Reaction #66023

ord-abdd2696e4ea4b9884b1a01c9ed2ecdb

Reaction equation

CC(C)(C)OC(=O)CN(CC(=O)OC(C)(C)C)S(=O)(=O)c1ccc(Oc2ccc(F)cc2)cc1
{[4-(4-Fluoro-phenoxy)-benzenesulphonyl]-tert-butoxycarbonyl methyl-amino}-acetic acid tert-butyl ester
CC(C)(C)OC(=O)CN(CC(=O)OC(C)(C)C)S(=O)(=O)c1ccc(Oc2ccc(F)cc2)cc1
{[4-(4-Fluoro-phenoxy)-benzenesulphonyl]-tert-butoxycarbonylmethyl-amino}-aceticacid tert-butyl ester
→
O=C(O)CN(CC(=O)O)S(=O)(=O)c1ccc(Oc2ccc(F)cc2)cc1
{[4-(4-Fluoro-phenoxy)-benzenesulphonyl]-carboxymethyl-amino}-acetic acid

Reactants

CC(C)(C)OC(=O)CN(CC(=O)OC(C)(C)C)S(=O)(=O)c1ccc(Oc2ccc(F)cc2)cc1
{[4-(4-Fluoro-phenoxy)-benzenesulphonyl]-tert-butoxycarbonyl methyl-amino}-acetic acid tert-butyl ester
CC(C)(C)OC(=O)CN(CC(=O)OC(C)(C)C)S(=O)(=O)c1ccc(Oc2ccc(F)cc2)cc1
{[4-(4-Fluoro-phenoxy)-benzenesulphonyl]-tert-butoxycarbonylmethyl-amino}-aceticacid tert-butyl ester

Reagents

None

Solvents

O=CO
formic acid

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Procedure

{[4-(4-Fluoro-phenoxy)-benzenesulphonyl]-tert-butoxycarbonyl methyl-amino}-acetic acid tert-butyl ester (4b) (1.00 g, 2.03 mmol) was dissolved in formic acid (10 mL) and stirred overnight at room temperature.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08524194B2uspto-grants-2013_09