Acetyl-5-bromo-6-methoxynaphthalene(1) was hydrogenated over Pd/C by bubbling H 2 into a mixture of n-BuOH, KOH(aq) and CTAB. The effects of the concentration of KOH and n(1)∶ n(Pd)∶ n(CTAB) on the hydrogenation wer...Acetyl-5-bromo-6-methoxynaphthalene(1) was hydrogenated over Pd/C by bubbling H 2 into a mixture of n-BuOH, KOH(aq) and CTAB. The effects of the concentration of KOH and n(1)∶ n(Pd)∶ n(CTAB) on the hydrogenation were investigated. Bubbling H 2 for 4.25 h at 60 ℃ into the mentioned mixture solution gave 6-methoxy-2-naphthylethanol in yield of 95.7%.展开更多
AIM:To simplify the procedure for synthesis of 2′ acetyl 12 hydroxy 2,3,10,11 dianhydro 6 O methyl erythromycin A(7). METHOD:Selective removal of the cladinose residue of clarithromycin was accomplished by the treatm...AIM:To simplify the procedure for synthesis of 2′ acetyl 12 hydroxy 2,3,10,11 dianhydro 6 O methyl erythromycin A(7). METHOD:Selective removal of the cladinose residue of clarithromycin was accomplished by the treatment with aqueous HCl at room temperature. Acetylation with acetic anhydride/triethylamine in methylene chloride provided the 2′ protected macrolide(9) with high yield. Then 2′ acetyl 12 hydroxy 2,3,10,11 dianhydro 6 O methyl erythromycin A(7) was synthesized from 9 which was treated with excess p toluenesulfonic acid and triethyl orthoformate at 50 ℃ in acetone.RESULT:The overall yield was 27%. The structure of the product was confirmed by IR,MS,NMR and elemental analysis. CONCLUSION: Our synthetic procedure of 7 was shorter and more convenient than that reported by Abbott Laboratories.展开更多
文摘Acetyl-5-bromo-6-methoxynaphthalene(1) was hydrogenated over Pd/C by bubbling H 2 into a mixture of n-BuOH, KOH(aq) and CTAB. The effects of the concentration of KOH and n(1)∶ n(Pd)∶ n(CTAB) on the hydrogenation were investigated. Bubbling H 2 for 4.25 h at 60 ℃ into the mentioned mixture solution gave 6-methoxy-2-naphthylethanol in yield of 95.7%.
文摘AIM:To simplify the procedure for synthesis of 2′ acetyl 12 hydroxy 2,3,10,11 dianhydro 6 O methyl erythromycin A(7). METHOD:Selective removal of the cladinose residue of clarithromycin was accomplished by the treatment with aqueous HCl at room temperature. Acetylation with acetic anhydride/triethylamine in methylene chloride provided the 2′ protected macrolide(9) with high yield. Then 2′ acetyl 12 hydroxy 2,3,10,11 dianhydro 6 O methyl erythromycin A(7) was synthesized from 9 which was treated with excess p toluenesulfonic acid and triethyl orthoformate at 50 ℃ in acetone.RESULT:The overall yield was 27%. The structure of the product was confirmed by IR,MS,NMR and elemental analysis. CONCLUSION: Our synthetic procedure of 7 was shorter and more convenient than that reported by Abbott Laboratories.
