反应详情
EQUATION
反应方程式
REACTANTS
反应物
未命名化合物
Anisole
C7H8O
4-Methylmorpholine
C5H11NO
1,2-Pyrrolidinedicarboxylic acid, 1-(1,1-dimethylethyl) ester, (2S)-
C10H17NO4
Tri(dimethylamino)benzotriazol-1-yloxyphosphonium hexafluorophosphate
C12H22F6N6OP2
(S)-Benzyl 2-amino-3-phenylpropanoate
C16H17NO2
未命名化合物
PRODUCTS
生成物
AUXILIARIES
试剂、催化剂与溶剂
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
- customto give
- customthe mixture was evaporated
- dissolutionThe residue was dissolved in Et2O
- washwashed with saturated aqueuos NaHCO3 and saturated aqueous NaCl
- dry with materialThe Et2O layer was dried over anhydrous MgSO4
- filtrationfiltered
- customthe solvent evaporated