methyl 1-[methyl(N-{[(phenylmethyl)oxy]carbonyl}glycyl)amino]cyclopropanecarboxylate → 4-Methyl-4,7-diazaspiro[2.5]octane-5,8-dione

HRID 1366573노트

반응식

HRID 1366573 반응식
[CH3:1][N:2]([C:10](=[O:23])[CH2:11][NH:12][C:13](OCC1C=CC=CC=1)=[O:14])[C:3]1(C(OC)=O)[CH2:5][CH2:4]1>CO>[CH3:1][N:2]1[C:10](=[O:23])[CH2:11][NH:12][C:13](=[O:14])[C:3]21[CH2:5][CH2:4]2

참가 물질

3

반응물 1

HCID 66935998methyl 1-[methyl(N-{[(phenylmethyl)oxy]carbonyl}glycyl)amino]cyclopropanecarboxylate

생성물 1

HCID 669363934-Methyl-4,7-diazaspiro[2.5]octane-5,8-dione수율 100%

시약·촉매·용매 1

HCID 887Methanol용매

반응 조건

온도
60 °C

실험 절차

Methyl 1-[methyl(N-{[(phenylmethyl)oxy]carbonyl}glycyl)amino]cyclopropanecarboxylate (3.66 g, 11.42 mmol) was dissolved in 50 mL of MeOH, degassed and placed under argon. 10% Pd/C (2.04 g) was added, and the contents were thoroughly degassed and placed under a hydrogen balloon for 2 h. The contents were then degassed, and the Pd/C was removed by filtration through Celite, washing with MeOH. The filtrate was concentrated in vacuo. The residue was dissolved in MeOH (100 mL) and heated to 60° C. with stirring for 4 h. The solvent was removed in vacuo to provide pure 4-methyl-4,7-diazaspiro[2.5]octane-5,8-dione (1.76 g, 99%). LCMS: (M+H)+: 155.1.

후처리

  1. customdegassed
  2. addition10% Pd/C (2.04 g) was added
  3. customthe contents were thoroughly degassed
  4. customfor 2 h
  5. customThe contents were then degassed
  6. customthe Pd/C was removed by filtration through Celite
  7. washwashing with MeOH
  8. concentrationThe filtrate was concentrated in vacuo
  9. dissolutionThe residue was dissolved in MeOH (100 mL)
  10. customThe solvent was removed in vacuo

출처 및 근거

ORD 기록
ord-779ee23c35e54e05b5be7d654d78593a
출처 데이터셋
uspto-grants-2011_02
특허 번호
US07893056B2

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