Potent and selective, sulfamide-based human β3-adrenergic receptor agonists

Solid-Phase Synthesis of Sulfamate Peptidomimetics

“…The resin was washed with DCM (5 × 1 min) and then was treated with Pd(PPh 3 ) 4 (0.1 equiv) Figure 1. Building blocks (4)(5)(6)(7)(8)(9)(10)(11) used in this study and sulfamated peptidomimetics (12)(13)(14)(15)(16)(17) obtained. in the presence of PhSiH 3 (24 equiv) in DCM under Ar (2 treatments of 20 min).…”

“…For example, a number of sulfamide analogues show therapeutic application as inhibitors of HIV protease, 1,2 such as carbonic anhydrase inhibitors, 3 or as potent and selective 3 -adrenergic receptor agonists. 4 Furthermore, sulfamate derivatives show therapeutic properties as inhibitors of steroid sulfatases 5 and aminoacyl-tRNA synthetases. 6 Sulfamoyl chloride is a common reagent for the preparation of sulfamides and sulfamates in solution, and has been used for the preparation of sulfamides and sulfahydantoins on resin.…”

Five-membered oxaza heterocyclic compounds on the basis of epoxides and aziridines

“…Apart from isocyanates, carbon dioxide [108,109], urea [110,111], and 1,1′-carbonyldiimidazole [112][113][114] are used as carbonylating agents in the synthesis of 1,3-oxazolidin-2-ones. Patil et al [109] studied reactions of various epoxides (1,2-epoxypropane, phenyloxirane, epoxycyclohexane, epichlorohydrin, and 2,3-epoxypropyl ethers) with carbon dioxide in the presence of amino alcohols and Br -PPh 3 + -PEG-600-PPh 3 + Br -as efficient homogeneous catalyst.…”

“…Carbonylation of chlorophenyloxirane 81 with N,N′-carbonyldiimidazole (CDI) was reported in [112] (Scheme 48). N,N′-Carbonyldiimidazole is used more frequently for carbonylation of amino alcohols [113]; representatives of a new class of antibacterial agents containing an oxazolidine fragment, linezolid 82, eperezolid 83, and others [114] were obtained using CDI from sugar derivatives 84 (Scheme 49).…”

Efficient Synthesis of Modified Sulfamides and Cyclosulfamides Containing Phosphonate Moieties

“…[9][10][11][12][13] Sulfamides with a higher degree of substitution are commonly synthesized by the reaction of a substituted sulfamoyl chloride with an amine in the presence of a base such as triethylamine or pyridine. [14][15][16] Phosphorus compounds containing a P-C bond are not particularly abundant in nature. Their diverse biological activities have for a long time attracted considerable synthetic and pharmacological interest.…”