(R)-3-methyl-1-cyclopentadecenyl propionate(Z type)

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (R)-3-methyl-1-cyclopentadecenyl propionate(Z type)
• 英文别名: (R)-3-methyl-1-cyclopentadecenyl propionate；[(1Z,3R)-3-methylcyclopentadecen-1-yl] propanoate
• 化学式: C₁₉H₃₄O₂
• 分子量: 294.478
• InChiKey: ARQMFSJXLZTGCX-FXBHHXAOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.4
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.84
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (R)-3-methyl-1-cyclopentadecenyl propionate(Z type) 在 甲醇 、 sodium methylate 、 硫酸 作用下， 以 甲苯 、 水 为溶剂， 反应 1.0h， 以97%的产率得到麝香酮
  参考文献：
  名称：

  WO2006/126428

  摘要：

  公开号：
• 作为产物：
  描述：

  2-(E)-cyclopentadecenone 、 丙酸酐 在 O,O'-(R)-(1,1'-binaphthalene-2,2'-diyl)-N-benzyl-N-(R)-(1-phenylethyl)phosphoramidite 、 copper(II) bis(trifluoromethanesulfonate) 硫酸 、 水 作用下， 以 甲苯 为溶剂， 反应 2.5h， 以90%的产率得到(R)-3-methyl-1-cyclopentadecenyl propionate(Z type)
  参考文献：
  名称：

  WO2006/126428

  摘要：

  公开号：

文献信息

• Method of Producing Macrocyclic Ketone, and Intermediate Thereof
  申请人：Matsuda Hiroyuki

  公开号：US20070287870A1

  公开（公告）日：2007-12-13

  A process for producing muscone by methyl addition to the 1,4-conjugation of 2-cyclopentadecenone. By the process, muscone is produced in high yield not under reaction condition including an extremely low temperature and a low concentration but under practical condition. The process comprises subjecting 2-cyclopentadecenone to a 1,4-conjugation addition reaction with an organometallic methylation reagent in the presence of a copper or nickel catalyst and an enol anion scavenger to obtain a 3-methyl-1-cyclopentadecene derivative represented by General Formula (II) and then solvolyzing the enol moiety of the 3-methyl-1-cyclopentadecene derivative to obtain muscone.

  通过对2-环戊十五烯酮的1,4-共轭加成进行甲基化反应制备肉麝香的方法。该过程在实用条件下而非包括极低温度和低浓度的反应条件下高产肉麝香。该过程包括将2-环戊十五烯酮与有机金属甲基试剂在铜或镍催化剂和烯醇阴离子清除剂的存在下进行1,4-共轭加成反应，以获得由通式（II）表示的3-甲基-1-环戊十五烯衍生物，然后溶解3-甲基-1-环戊十五烯衍生物的烯醇基团以获得肉麝香。
• Method for Preparing Optically Active Compound
  申请人：Tanaka Shigeru

  公开号：US20070292925A1

  公开（公告）日：2007-12-20

  According to the present invention, there is provided a method for preparing an optically active compound, characterized in that said method comprises permitting a mixture of optical isomers relative to the carbon atom in the β-position in relation to the carbon atom bound to an esterified hydroxy group of an enol ester to hydrolyse either one optical isomer preferentially in the presence of an enzyme and allowing the carbonyl compound resulting from such hydrolysis to enrich the proportion of its isomer having either one configuration in the β-position in relation to the carbonyl group or allowing the enol ester left non-hydrolyzed to enrich the proportion of its isomer having either one configuration on the carbon atom in the β-position in relation to the carbon atom to which the esterified hydroxyl group bonds.

  根据本发明，提供了一种制备光学活性化合物的方法，其特征在于所述方法包括在酶的存在下允许与烯酮酯的酯化羟基所结合的碳原子相对的β-位的光学异构体混合物中，优先水解其中一种光学异构体，并使由此水解产生的羰基化合物富集其β-位相对于羰基团的任一构型的异构体比例，或者允许未被水解的烯酮酯富集其β-位相对于酯化羟基所结合的碳原子的任一构型的异构体比例。
• METHOD FOR PREPARING OPTICALLY ACTIVE COMPOUND
  申请人：Takasago International Corporation

  公开号：EP1813679A1

  公开（公告）日：2007-08-01

  According to the present invention, there is provided a method for preparing an optically active compound, characterized in that said method comprises permitting a mixture of optical isomers relative to the carbon atom in the β-position in relation to the carbon atom bound to an esterified hydroxy group of an enol ester to hydrolyse either one optical isomer preferentially in the presence of an enzyme and allowing the carbonyl compound resulting from such hydrolysis to enrich the proportion of its isomer having either one configuration in the β-position in relation to the carbonyl group or allowing the enol ester left non-hydrolyzed to enrich the proportion of its isomer having either one configuration on the carbon atom in the β-position in relation to the carbon atom to which the esterified hydroxyl group bonds.

  根据本发明，提供了一种制备光学活性化合物的方法、其特征在于，所述方法包括允许相对于与烯醇酯的酯化羟基结合的碳原子的 β 位上的碳原子的光学异构体混合物在酶的存在下优先水解其中一种光学异构体，并允许由这种水解产生的羰基化合物富集其具有相对于羰基的 β- 位上的一种构型的异构体的比例，或允许未水解的烯醇酯富集其具有相对于羰基的 β- 位上的一种构型的异构体的比例。位的碳原子上的一种构型的异构体的比例，或使未水解的烯醇酯富集其异构体的比例。
• OPTICALLY ACTIVE 3-METHYLCYCLOPENTADECANONE AND METHOD FOR PRODUCING INTERMEDIATE THEREOF
  申请人：Takasago International Corporation

  公开号：EP1884509A1

  公开（公告）日：2008-02-06

  Disclosed is a method for producing an optically active 3-methylcyclopentadecan-1-one which is characterized in that 2-cyclopentadecen-1-one is subjected to a 1,4-conjugate addition reaction of a methyl group by using a methylated organic metal in the presence of a copper catalyst, an enol anion scavenger and a specific optically active phosphoramidite for obtaining an optically active 3-methyl-1-cyclopentadecene derivative, and then the thus-obtained 3-methyl-1-cyclopentadecene derivative is subjected to a solvolysis.

  本发明公开了一种生产具有光学活性的 3-甲基环十五烯-1-酮的方法，其特征在于：在铜催化剂存在下，使用甲基化的有机金属，使 2-环十五烯-1-酮与一个甲基发生 1，4-共轭加成反应、烯阴离子清除剂和特定光学活性亚磷酰胺，以获得光学活性 3-甲基-1-环 十五烯衍生物，然后将由此获得的 3-甲基-1-环十五烯衍生物进行溶解。
• WO2006/51595
  申请人：——

  公开号：——

  公开（公告）日：——