反応 #586112

ord-2e9df2b5b2534b7b95ac125dc68089f9

反応方程式

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
収率 50.0%

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

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

実験手順

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.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US07767646B2uspto-grants-2010_08