专利号:US-6927291-B2 优先权日:2001-03-01 标 题:Method for the synthesis of 2′,3′-dideoxy-2′,3′-didehydronucleosides 发明人:JIN FUQIANG; CONFALONE PASQUALE N 权利人:PHARMASSET LTD 摘要:An efficient synthetic route to antiviral 2′,3′-dideoxy-2′,3′-didehydro-nucleosides, such as 2′,3′-dideoxy and 2′- or 3′-deoxyribo-nucleoside analogs, from available precursors is disclosed, with the option of introducing functionality as needed. In one embodiment, a method for the preparation of β-D and β-L-2′,3′-dideoxy-2′,3′-didehydro-nucleosides is described that includes: activating a compound of structure (1) n n nwherein B is a pyrimidine or purine base and Y is O, S or CH 2 with an acyl halide of the formula X—C(â•?O)R 1 , X—C(â•?O)C(R 1 ) 2 OC(â•?O)R 1 or X—C(â•?O)OR 1 (wherein X is a halogen, and each R 1 is independently hydrogen, lower alkyl, alkyl, aryl or phenyl); reducing the resulting compound with a reducing agent to form a 2′,3′-dideoxy-2′,3′-didehydro-nucleoside; and optionally deprotecting the nucleoside. The haloacylation of the first step can form the 2′-acyl-3′-halonucleoside, the 3′-acyl-2′-halonucleoside, or a mixture thereof.
专利号:CA-2439836-A1 优先权日:2001-03-01 标 题 :Method for the synthesis of 2',3'-dideoxy-2',3'-didehydronucleosides
专利号:US-2005250946-A1 优先权日:2001-03-01 标 题 :Method for the synthesis of 2',3'-dideoxy-2',3'-didehydronucleosides
专利号:CN-1505635-A 优先权日:2001-03-01 标题 :Method for the synthesis of 2',3'-dideoxy-2',3'-didehydronucleosides
专利号:US-2002198224-A1 优先权日:2001-03-01 标 题:Method for the synthesis of 2',3'-dideoxy-2',3'-didehydronucleosides
专利号:WO-02070533-A2 优先权日:2001-03-01 标题 :Method for the synthesis of 2',3'-dideoxy-2',3'-didehydronucleosides
参考标题:Expanding Ester Biosynthesis In Escherichia Coli 作者:Gabriel M Rodriguez,Yohei Tashiro,Shota Atsumi |发布日期:2014.4 摘要:The Use Of Coa Thioester Intermediates Drives Formation Of Small- And Medium-Sized Esters In Metabolically Engineered E. Coli Cells, Including Doubly Branched Chains Generated With Enzymes From Amino Acid Degradation Pathways. To Expand The Capabilities Of Whole-Cell Biocatalysis, We Have Engineered Escherichia Coli To Produce Various Esters. The Alcohol O-Acyltransferase (Atf) Class Of Enzyme Uses Acyl-Coa Units For Ester Formation. The Release Of Free Coa Upon Esterification With An Alcohol Provides The Free Energy To Facilitate Ester Formation. The Diversity Of Coa Molecules Found In Nature In Combination With Various Alcohol Biosynthetic Pathways Allows For The Biosynthesis Of A Multitude Of Esters. Small To Medium Volatile Esters Have Extensive Applications In The Flavor, Fragrance, Cosmetic, Solvent, Paint And Coating Industries. The Present Work Enables The Production Of These Compounds By Designing Several Ester Pathways In E. Coli. The Engineered Pathways Generated Acetate Esters Of Ethyl, Propyl, Isobutyl, 2-Methyl-1-Butyl, 3-Methyl-1-Butyl And 2-Phenylethyl Alcohols. In Particular, We Achieved High-Level Production Of Isobutyl Acetate From Glucose (17.2 G Lâ1). This Strategy Was Expanded To Realize Pathways For Tetradecyl Acetate And Several Isobutyrate Esters.
合成参考文献
参考文献:10.1007/s11306-018-1357-5 摘要:Lawal O, Knobel H, Weda H, Nijsen TME, Goodacre R, Fowler SJ, the BreathDx consortium. TD/GC–MS analysis of volatile markers emitted from mono- and co-cultures of Enterobacter cloacae and Pseudomonas aeruginosa in artificial sputum. Metabolomics. 2018 Apr 26;14(5):66. doi: 10.1007/s11306-018-1357-5.