反応 #1869203

ord-bd056aa6698646c688e0db6a8fc59919

反応方程式

CC(C)(C)OC(=O)N[C@H]1CCN(C(=O)OCc2ccccc2)C[C@H]1O
cis-4-tert-Butoxycarbonylamino-3-hydroxy-piperidine-1-carboxylic acid benzyl ester
CC(C)(C)OC(=O)N[C@H]1CCNC[C@H]1O
white solid
収率 100.5%
CC(C)(C)OC(=O)N[C@H]1CCNC[C@H]1O
cis-(3-Hydroxy-piperidin-4-yl)-carbamic acid tert-butyl ester
収率 100.5%

溶媒

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    その他was degassed
  2. 2
    workup.ADDITIONPearlman's catalyst (palladium hydroxide on carbon, 20wt % Pd (dry basis), ≦50% water, 500 mg) was added
  3. 3
    その他the mixture was purged with hydrogen
  4. 4
    その他The mixture was degassed with argon
  5. 5
    ろ過filtered through a pad of Celite
  6. 6
    その他evaporated to dryness

実験手順

10.0 g of cis-4-tert-Butoxycarbonylamino-3-hydroxy-piperidine-1-carboxylic acid benzyl ester slow running Isomer 2 (10b), was dissolved in methanol (350 mL) and was degassed. Pearlman's catalyst (palladium hydroxide on carbon, 20wt % Pd (dry basis), ≦50% water, 500 mg) was added and the mixture was purged with hydrogen and stirring continued under a balloon of hydrogen for 12 hours. The mixture was degassed with argon, filtered through a pad of Celite, and evaporated to dryness to afford 6.2 g (100%) of a white solid.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US07498326B2uspto-grants-2009_03