(6R, 7R)-2,2-dimethyl-7-(1-methoxy-1-methylethyl)-1-aza-3-oxabicyclo[4.2.0]octan-8-one → (3R, 4R)-4-(2-hydroxyethyl)-3-(1-methoxy-1-methylethyl)azetidin-2-one

HRID 235757노트

반응식

HRID 235757 반응식
CC1(C)[O:9][CH2:8][CH2:7][C@H:6]2[N:3]1[C:4](=[O:15])[C@H:5]2[C:10]([O:13][CH3:14])([CH3:12])[CH3:11]>C(O)(=O)C.O>[OH:9][CH2:8][CH2:7][C@H:6]1[NH:3][C:4](=[O:15])[C@H:5]1[C:10]([O:13][CH3:14])([CH3:12])[CH3:11]

참가 물질

4

반응물 1

HCID 86741283(6R, 7R)-2,2-dimethyl-7-(1-methoxy-1-methylethyl)-1-aza-3-oxabicyclo[4.2.0]octan-8-one

생성물 1

HCID 56614971(3R, 4R)-4-(2-hydroxyethyl)-3-(1-methoxy-1-methylethyl)azetidin-2-one수율 96.8%

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 962Water용매

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온도
65 °C

실험 절차

A solution of (6R, 7R)-2,2-dimethyl-7-(1-methoxy-1-methylethyl)-1-aza-3-oxabicylco[4.2.0]octan-8-one (345 mg) in a mixture of acetic acid (5.52 ml) and water (1.38 ml) was heated at 65° C. for 30 minutes. The mixture was cooled to ambient temperature and evaporated in vacuo. Xylene was added to the residue and the resultant suspension was evaporated in vacuo. The crystalline residue was dissolved in a mixture of methanol and xylene and the resultant solution was evaporated in vacuo. This operation was repeated once, and the crystalline residue was washed with hexane to give (3R, 4R)-4-(2-hydroxyethyl)-3-(1-methoxy-1-methylethyl)azetidin-2-one (275 mg).

후처리

  1. temperatureThe mixture was cooled to ambient temperature
  2. customevaporated in vacuo
  3. additionXylene was added to the residue
  4. customthe resultant suspension was evaporated in vacuo
  5. dissolutionThe crystalline residue was dissolved in a mixture of methanol and xylene
  6. customthe resultant solution was evaporated in vacuo
  7. washthe crystalline residue was washed with hexane

출처 및 근거

ORD 기록
ord-f1c0e507b24c47fe9bf9571f665924cc
출처 데이터셋
uspto-grants-1987_02
특허 번호
US04640915

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