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1,2-Dichloroethane → (+/-)-trans-7-acetylamino-3-bromo-3,4-dihydro-6-nitro-2,2-dimethyl-4-[(S)-(-)-3-acetylthio-2-methylpropionyloxy]-2H-1-benzopyran

HRID 974091
ノート
印刷プレビュー

反応式

HRID 974091 の反応式
[C:1]([NH:4][C:5]1[C:18]([N+:19]([O-:21])=[O:20])=[CH:17][C:8]2[C@@H:9]([OH:16])[C@H:10]([Br:15])[C:11]([CH3:14])([CH3:13])[O:12][C:7]=2[CH:6]=1)(=[O:3])[CH3:2].C(Cl)CCl.[C:26]([S:29][CH2:30][C@H:31]([CH3:35])[C:32](Cl)=[O:33])(=[O:28])[CH3:27]>N1C=CC=CC=1>[C:1]([NH:4][C:5]1[C:18]([N+:19]([O-:21])=[O:20])=[CH:17][C:8]2[C@@H:9]([O:16][C:32](=[O:33])[C@H:31]([CH3:35])[CH2:30][S:29][C:26](=[O:28])[CH3:27])[C@H:10]([Br:15])[C:11]([CH3:14])([CH3:13])[O:12][C:7]=2[CH:6]=1)(=[O:3])[CH3:2]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 111,2-DichloroethaneHCID 10954137S-(3-Chloro-2-methyl-3-oxopropyl) (S)-ethanethioateHCID 70466339(+/-)-trans-7-acetylamino-3-bromo-4-hydroxy-3,4-dihydro-6-nitro-2,2-dimethyl-2H-1-benzopyran

生成物 1

HCID 86745231(+/-)-trans-7-acetylamino-3-bromo-3,4-dihydro-6-nitro-2,2-dimethyl-4-[(S)-(-)-3-acetylthio-2-methylpropionyloxy]-2H-1-benzopyran

試薬・触媒・溶媒 1

HCID 1049
Pyridine
溶媒

実験手順

To a mixture of (±)-trans-7-acetylamino-3-bromo-4-hydroxy-3,4-dihydro-6-nitro-2,2-dimethyl-2H-1-benzopyran, ethylene chloride and pyridine was added (S)-(-)-3-acetylthio-2-methylpropionyl chloride under ice-cooling over 5 minutes and stirred for 1.5 hours under room temperature. The reaction mixture was washed with diluted hydrochloric acid once and 10% aqueous sodium chloride solution twice. The organic layer was separated, dried over magnesium sulfate and concentrated under reduced pressure to give (±)-trans-7-acetylamino-3-bromo-3,4-dihydro-6-nitro-2,2-dimethyl-4-[(S)-(-)-3-acetylthio-2-methylpropionyloxy]-2H-1-benzopyran.

後処理

  1. temperaturecooling over 5 minutes
  2. washThe reaction mixture was washed with diluted hydrochloric acid once
  3. customThe organic layer was separated
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-16962ee4466343baabe1552029e59bb8
出典データセット
uspto-grants-1991_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05066816

反応ノート

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