Reaction #1265355

Reaction equation

TFA

compound 6

{2-[2-(2-{2-[2-(2-Benzyloxycarbonylamino-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-ethoxy}-acetic Acid Tert-butyl Ester

→

compound 7

Yield 99.0%

{2-[2-(2-{2-[2-(2-Benzyloxycarbonylamino-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-ethoxy}-acetic acid

Yield 99.0%

NH4OH

Yield 30.0%

Solvents

CH2Cl2

Conditions

Workup

1. 1
   ConcentrationThe resulting solution was concentrated in vacuo
2. 2
   Washeluted with CH2Cl2

Procedure

TFA (4 mL) was added to a solution of compound 6 (0.93 g, 1.7 mmol) in CH2Cl2 (20 mL) and the resulting solution was stirred overnight at ambient temperature. The resulting solution was concentrated in vacuo and the residue was loaded onto a silica gel gravity column (50 g) and eluted with CH2Cl2:MeOH:NH4OH(30% aqueous) 90:10:1 (v/v) to afford compound 7 as a thick colorless oil (0.83 g, 99%).

Source