反应 #969876

ord-0b684c819b1449a88100176c90eb6a4f

反应方程式

C1CCNCC1
piperidine
CC(C)[C@H](NC(=O)OCC1c2ccccc2-c2ccccc21)C(=O)N1CCC[C@H]1C(=O)O.COc1cccc2c1C(=O)c1c(O)c3c(c(O)c1C2=O)C[C@@](O)(C(=O)CO)C[C@@H]3O[C@H]1C[C@H](N)[C@H](O)[C@H](C)O1
Fmoc-Val-Pro doxorubicin
CC(C)[C@H](N)C(=O)N1CCC[C@H]1C(=O)O.COc1cccc2c1C(=O)c1c(O)c3c(c(O)c1C2=O)C[C@@](O)(C(=O)CO)C[C@@H]3O[C@H]1C[C@H](N)[C@H](O)[C@H](C)O1
compound G
收率 50.0%
CC(C)[C@H](N)C(=O)N1CCC[C@H]1C(=O)O.COc1cccc2c1C(=O)c1c(O)c3c(c(O)c1C2=O)C[C@@](O)(C(=O)CO)C[C@@H]3O[C@H]1C[C@H](N)[C@H](O)[C@H](C)O1
H-Val-Pro doxorubicin
收率 50.0%

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    其他form red to purple)
  2. 2
    其他Then, the reaction mixture was evaporated to dryness under reduced pressure
  3. 3
    其他the residue thus obtained
  4. 4
    其他was purified by reverse phase chromatography with water/acetonitrile (70:1)

实验过程

A solution of piperidine in dimethylformamide 50% (1.92 mL) was added to Fmoc-Val-Pro-doxorubicin (F) (29.7 mg, 0.03 mmol) and the reaction mixture was stirred at room temperature for 1 minute (the reaction colour changes form red to purple). Then, the reaction mixture was evaporated to dryness under reduced pressure and the residue thus obtained was purified by reverse phase chromatography with water/acetonitrile (70:1) to give the deprotected compound G (50% yield)

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US08236756B2uspto-grants-2012_08