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

HRID 1366573ノート

反応式

HRID 1366573 の反応式
[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

参加物

3

反応物 1

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
60 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-779ee23c35e54e05b5be7d654d78593a
出典データセット
uspto-grants-2011_02
特許番号
US07893056B2

反応ノート

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