(2S)-2-(2,3,4-Trifluoroanilino)propanol → (3S)-3-Methyl-7,8-difluoro-2,3-dihydro-4H-1,4-benzoxazine

HRID 458214ノート

反応式

HRID 458214 の反応式
CC(C)([O-])C.[K+].F[C:8]1[C:18]([F:19])=[C:17]([F:20])[CH:16]=[CH:15][C:9]=1[NH:10][C@@H:11]([CH3:14])[CH2:12][OH:13]>CN(C=O)C>[F:20][C:17]1[CH:16]=[CH:15][C:9]2[NH:10][C@@H:11]([CH3:14])[CH2:12][O:13][C:8]=2[C:18]=1[F:19]

参加物

4

反応物 2

HCID 11401466(2S)-2-(2,3,4-Trifluoroanilino)propanolHCID 23665647Potassium tert-butoxide

生成物 1

HCID 11041424(3S)-3-Methyl-7,8-difluoro-2,3-dihydro-4H-1,4-benzoxazine収率 79.8%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

実験手順

To DMF (2 ml) was added potassium tertiary-butoxide (110 mg) under ice-cooling. Next, a solution of the compound (100 mg) obtained in Example 51 in DMF was dropped thereinto and the obtained mixture was stirred for 30 minutes. After treating in a conventional manner, the mixture was subjected to silica gel column chromatography to give 72 mg (79%) of the title compound. The optical purity determined by HPCL was >94% ee. Various spectral data was identical with those of a specimen synthesized separately.

後処理

  1. temperaturecooling
  2. additionAfter treating in a conventional manner

出典と根拠

ORDレコード
ord-e247380dea2547e99b893632047970af
出典データセット
uspto-grants-2007_03
特許番号
US07189847B2

反応ノート

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