Acetic-formic anhydride → (6R,7R)-2,2-dimethyl-7-formamido-1-aza-3-oxabicyclo[4.2.0]octan-8-one

HRID 235734노트

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HRID 235734 반응식
[NH2:1][C@H:2]1[C:9](=[O:10])[N:8]2[C@@H:3]1[CH2:4][CH2:5][O:6][C:7]2([CH3:12])[CH3:11].[CH:13](OC(=O)C)=[O:14]>N1C=CC=CC=1>[CH3:11][C:7]1([CH3:12])[O:6][CH2:5][CH2:4][C@H:3]2[N:8]1[C:9](=[O:10])[C@@H:2]2[NH:1][CH:13]=[O:14]

참가 물질

4

반응물 2

HCID 75269Acetic-formic anhydrideHCID 12804734(6R,7R)-7-amino-2,2-dimethyl-1-aza-3-oxabicyclo[4.2.0]octan-8-one

생성물 1

HCID 54090364(6R,7R)-2,2-dimethyl-7-formamido-1-aza-3-oxabicyclo[4.2.0]octan-8-one

시약·촉매·용매 1

HCID 1049Pyridine용매

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온도
0 °C

실험 절차

To a solution of (6R,7R)-7-amino-2,2-dimethyl-1-aza-3-oxabicyclo[4.2.0]octan-8-one (300 mg) were added pyridine (0.25 ml) and freshly prepared acetic formic anhydride (0.38 ml) at 0° C. After stirring for 45 minutes at 0° C., the reaction mixture was evaporated in vacuo. The residue was dissolved in xylene and the solution was evaporated in vacuo. The residue was chromatographed on silica gel (6 g) eluting with a mixture of methylene chloride and methanol (25:1-10:1) to give (6R,7R)-2,2-dimethyl-7-formamido-1-aza-3-oxabicyclo[4.2.0]octan-8-one (378 mg) as an oil.

후처리

  1. customthe reaction mixture was evaporated in vacuo
  2. dissolutionThe residue was dissolved in xylene
  3. customthe solution was evaporated in vacuo
  4. customThe residue was chromatographed on silica gel (6 g)
  5. washeluting with a mixture of methylene chloride and methanol (25:1-10:1)

출처 및 근거

ORD 기록
ord-cbebe046f2a34ca38b1922669123d56a
출처 데이터셋
uspto-grants-1987_02
특허 번호
US04640915

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