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

HRID 1175421
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HRID 1175421 반응식
[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
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참가 물질

4

반응물 2

HCID 10422AzetidineHCID 67051246Methyl 5-[(tert-butylamino)sulfonyl]-2-furoate2회

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-1fb329fcb9d949698845e7e416e75d77
출처 데이터셋
uspto-grants-2010_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07838675B2

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