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Azetidine → 5-(azetidin-1-ylcarbonyl)-N-(tert-butyl)furan-2-sulfonamide

HRID 1175421
ノート
印刷プレビュー

反応式

HRID 1175421 の反応式
[C:1]([NH:5][S:6]([C:9]1[O:13][C:12]([C:14]([O:16]C)=O)=[CH:11][CH:10]=1)(=[O:8])=[O:7])([CH3:4])([CH3:3])[CH3:2].[NH:18]1[CH2:21][CH2:20][CH2:19]1>CO>[N:18]1([C:14]([C:12]2[O:13][C:9]([S:6]([NH:5][C:1]([CH3:2])([CH3:3])[CH3:4])(=[O:7])=[O:8])=[CH:10][CH:11]=2)=[O:16])[CH2:21][CH2:20][CH2:19]1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 10422AzetidineHCID 67051246Methyl 5-[(tert-butylamino)sulfonyl]-2-furoate2 回

生成物 1

HCID 399535195-(azetidin-1-ylcarbonyl)-N-(tert-butyl)furan-2-sulfonamide

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a solution of methyl 5-[(tert-butylamino)sulfonyl]-2-furoate (the product of step i) (2.15 g) in methanol (80 mL) was added azetidine (1.15 mL). After stirring at room temperature for 5 h the mixture was evaporated to dryness in vacuo. The resulting residue was partitioned between EtOAc (50 mL) and H2O (50 mL). The separated organic layer was dried (MgSO4), filtered and evaporated to dryness in vacuo. The resulting crude material was purified by column chromatography (EtOAC as eluent) to give the subtitle compound as a pale yellow oil. Yield: 3 g.

後処理

  1. customwas evaporated to dryness in vacuo
  2. customThe resulting residue was partitioned between EtOAc (50 mL) and H2O (50 mL)
  3. dry with materialThe separated organic layer was dried (MgSO4)
  4. filtrationfiltered
  5. customevaporated to dryness in vacuo
  6. customThe resulting crude material was purified by column chromatography (EtOAC as eluent)

出典と根拠

ORDレコード
ord-1fb329fcb9d949698845e7e416e75d77
出典データセット
uspto-grants-2010_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07838675B2

反応ノート

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