HRID279701

反应详情

EQUATION

反应方程式

HRID 279701 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

1

PROCEDURE

实验过程

Boc-L-Pro-OH and L-Phe-OBn.Hcl were treated with BOP and NMM in DMF to give, after aqueous workup and flash chromatography, Boc-L-Pro-L-Phe-OBn. This product was then treated with TFA and anisole, and the mixture was evaporated. The residue was dissolved in Et2O and washed with saturated aqueuos NaHCO3 and saturated aqueous NaCl. The Et2O layer was dried over anhydrous MgSO4, filtered, and the solvent evaporated to give L-Pro-L-Phe-OBn. The residue was treated with CH3SO2Cl and Et3N in CH2Cl2 to give, after aqueous workup and flash chromatography, N-(CH3SO2)-L-Pro-L-Phe-OBn. This product was then treated with 10% Pd on C in THF, and the mixture was shaken under 50 psi H2. The mixture was filtered through Celite, and evaporated to give the title compound as a clear oil.

WORKUP

后处理

  1. customto give
  2. customthe mixture was evaporated
  3. dissolutionThe residue was dissolved in Et2O
  4. washwashed with saturated aqueuos NaHCO3 and saturated aqueous NaCl
  5. dry with materialThe Et2O layer was dried over anhydrous MgSO4
  6. filtrationfiltered
  7. customthe solvent evaporated