LY-267108
伪红霉素 A 烯醇醚Chemical Name: 3(S)-(2,6-Dideoxy-3-C,3-O-dimethyl-alpha-L-altropyranosyloxy)-11(R)-[1(R),2(R)-dihydroxy-1-methylbutyl]-6(R),9-epoxy-2(R),4(S),6,8,10(R)-pentamethyl-5(R)-[3,4,6-trideoxy-3-(dimethylamino)-beta-D-glucopyranosyloxy]-8-undecenolide; [2R-[2R*,3R*(1R*,2R*),6R*,7S*,8S*,9R*,10R*]]-7-[(2,6-Dideoxy-3-C-methyl-3-O-methyl-alpha-L-ribo-hexopyranosyl)oxy]-3-(1,2-dihydroxy-1-methylbutyl)-2,6,8,10,12-pentamethyl-9-[[3,4,6-trideoxy-3-(dimethylamino)-beta-D-xylo-hexopyranosyl]oxy]-4,13-dioxabicyclo[8.2.1]tridec-12-en-5-one
CAS No. 105882-69-7
项目整合开发状态: Preclinical
项目研究机构: Lilly (Originator)
合成路线:Intramolecular cyclization of erythromycin A (I) under acidic conditions yields its 8,9-anhydro-6,9-hemiketal derivative (II).Subsequent intramolecular trans-lactonization of (II) under basic conditions produces the ring-contracted compound,LY267108.It has also been synthesized from erythromycin in a single step by heating the latter in a 3:1 mixture of pyridine and acetic acid.
📌 参考资料/链接：
参考文献标题:Synthesis of ring-contracted derivatives of erythromycin
文献作者:Kirst,H.A.; Wind,J.A.; Paschal,J.W.
参考来源:J Org Chem 1987,52(19),4359-62
📄 详细内容
合成路线:Intramolecular cyclization of erythromycin A (I) under acidic conditions yields its 8,9-anhydro-6,9-hemiketal derivative (II).Subsequent intramolecular trans-lactonization of (II) under basic conditions produces the ring-contracted compound,LY267108.It has also been synthesized from erythromycin in a single step by heating the latter in a 3:1 mixture of pyridine and acetic acid.
参考文献标题:Identification of novel erythromycin derivatives in mother liquor concentrates of Streptomyces erythraeus
文献作者:Kibwage,I.O.; Janssen,G.; Busson,R.; Hoogmartens,J.; Vanderhaeghe,H.; Verbist,L.
参考来源:J Antibiot 1987,40(1),1-6
合成路线:Intramolecular cyclization of erythromycin A (I) under acidic conditions yields its 8,9-anhydro-6,9-hemiketal derivative (II).Subsequent intramolecular trans-lactonization of (II) under basic conditions produces the ring-contracted compound,LY267108.It has also been synthesized from erythromycin in a single step by heating the latter in a 3:1 mixture of pyridine and acetic acid.
参考文献标题:Translactonization in erythromycins
文献作者:Janssen,G.; Hoogmartens,J.; Kibwage,I.O.; Vanderhaeghe,H.; Bracke,J.; Busson,R.
参考来源:J Org Chem 1987,52(6),990-6
合成路线:Intramolecular cyclization of erythromycin A (I) under acidic conditions yields its 8,9-anhydro-6,9-hemiketal derivative (II).Subsequent intramolecular trans-lactonization of (II) under basic conditions produces the ring-contracted compound,LY267108.It has also been synthesized from erythromycin in a single step by heating the latter in a 3:1 mixture of pyridine and acetic acid.
参考文献标题:LY267108
文献作者:Kirst,H.A.; Greenwood,B.; Gidda,J.S.
参考来源:Drugs Fut 1992,17(1),18
合成路线:Intramolecular cyclization of erythromycin A (I) under acidic conditions yields its 8,9-anhydro-6,9-hemiketal derivative (II).Subsequent intramolecular trans-lactonization of (II) under basic conditions produces the ring-contracted compound,LY267108.It has also been synthesized from erythromycin in a single step by heating the latter in a 3:1 mixture of pyridine and acetic acid.
参考文献标题:Acid degradation of erythromycin A and erythromycin B
文献作者:Kurath,P.; Egan,R.S.; Jones,P.H.; Perun,T.J.
参考来源:Experientia 1971,27(4),362
产品链接: CAS No. 105882-69-7››