十二氢-3A,6,6,9A-四甲基萘并[2,1-B]呋喃-2-醇置于jones Reagent体系中,用 丙酮 作为反应溶剂,以70%的收率获得产物香紫苏内酯 参考文献:Ambergis Compounds From Labdanolic Acid 标题:Ambergis Compounds From Labdanolic Acid 摘要:Labdanolic Acid (Cistus Ladaniferus) Is Transformed Into Derivatives With Amber Odor. The Strategy Used Allowed A Process In Which The Oxidative Decarboxylation Reaction Was Carried Out With The Hydroxyl Group Protected. DOI:10.1016/s0040-4020(01)92289-6
专利号:US-11214775-B2 优先权日:2018-07-10 标题:Method for biocatalytic production of terpene compounds 发明人:SCHALK MICHEL; ROCCI Letizia; SOLIS ESCALANTE DANIEL 权利人:FIRMENICH & CIE 摘要:Provided herein are biocatalytic methods of producing terpene compounds by applying a novel type of phosphatase enzyme. The method allows the fully biochemical synthesis of terpene compounds, like for example copalol and labdendiol, and derivatives thereof, which serve as valuable intermediates for the production of perfumery ingredients, such as, for example, ambrox. Also provided are novel fully biochemical multistep processes for the production of such compounds as well as novel phosphatase enzymes and mutants and variants derived therefrom.
专利号:US-5639894-A 优先权日:1990-10-09 标 题:Carbonylation of allylic alcohols and synthesis of an ambergris fragrance compound 发明人:CASSEL JONATHAN M; HOAGLAND STEVEN M; RENGA JAMES M 权利人:HENKEL KGAA 摘要:A process for the carbonylation of allylic alcohols such as nerolidol, farnesol, or their monocyclic analogues with carbon monoxide at a pressure of at least 30 bar in the presence of a polar solvent and a palladium halide catalyst, optionally an alkali metal halide salt, and optionally an alcoholic solvent. The carbonylated product may then be reduced to the corresponding alcohol, which is cyclized in the presence of Lewis or Br+E,uml o+EE nsted acids to afford an ambergris fragrance compound.
专利号:US-9193665-B2 优先权日:2013-05-27 标题 :Synthesis of galanal compounds and analogues thereof 发明人:CHEIN RONG-JIE 权利人:ACADEMIA SINICA 摘要:The present disclosure provides methods of preparing glucagon-like peptide-1 (GLP-1) receptor modulators, such as compounds of Formula (II) or (VI), or intermediates thereof. The compounds that may be prepared by the described methods are useful for regulating blood glucose levels and/or treating a disease mediated by a GLP-1 receptor (e.g., diabetes).
专利号:US-2023279170-A1 优先权日:2022-03-02 标 题:Chiral-substituted poly-n-vinylpyrrolidinones and complexes with bimetallic nanoclusters and uses thereof 发明人:HUA DUY H 权利人:UNIV KANSAS STATE 摘要:Synthesis of chiral polyvinylpyrrolidinone (CSPVP) compounds, complexes of CSPVP with a core species, such as a bimetallic nanocluster catalyst, and selective C—H bond oxidation reactions utilizing such complexes are disclosed. These reaction products can be used as reagents in the synthesis of complex organic molecules, such as bioactive products, and C—H bond oxidation of complex molecules including various drugs and natural products.
专利号:US-2024010585-A1 优先权日:2020-11-27 标 题 :Reduction by a silane in the presence of zinc catalyst 发明人:JERPHAGNON THOMAS; PASTORI JOEL 权利人:FIRMENICH & CIE 摘要:The present invention relates to the field of organic synthesis. More specifically, it concerns a process for the selective reduction of a C 3 -C 70 substrate containing one or more carbonyl or carboxylic functional groups into the corresponding 5 alcohol diol, or polyalcohol in the presence of a silane and at least one catalyst or pre-catalyst in the form of a zinc complex. The Zinc complex of formula (I) or (II) is also part of the invention.
专利号:US-10906033-B2 优先权日:2016-03-28 标题 :Synthesis and application of chiral substituted polyvinylpyrrolidinones 发明人:HUA DUY H 权利人:UNIV KANSAS STATE 摘要:Chiral polyvinylpyrrolidinone (CSPVP), complexes of CSPVP with a core species, such as a metallic nanocluster catalyst, and enantioselective oxidation reactions utilizing such complexes are disclosed. The CSPVP complexes can be used in asymmetric oxidation of diols, enantioselective oxidation of alkenes, and carbon-carbon bond forming reactions, for example. The CSPVP can also be complexed with biomolecules such as proteins, DNA, and RNA, and used as nanocarriers for siRNA or dsRNA delivery.
1: Martins MP, Ouazzani J, Arcile G, Jeller AH, de Lima JP, Seleghim MH, Oliveira AL, Debonsi HM, Venâncio T, Yokoya NS, Fujii MT, Porto AL. Biohydroxylation of (-)-ambrox®, (-)-sclareol, and (+)-sclareolide by whole cells of Brazilian marine-derived fungi. Mar Biotechnol (NY). 2015 Apr;17(2):211-8. doi: 10.1007/s10126-015-9610-7. Epub 2015 Jan 30. doi: 10.1021/ol501121v. Epub 2014 May 5. doi: 10.1021/ja303937y. Epub 2012 May 14. doi: 10.1021/acs.orglett.6b01145. Epub 2016 May 16. Epub 2015 Nov 14. 7: Ata A, Conci LJ, Betteridge J, Orhan I, Sener B. Novel microbial transformations of sclareolide. Chem Pharm Bull (Tokyo). 2007 Jan;55(1):118-23. doi: 10.1021/jo102114f. Epub 2011 Apr 14. doi: 10.1016/j.ejmech.2010.06.029. Epub 2010 Jun 25. Epub 2005 Dec 27. doi: 10.1107/S2056989015016370. eCollection 2015 Oct 1. 17: Li DD, Shi XW, Lu QQ, Li SK. Crystal structure of 2-[(1R,2R,4aS,8aS)-2-hy-droxy-2,5,5,8a-tetra-methyl-deca-hydro-naphthalen-1-yl]-N -(o-tol-yl)acetamide. Acta Crystallogr E Crystallogr Commun. 2015 Sep 26;71(Pt 10):o788-9. doi: 10.1107/S2056989015017600. eCollection 2015 Oct 1.
合成参考文献
摘要:Santana, V. C. S.; Munaretto, L. S.; de Lucca, E. C., Jr., Science of Synthesis Knowledge Updates, (2022) 1, 200. 摘要:Santana, V. C. S.; Munaretto, L. S.; de Lucca, E. C., Jr., Science of Synthesis Knowledge Updates, (2022) 1, 210. 摘要:Santana, V. C. S.; Munaretto, L. S.; de Lucca, E. C., Jr., Science of Synthesis Knowledge Updates, (2022) 1, 202. 摘要:Santana, V. C. S.; Munaretto, L. S.; de Lucca, E. C., Jr., Science of Synthesis Knowledge Updates, (2022) 1, 208. 摘要:Santana, V. C. S.; Munaretto, L. S.; de Lucca, E. C., Jr., Science of Synthesis Knowledge Updates, (2022) 1, 170.