专利号:US-4623721-A 优先权日:1984-05-23 标题 :Synthesis of L-fructose and derivatives thereof 发明人:CHEN CHYI-CHENG; WHISTLER ROY L 权利人:PURDUE RESEARCH FOUNDATION 摘要:It is disclosed that L-fructose can be produced in high yield from L-sorbose. The process involves the inversion of the hydroxyl groups on carbon atoms C3 and C4 of L-sorbose to produce L-fructose. This inversion can be accomplished in simple, commercial equipment with the aid of common reagents. L-sorbose or an appropriately blocked derivative thereof is reacted so as to introduce or create a good leaving group, preferably mesyl or tosyl, at chiral carbon C3 thereby displacing the hydroxyl previously at that position. The leaving group is then displaced, preferably under alkaline conditions, in such a way that the hydroxyl oxygen atom at chiral carbon C4 attaches to chiral carbon C3, thereby displacing the leaving group while forming a 3,4-oxirane (epoxide) ring. The 3,4-oxirane ring forms in a downward position relative to the Haworth presentation thereby inverting chiral carbon C3 during formation of the 3,4-oxirane ring. n The 3,4-oxirane ring is then opened under acidic or alkaline conditions to yield a sugar ring with a hydroxyl group in a position above the sugar ring at chiral carbon C4, and a hydroxyl group in a downward position at C3. n Removal of any remaining blocking groups yields L-fructose. This may be accomplished by acid hydrolysis. n There are also disclosed novel classes of compounds which act as intermediaries in the synthesis of L-fructose.
专利号:WO-2007039492-A1 优先权日:2005-09-26 标 题:Efficient synthesis of asymmetric epoxidation catalyst i 发明人:VIDAL I FERRAN ANTON; NIETO ALONSO NATALIA; MOLA PORQUERAS PINEDA 权利人:INST CATALA D INVESTIGACIO QUI; ICREA; VIDAL I FERRAN ANTON; NIETO ALONSO NATALIA; MOLA PORQUERAS PINEDA 摘要:A process for the preparation of chiral ketone I from diol II comprising the acetylation of diol II with an acetylating agent, preferably an acetic acid derivative, wherein said acetylation is performed in the presence of a Lewis acid. The process can further comprise additional previous steps, so that chiral ketone I can be prepared in four steps starting from D-fructose. Alternatively, a process for the preparation of chiral ketone V from diol VI comprising the acetylation of diol VI with an acetylating agent, preferably an acetic acid derivative, wherein said acetylation is performed in the presence of a Lewis acid. The process can further comprise additional previous steps, so that chiral ketone V can be prepared starting from L-fructose, L-sorbose or D-arabinose.
专利号:EP-3538239-A1 优先权日:2016-11-11 标 题 :Synthesis of d-allulose
专利号:WO-2024226703-A2 优先权日:2023-04-27 标题:Asymmetric synthesis and diversification of a stabilized salvinorin a scaffold
专利号:US-11248016-B2 优先权日:2014-04-04 标 题:Glycolipids and pharmaceutical compositions thereof for use in therapy 发明人:BOTTLEY ANDREW; HAYES CHRISTOPHER; SEYMOUR GRAHAM; GRABOWSKA ANNA; CLARKE PHILIP 权利人:UNIV NOTTINGHAM 摘要:The invention may provide, in part, compounds for use as antiproliferative, chemotherapeutic, antiviral, cell sensitising or adjuvant agents, and pharmaceutical compositions including the compounds. The compounds may be for use in treating diseases and disorders related to cell proliferation such as cancer, or in treating diseases and disorder which are linked to aberrant control of protein synthesis, such as cancer, viral infection, muscle wasting, autistic spectrum disorders, Alzheimer's disease, Huntingdon's disease and Parkinson's disease.
参考标题:Borate As A Phosphate Ester Mimic In Aldolase-Catalyzed Reactions: Practical Synthesis Ofl-Fructose Andl-Iminocyclitols 作者:Masakazu Sugiyama,Zhangyong Hong,Lisa J. Whalen,William A. Greenberg,Chi-Huey Wong |发布日期:2006.12 摘要:Dihydroxyacetone Phosphate (Dhap)-Dependent Aldolases Have Been Widely Used For The Organic Synthesis Of Unnatural Sugars Or Derivatives. The Practicality Of Using Dhap-Dependent Aldolases Is Limited By Their Strict Substrate Specificity And The High Cost And Instability Of Dhap. Here We Report That The Dhap-Dependent Aldolase L-Rhamnulose 1-Phosphate Aldolase (Rhad) Accepts Dihydroxyacetone (Dha)
合成参考文献
摘要:Clapés, P.; Fessner, W.-D., Science of Synthesis: Stereoselective Synthesis, (2011) 2, 690. 摘要:Faber, K.; Glueck, S. M., Science of Synthesis: Biocatalysis in Organic Synthesis, (2015) 1, 464. 摘要:Faber, K.; Glueck, S. M., Science of Synthesis: Biocatalysis in Organic Synthesis, (2015) 1, 471. 摘要:Faber, K.; Glueck, S. M., Science of Synthesis: Biocatalysis in Organic Synthesis, (2015) 1, 465. 参考文献:10.1007/s00253-018-9018-1 摘要:Vergne-Vaxelaire C, Mariage A, Petit JL, Fossey-Jouenne A, Guérard-Hélaine C, Darii E, Debard A, Nepert S, Pellouin V, Lemaire M, Zaparucha A, Salanoubat M, de Berardinis V. Characterization of a thermotolerant ROK-type mannofructokinase from Streptococcus mitis: application to the synthesis of phosphorylated sugars. Appl Microbiol Biotechnol. 2018 Jul;102(13):5569–83. doi: 10.1007/s00253-018-9018-1.