反応 #577239

ord-691b6df62cd248a6aed699f917e38429

反応方程式

O=C(Cl)OCc1ccccc1
benzyl chloroformate
Cl
HCl
O=C(Cl)OCc1ccccc1
Benzyl chloroformate
CCCCCCCCc1ccc(CCC(N)(CO)CO)cc1.Cl
FTY720
Cl
HCl
CCCCCCCCc1ccc(CCC2(CO)COC(=O)N2)cc1
(R/S)-4-Hydroxymethyl-4-[2-(4-octyl-phenyl)-ethyl]-oxazolidin-2-one

溶媒

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    workup.WAITThe reaction is kept at RT over night and in order
  2. 2
    workup.ADDITIONis added
  3. 3
    抽出extracted with methylenechloride
  4. 4
    その他purified on a silica gel column

実験手順

Benzyl chloroformate (0.45 ml; 3.2 mmol) is added to a suspension of FTY720.HCl (1.03 g, 3 mmol) in 2N NaOH (20 ml). The reaction is kept at RT over night and in order to complete the reaction further benzyl chloroformate (0.9 ml; 6.4 mmol) is added. After 2 days at RT the reaction is acidified with 1N HCl, extracted with methylenechloride and purified on a silica gel column using methylenechloride/methanol/acetic acid50% (9/1/0.125) as mobile phase.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US07528120B2uspto-grants-2009_05