CAS: 21794-55-8; (8S,10S)-8-Acetyl-6,8,10,11-Tetrahydroxy-1-Methoxy-7,8,9,10-Tetrahydrotetracene-5,12-Dione

上下游产品

daunomycin hydr°Chloride DNR 2,2'-oxybis(acetaldehyde) 7-deoxydaunomycinnone quinone methide13-dihydrodaunomycinone 7-deoxydaunomycin cis-9-acetyl-4-hydroxy-7,8,9,10-tetrahydro-6,7,9,11-tetrahydroxy-5,12-naphthacenedione daunomycinone7-O-2,3,6-tridesoxy-4'-O-p-nitrobenzoyl-3-(trifluoroacetamido)-α-L-ribo-hexopyranosyldaunomycinone

📜11-Methyl Epidaunomycinone置于三氯化硼体系中,化学反应生成阿霉素杂质31
参考文献:An Exceptional 5-Endo-trig Reversal; A Convergent Synthesis Of Daunomycinone
标题:An Exceptional 5-Endo-trig Reversal; A Convergent Synthesis Of Daunomycinone
摘要:本文介绍了一种收敛的ab + Cd途径合成多柔比星酮(1)的方法.Ab段是通过异苯并呋喃和甲基乙烯酮的diels-Alder加合物(3)进行非常规的5-内端反应裂解(3->4)合成的.Cd半部分(9)通过kraus环化技术与ab结合,提供了一个9-去氧多柔比星酮衍生物(12A),随后进行氧化反应.
Doi:10.1139/v83-116

专利信息

专利号:US-4288608-A
优先权日:1978-06-01
标题:Synthesis of anthracyclines
发明人：JOHNSON FRANCIS; KIM KYOUNG S
权利人:RESEARCH CORP
摘要:There is provided a novel method of synthesizing certain heterocyclic quinones. In particular there is provided a novel and regiospecific synthesis of 9-acetyl-6,11-dihydroxy-4-methoxy-7,8,9,10-tetrahydronaphthacene-5,12-quinone (7,9-dideoxydaunomycinone) which is known intermediate in the synthesis of daunomycinone. There is also provided a method of preparing analogs of 7,9-dideoxydaunomycinone which thus provide for the preparation of known and desired analogs of daunomycinone. Daunomycinone is a known compound which is an intermediate in the preparation of the clinically accepted naturally-occurring antitumor antibiotics daunomycin and its derivitive adriamycin.

专利号:US-5977327-A
优先权日:1996-07-23
标题 :Synthesis of annamycin
发明人：DZIEWISZEK KRZYSZTOF; PRIEBE WALDEMAR
权利人:UNIV TEXAS
摘要:An improved method for synthesis of Annamycin is described. The synthesis relies upon a method of selectively deacetylating the Annamycin precursor and purification of the deacetylated product by a filtration step. In addition, the method includes an improved method for desilylating the Annamycin precursor that utilizes acidic conditions. Lastly, improved purification methods of the final Annamycin product are disclosed.

专利号:US-4376207-A
优先权日:1980-08-18
标 题 :Chiral synthesis of amino sugars
发明人：USKOKOVIC MILAN R; WOVKULICH PETER M
权利人:HOFFMANN LA ROCHE
摘要:A simple and economic chiral synthesis of optically active methyl L-acosaminide and methyl L-daunosaminide from propenyl acetate, said methyl L-acosaminide and methyl L-daunosaminide being coupling agents for the production of known antitumor agents.

专利号:US-4324726-A
优先权日:1979-07-25
标题 :Chiral synthesis of amino sugars
发明人：USKOKOVIC MILAN R; WOVKULICH PETER M
权利人:HOFFMANN LA ROCHE
摘要:A simple and economic chiral synthesis of optically active methyl L-acosaminide and methyl L-daunosaminide from propenyl acetate, said methyl L-acosaminide and methyl L-daunosaminide being coupling agents for the production of known antitumor agents.

专利号:US-4414402-A
优先权日:1981-12-02
标 题:[2S-(2β,2S*, 3β)]-3-Aminotetrahydro-5-methoxy-α-methyl-2-furanmethanol, an intermediate in the chiral synthesis of amino sugars
发明人：USKOKOVIC MILAN R; WOVKULICH PETER M
权利人:HOFFMANN LA ROCHE
摘要:A simple and economic chiral synthesis of optically active methyl L-acosaminide and methyl L-daunosaminide from propenyl acetate, said methyl L-acosaminide and methyl L-daunosaminide being coupling agents for the production of known antitumor agents.

专利号:US-4012448-A
优先权日:1976-01-15
标题:Synthesis of adriamycin and 7,9-epiadriamycin
发明人：SMITH THOMAS H; FUJIWARA ALLAN N; HENRY DAVID W; LEE WILLIAM W
权利人:STANFORD RESEARCH INST
摘要:A process for the synthesis of adriamycin and 7,9-epiadriamycin, both active antineoplastic agents, in which 7-deoxydaunomycinone, in either the 9s or racemic (±) form, is employed as the starting material, the process in one embodiment also being productive of the useful intermediate compound 4-methoxy-6,11-dihydroxy-7,8-dihydro-5,9(10H),12-naphthacenetrione. The process involves converting 7-deoxydaunomicinone successively to daunomycinone, adriamycinone, 14-0-p-anisyldiphenylmethyladriamycinone and finally to adriamycin or to both adriamycin and 7,9-epiadriamycin. When producing the latter mixture of diastereomers, the 7-deoxydaunomycinone starting material is first converted to racemate form by a process involving the successive production of 7-deoxydaunorubicinol, 4-methoxy-6,11-dihydroxy-7,8-dihydro-5,9(10H), 12-naphthacenetrione, (±)-4-methoxy-9-cyano-6,9,11-trihydroxy-7,8,9,10-tetrahydro-5,12-naphthacenedione, (±)-4-methoxy-9-cyano-9-(2'-tetrahydropyranyloxy)-6,11-dihydroxy-7,8,9,10-tetrahydro-5,12-naphthacenedione and (±)-7-deoxydaunomycinone.