반응 #1458424

ord-08aebf35484b49d7bc986b8bc40e7733

반응 방정식

[H][H]
hydrogen
CCCCCCCCCCC[C@H](CC(=O)N[C@@H](CO)CCCNC(=O)OCc1ccccc1)OCc1ccccc1
(2R)-5-(Benzyloxycarbonylamino)-2-[(R)-3-benzyloxytetradecanoylamino]pentan-1-ol
CCN(CC)CC
triethylamine
CCO
ethanol
CCCCCCCCCCC[C@H](CC(=O)N[C@@H](CO)CCCN)OCc1ccccc1
(2R)-5-Amino-2-[(R)-3-benzyloxytetradecanoylamino]pentan-1-ol

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    여과the catalyst was filtered off by membrane filtration
  2. 2
    농축the filtrate was concentrated
  3. 3
    기타to provide a homogenous white solid

실험 절차

In a three neck-flask, 150 mg of 20% palladium/carbon were added to the solution of (2R)-5-(Benzyloxycarbonylamino)-2-[(R)-3-benzyloxytetradecanoylamino]pentan-1-ol (3.0 g, i.e. 5.27 mmol) and 6 ml of triethylamine in 300 ml of HPLC-grade ethanol, Air was discharged under vacuum then the flask was loaded with hydrogen. The reaction mixture was stirred at room temperature for 2 hours then the catalyst was filtered off by membrane filtration and the filtrate was concentrated to provide a homogenous white solid as shown by TLC, to be used as such in the next step with no further purifcation, Rf=0.2, dichlormethane-methanol-triethylamine 5:10.5, m.p.=47–48° C.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US07157092B1uspto-grants-2007_01