반응 #1869203

ord-bd056aa6698646c688e0db6a8fc59919

반응 방정식

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
수율 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
수율 100.5%

용매

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    기타was degassed
  2. 2
    workup.ADDITIONPearlman's catalyst (palladium hydroxide on carbon, 20wt % Pd (dry basis), ≦50% water, 500 mg) was added
  3. 3
    기타the mixture was purged with hydrogen
  4. 4
    기타The mixture was degassed with argon
  5. 5
    여과filtered through a pad of Celite
  6. 6
    기타evaporated to dryness

실험 절차

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.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US07498326B2uspto-grants-2009_03