CAJ | 학술논문

截短侧耳素经苯磺酰化后经1-氨基-2-甲基丙-2-硫醇盐酸盐取代,得到[(2.氨基-1,1-二甲基乙基)硫基]乙酸(3aS,4R,5S,6S,8R,9R,9aR,10R)-6-乙烯基十氢-5-羟基-4,6,9,10-四甲基-1-氧代-3a,9-丙醇-3aH-环戊二烯并环辛烯-8-基酯(5).另用D-缬氨酸和乙酰乙酸甲酯反应后,与氯甲酸异丁酯成酸酐,与5成酰胺后用盐酸脱保护,制得抗生素盐酸沃尼妙林,总收率约为64%(以截短侧耳素计).
절단측이소경분광선화후경1-안기-2-갑기병-2-류순염산염취대,득도[(2.안기-1,1-이갑기을기)류기]을산(3aS,4R,5S,6S,8R,9R,9aR,10R)-6-을희기십경-5-간기-4,6,9,10-사갑기-1-양대-3a,9-병순-3aH-배무이희병배신희-8-기지(5).령용D-힐안산화을선을산갑지반응후,여록갑산이정지성산항,여5성선알후용염산탈보호,제득항생소염산옥니묘림,총수솔약위64%(이절단측이소계).
Valnemulin hydrochloride was synthesized by reaction from D-valine with methyl acetoacetate, anhydridisation with isobutyl chloroformate, amidation with [(2-amino-l,l-dimethylethyl)thio]acetic acid (3a5,4R,5S,6S,8R,9R,9aR,10R)-6-ethenyldecahydro-5-hydroxy-4,6,9,10-tetramethyl-1-oxo-3a,9-propano-3aH-cyclopentacycloocten-8-yl ester (5) followed by deprotection with hydrochloric acid. Compound 5 was prepared from pleuromutilin by tosylation and substitution with l-amino-2-methylpropane-2-thiol hydrochloride. The overall yield was about 64% (based on pleuromutilin).