Réaction #1100106

ord-dc8c745456be4e7f9be5e35ce0332536

Équation de réaction

O=Cc1ccc2c(c1)NC(=O)CS2
3-oxo-3,4-dihydro-2H-benzo[1,4]thiazine-6-carbaldehyde
CCOc1cccc2scnc12
4-ethoxy-benzothiazole
CON(C)C(=O)[C@H]1CC[C@H](NC(=O)OC(C)(C)C)CC1
[trans-4-(methoxy-methyl-carbamoyl)-cyclohexyl]-carbamic acid tert-butyl ester
→
CCOc1cccc2sc(C(=O)[C@H]3CC[C@H](NCc4ccc5c(c4)NC(=O)CS5)CC3)nc12
title compound
CCOc1cccc2sc(C(=O)[C@H]3CC[C@H](NCc4ccc5c(c4)NC(=O)CS5)CC3)nc12
6-{[trans-4-(4-ethoxy-benzothiazole-2-carbonyl)-cyclohexylamino]-methyl}-4H-benzo[1,4]thiazin-3-one

Réactifs

O=Cc1ccc2c(c1)NC(=O)CS2
3-oxo-3,4-dihydro-2H-benzo[1,4]thiazine-6-carbaldehyde
CCOc1cccc2scnc12
4-ethoxy-benzothiazole
—
1.c
CON(C)C(=O)[C@H]1CC[C@H](NC(=O)OC(C)(C)C)CC1
[trans-4-(methoxy-methyl-carbamoyl)-cyclohexyl]-carbamic acid tert-butyl ester

Réactifs

Aucun

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Mode opératoire

Using 4-ethoxy-benzothiazole (5 mmol), [trans-4-(methoxy-methyl-carbamoyl)-cyclohexyl]-carbamic acid tert-butyl ester (2.5 mmol) and 3-oxo-3,4-dihydro-2H-benzo[1,4]thiazine-6-carbaldehyde (0.3 mmol) according to the same protocol as that described for example 1, steps 1.a to 1.c, the title compound was obtained as a yellow solid (15 mg).

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US07981886B2uspto-grants-2011_07