Reacción #66027

ord-f4423d5a7d39437e92063b41a8a65f53

Ecuación de reacción

O=C(O)CN(CC(=O)NO)S(=O)(=O)c1ccc(Oc2ccc(F)cc2)cc1
6b
O=C(O)CN(CC(=O)NO)S(=O)(=O)c1ccc(Oc2ccc(F)cc2)cc1
{[4-(4-Fluoro-phenoxy)-benzenesulphonyl]-hydroxycarbamoylmethyl-amino}-acetic acid
O=C(O)CN(CC(=O)O)S(=O)(=O)c1ccc(Oc2ccc(I)cc2)cc1
material 5e
O=C(O)CN(CC(=O)O)S(=O)(=O)c1ccc(Oc2ccc(I)cc2)cc1
{[4-(4-Iodo-phenoxy)-benzenesulphonyl]-carboxymethyl-amino}-acetic acid
→
O=C(O)CN(CC(=O)NO)S(=O)(=O)c1ccc(Oc2ccc(I)cc2)cc1
Compound 6e
O=C(O)CN(CC(=O)NO)S(=O)(=O)c1ccc(Oc2ccc(I)cc2)cc1
{[4-(4-Iodo-phenoxy)-benzenesulphonyl]-hydroxycarbamoylmethyl-amino}-acetic acid

Reactantes

O=C(O)CN(CC(=O)NO)S(=O)(=O)c1ccc(Oc2ccc(F)cc2)cc1
6b
O=C(O)CN(CC(=O)NO)S(=O)(=O)c1ccc(Oc2ccc(F)cc2)cc1
{[4-(4-Fluoro-phenoxy)-benzenesulphonyl]-hydroxycarbamoylmethyl-amino}-acetic acid
O=C(O)CN(CC(=O)O)S(=O)(=O)c1ccc(Oc2ccc(I)cc2)cc1
material 5e
O=C(O)CN(CC(=O)O)S(=O)(=O)c1ccc(Oc2ccc(I)cc2)cc1
{[4-(4-Iodo-phenoxy)-benzenesulphonyl]-carboxymethyl-amino}-acetic acid
—
C16H15IN2O7S

Reactivos

Ninguno

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Procedimiento

Compound 6e was prepared following the procedure described for 6b with reagent quantities adapted to the amount of starting material 5e (500 mg, 1.02 mmol). Yield: 305 mg, 0.60 mmol, 59%. 1H NMR (D2O): δ 7.72 (d, 3J=8.2 Hz, 2H, ArH), 7.52 (d, 3J=8.8 Hz, 2H, ArH), 7.03 (d, 3J=8.8 Hz, 2H, ArH), 4.01 (s, 4H, CH2COOH). ESI-MS calcd for C16H15IN2O7S 505.97 [M-H]−, obsd 507.0.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08524194B2uspto-grants-2013_09