RIG-200

N-(S-亚硝基-N-乙酰-D,L-青霉胺)-2-氨基-2-脱氧-1,3,4,6-四-O-乙酰-β-D-葡萄糖吡酯酶Chemical Name: 2-(N-Acetyl-S-nitroso-D-penicillamido)-2-deoxy-1,3,4,6-tetra-O-acetyl-beta-D-glucopyranose; 1,3,4,6-Tetra-O-acetyl-2-[2(S)-(acetylamino)-3-methyl-3-(nitrososulfanyl)butyramido]-2-deoxy-beta-D-glucopyranose
CAS No. 202656-49-3
项目整合开发状态: Phase I
项目研究机构: University of St. Andrews (Originator)
合成路线:Condensation of glucosamine (I) with anisaldehyde (II) gave imine (III).Subsequent acetylation of (III) with Ac2O in pyridine produced the tetra O-acetate (IV).The imine group of (IV) was then hydrolyzed with HCl in aqueous acetone to afford,after basic work-up,glucosamine tetraacetate (V),which was coupled with N-acetyl penicillamine using 1-cyclohexyl-3-(2-morpholinoethyl)carbodiimide metho-p-toluenesulfonate to yield amide (VII).Finally,nitrosation of the mercapto group of (VII) with NaNO2 and HCl furnished the title compound.