]4[CH2:32][CH2:31][CH2:30][CH2:29]4)=[O:27])=[C:22]([OH:33])[C:21]=3[CH2:34][CH:35]=[CH2:36])=[CH:14][C:7]=2[O:6]1)=[O:4].S(OC)(O[CH3:44])(=O)=O.[OH-].[K+]>C1COCC1>[CH3:44][O:33][C:22]1[C:21]([CH2:34][CH:35]=[CH2:36])=[C:20]([CH:25]=[CH:24][C:23]=1[C:26]([N:28]1[CH2:32][CH2:31][CH2:30][CH2:29]1)=[O:27])[O:19][CH2:18][CH2:17][CH2:16][O:15][C:13]1[CH:12]=[CH:11][C:8]2[CH2:9][CH2:10][CH:5]([C:3]([O:2][CH3:1])=[O:4])[O:6][C:7]=2[CH:14]=1

参加物

5

反応物 3

HCID 6497Dimethyl SulfateHCID 14797Potassium HydroxideHCID 19917189HCID 19917189、化合物

生成物 1

HCID 53758088HCID 53758088、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

The compound of Example 27 (280 mg, 0.51 mmol) dimethyl sulfate (192 mg, 153 mmol) and potassium hydroxide (57 mg, 1 mmol) was added to about 20 ml of THF, and the reaction mixture was stirred overnight at room temperature. The reaction mixture was washed with water and thoroughly extracted with ethyl acetate. The organic layer was dried over magnesium sulfate and concentrated in vacuo. Chromatography of the crude material on silica gel using 75% ethyl acetate/hexane as eluant gave the product.

後処理

  1. washThe reaction mixture was washed with water
  2. extractionthoroughly extracted with ethyl acetate
  3. dry with materialThe organic layer was dried over magnesium sulfate
  4. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-9789ddbbe977489c93e2cabc9da51358
出典データセット
uspto-grants-1992_06
特許番号
US05124350

反応ノート

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