反应 #1265353

ord-64dbb935e0b74bfcaf9e2a7621127afb

反应方程式

CC(C)(C)OC(=O)COCCOCCOCCOCCOCCOCCN=[N+]=[N-]
compound 4
CC(C)(C)OC(=O)COCCOCCOCCOCCOCCOCCN=[N+]=[N-]
{2-[2-(2-{2-[2-(2-Azido-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-ethoxy}-acetic acid tert-butyl ester
CC(=O)O
acetic acid
CC(C)(C)OC(=O)COCCOCCOCCOCCOCCOCCN
compound 5
收率 96.0%
CC(C)(C)OC(=O)COCCOCCOCCOCCOCCOCCN
{2-[2-(2-{2-[2-(2-Amino-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-ethoxy}-acetic acid tert-butyl ester
收率 96.0%

溶剂

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    过滤filtered
  2. 2
    其他to remove Pd/C
  3. 3
    浓缩The filtrate was concentrated in vacuo
  4. 4
    洗涤eluted with CH2Cl2:MeOH 20:1 to 10:1 (v/v)

实验过程

To a solution of compound 4 (1.0 g, 2.4 mmol) in ethanol (20 mL) was added 10% Pd/C (0.3 g) and acetic acid (0.3 mL). The resulting mixture was stirred under an atmosphere of hydrogen for 16 hours and then filtered to remove Pd/C. The filtrate was concentrated in vacuo and the residue was loaded onto a silica gel gravity column (100 g) and eluted with CH2Cl2:MeOH 20:1 to 10:1 (v/v) to afford compound 5 as a oil (0.90 g, 96%).

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US07276286B2uspto-grants-2007_10