反应 #159280

ord-f8eb6631e7f541dd9486b8d1a88e8574

反应方程式

O=C(O)CNC(=O)OCc1ccccc1
Z-Gly-OH
C1CCOC1
THF
CCN(C(C)C)C(C)C
DIEA
CN(C)C(ON1C(=O)CCC1=O)=[N+](C)C.F[B-](F)(F)F
TSTU
O=C(CNC(=O)OCc1ccccc1)ON1C(=O)CCC1=O
Z-Gly-OSu
收率 92.0%

试剂

溶剂

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    洗涤the mixture was washed with 0.2N hydrochloric acid (100 ml) and water (2×100 ml)
  2. 2
    干燥The organic phase was dried (Na2SO4)
  3. 3
    浓缩concentrated in vacuo

实验过程

Z-Gly-OH (1.0 g, 4.78 mmol) was added THF (10 ml), DIEA (0.98 ml, 5.74 mmol), and TSTU (1.7 g, 5.74 mmol) and the resulting mixture was stirred at room temperature for 2 hours. AcOEt (100 ml) was added and the mixture was washed with 0.2N hydrochloric acid (100 ml) and water (2×100 ml). The organic phase was dried (Na2SO4) and concentrated in vacuo to afford 1.34 g (92%) of Z-Gly-OSu as an oil.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US08828923B2uspto-grants-2014_09