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

HRID 1958972
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HRID 1958972 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-c139c6fbcb6144e3b3906a679a30bdf0
출처 데이터셋
uspto-grants-2013_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08410123B2

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