CAS: 24047-72-1; (1R,2R,5R)-2-Hydroxy-2,6,6-Trimethylbicyclo[3.1.1]Heptan-3-One

该化合物是手性双环制氯酮衍生物,在皮纳骨的2处放置有氢氧基质组,其立体化学定义结构使其成为非对称合成和制药应用中有价值的中间体.该化合物具有高度对应性,确保了立体选择性变异的连续反动性.其硬性双环框架增强了稳定性,同时允许氢氧和碳基组有选择的功能化.这一产品在需要精确立体控制的香气,口味化合物和生物活性分子合成中特别有用.其明确界定的配置也有利于在受控条件下使用的手感识别和催化剂设计研究.它要求根据其骨骼和酒精功能进行适当的处理.

结构式图片

相似化合物

18680-27-8 22422-34-0 84236-04-4

上下游产品

rac-α-pinene (-)-α-pinene (1S,5R)-2,6,6-Trimethyl-bicyclo[3.1.1]heptan-3-one isopin°Camphone (2S)-2,6,6-trimethyl-3-(pyridin-3-ylmethylimino)bicyclo[3.1.1]heptan-2-ol (2R)-2,6,6-trimethyl-3-(pyridin-3-ylmethylimino)bicyclo[3.1.1]heptan-2-ol [(1R,2R,5R)-2-Hydroxy-2,6,6-trimethyl-bicyclo[3.1.1]hept-(3E)-ylideneamino]-acetic acid (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl ester [(1R,2R,5R)-2-Hydroxy-2,6,6-trimethyl-bicyclo[3.1.1]hept-(3E)-ylideneamino]-acetic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester

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    专利信息


    专利号:US-9643915-B2
    优先权日:2013-03-15
    标题:Methods for the synthesis of sphingomyelins and dihydrosphingomyelins
    发明人:ONICIU DANIELA CARMEN; HECKHOFF STEFAN; OSWALD BENOIT; REBMANN PETER; PEER ANDREAS; GONZALEZ MIGUEL; SAUTER PATRIK
    权利人:CERENIS THERAPEUTICS HOLDING SA
    摘要:The present invention includes methods for the synthesis of sphingomyelins and dihydrosphingomyelins. The present invention also includes methods for the synthesis of sphingosines and dihydrosphingosines. The present invention further includes methods for the synthesis of ceramides and dihydroceramides.

    专利号:US-9708354-B2
    优先权日:2013-03-15
    标 题:Methods for the synthesis of sphingomyelins and dihydrosphingomyelins
    发明人:ONICIU DANIELA CARMEN; HECKHOFF STEFAN; OSWALD BENOIT; REBMANN PETER; PEER ANDREAS; GONZALEZ MIGUEL; SAUTER PATRIK
    权利人:CERENIS THERAPEUTICS HOLDING SA
    摘要:The present invention includes methods for the synthesis of sphingomyelins and dihydrosphingomyelins. The present invention also includes methods for the synthesis of sphingosines and dihydrosphingosines. The present invention further includes methods for the synthesis of ceramides and dihydroceramides.

    专利号:US-5856497-A
    优先权日:1995-12-11
    标题 :Asymmetric synthesis of α-cycloalkylalkyl substituted methanamines
    发明人:ROTH GREGORY; LANDI JOHN
    权利人:BOEHRINGER INGELHEIM PHARMA
    摘要:This invention relates to process for asymmetrically producing enantiomerically pure α-cycloalkylalkyl substitututed methanamines from α-pinene. One key step of the process of this invention utilizes the oxidation product of α-pinene, hydroxy pinanone, as a chiral auxiliary to direct the stereoselective alkylation of the corresponding ketimine. This invention also relates to key intermediates useful in the processes referred to herein.

    专利号:WO-2024258613-A9
    优先权日:2023-06-16
    标题:Tetrachlorovancomycin and derivatives
    发明人:BOGER DALE
    权利人:SCRIPPS RESEARCH INST
    摘要:A total synthesis of a new class of vancomycin analogues of reduced synthetic complexity was developed. The synthesis, achieved by the addition of two aryl chloride substituents to provide tetrachlorovancomcyin aglycon (Compound II), tetrachlorovancomcyin (Compound I ), and their derivatives, permitted a streamlined total synthesis of the new class of glycopeptide antibiotics by removing atropisomer stereochemical control and enabled the simultaneous and further activated SNAr macrocyclizations that establish the tricyclic skeleton of Compound I. In addition to the antimicrobial evaluation of tetrachlorovancomycin (Compound I), the preparation of key binding pocket and peripherally-modi fied derivatives, which overcome vancomycin resistance and introduce independent and synergistic mechanisms of action, revealed their exceptional antimicrobial potency and provide the foundation for use of this new class of synthetic glycopeptide analogues. Also disclosed are a pharmaceutical composition containing bactericidal amount of tetrachlorovancomycin, a derivative thereof or a salt of either dissolved or dispersed in a pharmaceutically acceptable diluent.

    专利号:US-9790171-B2
    优先权日:2013-01-14
    标题 :Synthesis intermediates for obtaining derivatives of sphingosines, ceramides and sphingomyelins with good yields
    发明人:GUILLONEAU LOIC; DUFOUR SAMUEL; GUERRET OLIVIER
    权利人:M2I DEV
    摘要:The subject matter of the present invention is the novel molecules of formulae E, E′ and F. These molecules prove to be synthesis intermediates that are very advantageous for the manufacture of derivatives of sphingosine or of ceramides functionalized in position 1, with good yields, in which R 1 and R 2 are fatty chains, R 3 is an alkyl group and R 4 is a protective group for alcohol functions. Another subject of the invention is the use of the intermediates of type F for converting same into intermediates of type G, by means of reduction in the presence of lithium borohydride. The G molecules are precursors that are known to make it possible to obtain sphingolipids or sphingomyelin.

    专利号:EP-3363805-B1
    优先权日:2013-03-15
    标 题:Methods for the synthesis of sphingomyelins and dihydrosphingomyelins
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    合成参考文献


    参考文献:10.1016/j.ica.2011.01.020
    摘要:Hobuß D, Hasenjäger J, Driessen-Hölscher B, Baro A, Axenov KV, Laschat S, Frey W. Novel α-pinene-derived mono- and bisphosphinite ligands: Synthesis and application in catalytic hydrogenation. Inorganica Chimica Acta. 2011 Aug;374(1):94–103. doi: 10.1016/j.ica.2011.01.020.
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