新产品编号:576357

合成路线:The title erythromycin O-(phenoxypropyl)oxime was prepared by alkylation of the known erythromycin A 9-oxime (I) with 3-phenoxypropyl bromide (II) under phase-transfer conditions in the presence of KOH and tetrabutylammonium iodide in THF.

合成路线:The reaction of erythromycin A (I) with hydroxylamine in pyridine gives the corresponding oxime (II),which is alkylated with 3-cyclohexylpropyl bromide (III),KOH and tetrabutylammonium iodide in THF to yield the O-alkylated oxime (IV).The reaction of (IV) with Ac2O in pyridine affords the diacetoxyerythromycin A (V),which is finally selectively monodeacetylated in methanol at room temperature to provide the target 4''-O-acetyl derivative.

参考文献标题:Erythromycin derivs.
文献作者:Yoshida,T.; Narita,K.; Kato,H.; Kado,N.; Nishimoto,A.(Hokuriku Seiyaku Co.,Ltd.)
参考来源:EP 1167375; JP 2000351794; WO 0061593


合成路线:The title erythromycin O-(phenoxypropyl)oxime was prepared by alkylation of the known erythromycin A 9-oxime (I) with 3-phenoxypropyl bromide (II) under phase-transfer conditions in the presence of KOH and tetrabutylammonium iodide in THF.
参考文献标题:Studies of macrolide antibiotics I.Synthesis and antibacterial activity of erythromycin A 9-O-substituted oxime ether derivatives against Mycobacterium avium complex
文献作者:Nishimoto,A.; Narita,K.; Ohmoto,S.; Takahashi,Y.; Yoshizumi,S.; Yoshida,T.; Kado,N.; Okezaki,E.; Kato,H.
参考来源:Chem Pharm Bull 2001,49(9),1120