CAS: 10136-65-9; 2-Hydroxy-2,6,6-Trimethylbicyclo[3.1.1]Heptan-3-One

该化合物是一种双环氯酮衍生物,在2位置上有一个氢氧基的组,具有独特的反应性和结构特征.它由皮纳骨骼产生的硬性双环框架增强了稳定性和立体化学控制,使其在合成有机化学中具有价值.由于存在氯酮和氢氧功能,因此可以进行选择性的修改,使精细化学合成和手工业中间生产的应用得以进行.该化合物定义的立体化学对不对称合成有利,特别是在制备梯质和芳香化合物方面.它在不同条件下的稳定进一步支持其在多步合成途径中的实用性.

结构式图片

物理性质

MSDS等安全信息

    上下游产品

    4,6,6-三甲基二环[3.1.1]庚烷-3,4-二醇 Pinanediol 53404-49-2
    (+)-Pinanediol

    合成工艺路线路线简述

      📜2-蒎烯聚合物 以40.6的收率获得2-羟基-2,6,6-三甲基双环[3.1.1]庚烷-3-酮
      参考文献:Organic Process Research And Development 1997,1,331-338
      标题:Organic Process Research And Development 1997,1,331-338

      海关参考信息

      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: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

      专利号:EP-3842443-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


      摘要:Annales Pharmaceutiques Francaises., 9(338), 1951 []
      参考文献:10.1007/bf01388170
      摘要:Calmes M, Daunis J. How to build optically active alpha-amino acids. Amino Acids. 1999;16(3-4):215–50. doi: 10.1007/bf01388170.
      参考文献:10.1007/bf01388176
      摘要:Bouifraden S, Drouot C, el Hadrami M, Guenoun F, Lecointe L, Mai N, Paris M, Pothion C, Sadoune M, Sauvagnat B, Amblard M, Aubagnac JL, Calmes M, Chevallet P, Daunis J, Enjalbal C, Fehrentz JA, Lamaty F, Lavergne JP, Lazaro R, Rolland V, Roumestant ML, Viallefont P, Vidal Y, Martinez J. Some of the amino acid chemistry going on in the Laboratory of Amino Acids, Peptides and Proteins. Amino Acids. 1999;16(3-4):345–79. doi: 10.1007/bf01388176.
      参考文献:10.1021/jo800028q
      摘要:Bhatti BS, Strachan JP, Breining SR, Miller CH, Tahiri P, Crooks PA, Deo N, Day CS, Caldwell WS. Synthesis of 2-(pyridin-3-yl)-1-azabicyclo[3.2.2]nonane, 2-(pyridin-3-yl)-1-azabicyclo[2.2.2]octane, and 2-(pyridin-3-yl)-1-azabicyclo[3.2.1]octane, a class of potent nicotinic acetylcholine receptor-ligands. J Org Chem. 2008 May 02;73(9):3497–507. doi: 10.1021/jo800028q.
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