反应 #58021

反应方程式

DIPEA

PyBOP

(1-benzyloxycarbonylamino-2-methyl-propyl)-phosphonic acid monomethyl ester

5-tert-butoxycarbonylamino-2-hydroxy-pentanoic acid methyl ester

→

2-[(1-benzyloxycarbonylamino-2-methyl-propyl)-methoxy-phosphinoyloxy]-5-tert-butoxycarbonylamino-pentanoic acid methyl ester

收率 69.0%

溶剂

Ethyl acetate

DMF

DMF

反应条件

后处理

1. 1
   洗涤the mixture was washed with 10% KHSO4
2. 2
   干燥NaHCO3 and brine and dried
3. 3
   浓缩Concentration under reduced pressure

实验过程

A solution of PyBOP (2.1 g, 4.0 mmol) in DMF (3 mL) was added to a mixture of (1-benzyloxycarbonylamino-2-methyl-propyl)-phosphonic acid monomethyl ester (1.0 g, 3.32 mmol) and 5-tert-butoxycarbonylamino-2-hydroxy-pentanoic acid methyl ester (865 mg, 3.5 mmol) in DMF (4 mL) under argon. DIPEA (2.28 mL, 13.3 mmol) was added dropwise and the mixture was stirred over night. Ethyl acetate was added and the mixture was washed with 10% KHSO4, satd. NaHCO3 and brine and dried. Concentration under reduced pressure followed by chromathography (heptane/EtOAc, 1:1→1:6) gave 2-[(1-benzyloxycarbonylamino-2-methyl-propyl)-methoxy-phosphinoyloxy]-5-tert-butoxycarbonylamino-pentanoic acid methyl ester (1.21 g, 69%).

来源