320583-54-8

Downstream Products

• 190330-54-2 2-methoxy-4-(N-t-butylamino-carbonyl)-benzenesulfonyl chloride 
• 860562-50-1 4-mercapto-3-methoxy-benzoic acid 
• 95420-79-4 3-methoxy-4-(methylthio)benzoic acid 
• 185913-78-4 1-[4-(N-tert-butyl-carbamoyl)-2-methoxybenzene sulphonyl]-5-ethoxy-3-spiro-[4-(2-morpholinoethoxy)cyclohexane]indol-2-one; equatorial isomer 
• 185913-78-4 1'-[2-methoxy-4-(tert-butylaminocarboxamido)benzenesulfonyl]-5'-ethoxy-4-[2-(4-morpholino)ethoxy]spiro[cyclohexane-1,3'-indolin]-2'-one 
• 503446-60-4 4-chlorosulfonyl-3-methoxy-benzoic acid 

Relevant academic research and scientific papers

Method for the preparation of 2-methoxy-4-(N-t-butylamino-carbonyl)-benzenesulfonyl chloride

The invention relates to a process for the preparation of 2-methoxy-4-(N-t-butylaminocarbonyl)benzenesulfonyl chloride by sulfonating m-hydroxybenzoic acid, methylating the hydroxy group of the resulting sulfonic acid or its salt, transforming the carboxy

Total synthesis of SR 121463 A, a highly potent and selective vasopressin V2 receptor antagonist

SR 121463 A, 1, is a promising nonpeptide prototype for potent and selective antagonism of the vasopressin V2 receptor subtype and, thus, a candidate for control of the clinically debilitating condition of hyponatremia and its associated syndromes. In the present work, we present a novel and stereoselective synthesis that stems from the preparation of three key intermediates: the substituted benzenesulfonyl chloride 2, the N-protected oxindole 3, and protected dibromide 4. The synthesis of 1 has been achieved in good overall yield, each step proceeding in greater than 80% yield. In addition, intermediate 2 and the syn isomer of 1 were prepared with complete control of stereochemistry. The latter reduction appears to proceed by lithium cation mediated chelation control. Molecular mechanics calculations with the MM3* and MMFF force fields underscore geometric and energetic aspects of the reaction.