Reaction #66022

Reaction equation

Compound 4a

{[4-Phenoxy-benzenesulphonyl]-tert-butoxycarbonylmethyl-amino}-aceticacid tert-butyl ester

→

{[4-Phenoxy-benzenesulphonyl]-carboxymethyl-amino}-acetic acid

Solvents

formic acid

Conditions

Workup

1. 1
   FiltrationThe solid was filtered off
2. 2
   Otherthe filtrate was evaporated in vacuo
3. 3
   OtherThe pure product obtained
4. 4
   Otherwas dried overnight in high vacuum

Procedure

Compound 4a (1.02 g, 2.14 mmol) was dissolved in formic acid (10 mL) and stirred overnight at room temperature. The solid was filtered off, the filtrate was evaporated in vacuo, and co-evaporated with toluene (6×20 mL). The pure product obtained was dried overnight in high vacuum. Yield: 0.71 g, 1.95 mmol, 91% (off-white solid). 1H-NMR (DMSO-d6): δ 7.91 (d, 2H, 3JHH=9.0 Hz, ArH), 7.20 (d, 2H, 3JHH=9.0 Hz, ArH), 7.28 (d, 2H, 3JHH=9.0 Hz, ArH), 7.00 (d, 1H, 3JHH=9.0 Hz, ArH), 6.87 (d, 2H, 3JHH=9.0 Hz, ArH), 4.07 (s, 4H, 2×CH2CO2H).

Source