반응 #586112

ord-2e9df2b5b2534b7b95ac125dc68089f9

반응 방정식

COC(=O)c1cc(OCc2ccccc2)ccc1O
methyl 5-benzyloxy-2-hydroxybenzoate
N[C@H](CO)Cc1ccccc1
2-(S)-amino-3-phenyl-1-propanol
O=C(N[C@H](CO)Cc1ccccc1)c1cc(OCc2ccccc2)ccc1O
N-{(S)-1-hydroxy-3-phenyl-2-propyl}-5-benzyloxy-2-hydroxybenzamide
수율 50.0%

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    기타In a flask equipped with a reflux condenser and a magnetic stirring bar
  2. 2
    기타The flask is immersed in an oil bath at 75° C.
  3. 3
    workup.WAITleft
  4. 4
    기타The solvent is evaporated
  5. 5
    기타the residue is isolated-through the use of a silica gel column

실험 절차

In a flask equipped with a reflux condenser and a magnetic stirring bar are dissolved the methyl 5-benzyloxy-2-hydroxybenzoate and one equivalent of 2-(S)-amino-3-phenyl-1-propanol in dry dimethyl formamide. The flask is immersed in an oil bath at 75° C. and left to stir for 72 hours. The solvent is evaporated and the residue is isolated-through the use of a silica gel column using a mixture of ethyl acetate and hexane as eluent. In this fashion is obtained in 50% yield, N-{(S)-1-hydroxy-3-phenyl-2-propyl}-5-benzyloxy-2-hydroxybenzamide.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US07767646B2uspto-grants-2010_08