Water → tert-butyl (6SR,7RS)-6-(3,4-dichlorophenyl)-7-{[(phenylsulfonyl)amino]methyl}-1,4-oxazepane-4-carboxylate

HRID 1022791ノート

反応式

HRID 1022791 の反応式
[C:1]1([S:7](Cl)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH2:11][CH2:12][CH:13]1[O:19][CH2:18][CH2:17][N:16]([C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])[CH2:15][CH:14]1[C:27]1[CH:32]=[CH:31][C:30]([Cl:33])=[C:29]([Cl:34])[CH:28]=1.C(N(CC)CC)C.O>C1COCC1>[Cl:34][C:29]1[CH:28]=[C:27]([CH:14]2[CH:13]([CH2:12][NH:11][S:7]([C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)(=[O:9])=[O:8])[O:19][CH2:18][CH2:17][N:16]([C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])[CH2:15]2)[CH:32]=[CH:31][C:30]=1[Cl:33]

参加物

6

反応物 4

HCID 962WaterHCID 7369Benzenesulfonyl chlorideHCID 8471TriethylamineHCID 66975190tert-butyl (6RS,7SR)-7-(aminomethyl)-6-(3,4-dichlorophenyl)-1,4-oxazepane-4-carboxylate

生成物 1

HCID 66976551tert-butyl (6SR,7RS)-6-(3,4-dichlorophenyl)-7-{[(phenylsulfonyl)amino]methyl}-1,4-oxazepane-4-carboxylate収率 51.4%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

Benzenesulfonyl chloride (130 mg) was added dropwise to a solution of tert-butyl (6SR,7RS)-7-(aminomethyl)-6-(3,4-dichlorophenyl)-1,4-oxazepane-4-carboxylate (280 mg) and triethylamine (0.14 mL) in THF (5 mL), and the mixture was stirred at room temperature for 1 hr. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed with brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography to give the title compound (195 mg).

後処理

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe extract was washed with brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. customThe solvent was evaporated under reduced pressure
  5. customThe residue was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-eff4c15539f64ff8820a2da886d68a1d
出典データセット
uspto-grants-2014_05
特許番号
US08722662B2

反応ノート

読み込み中…