isopropenyl butyrate | 69638-92-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: isopropenyl butyrate
• 英文别名: Buttersaeure-isopropenylester；Prop-1-en-2-yl butanoate
• CAS: 69638-92-2
• 化学式: C₇H₁₂O₂
• 分子量: 128.171
• InChiKey: PDBWEHKCAUAROT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  9
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.57
• 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：

  isopropenyl butyrate 生成 α-Butyryl-β-chlor-propenyl-phosphonsaeurechlorid
  参考文献：
  名称：

  Lusenko,I.F. et al., Journal of general chemistry of the USSR, 1961, vol. 31, # 6, p. 1897 - 1901

  摘要：

  DOI：
• 作为产物：
  描述：

  丁酸酐 、 乙酸异丙烯酯 在 硫酸 作用下， 生成 isopropenyl butyrate
  参考文献：
  名称：

  Reaction of enol esters with anhydrides

  摘要：

  公开号：

  US02466738A1

文献信息

• METHOD OF PRODUCING BICYCLO[3.1.0] HEXANE DERIVATIVE USING ENZYME
  申请人：HIROTSUKA Mitsuaki

  公开号：US20110065934A1

  公开（公告）日：2011-03-17

  Production of a bicyclo[3.1.0]hexane derivative, useful as a metabotropic glutamate receptor modulator, becomes possible by a production method that includes converting a compound represented by Formula (II) into a compound represented by Formula (III) by reaction with an acyl group donor in the presence of a microorganism-derived enzyme, without using an expensive optically active trans hydroxy ester as a starting material and without employing a fluorination reaction requiring an ultralow temperature reaction. Furthermore, since asymmetric synthesis can be carried out in a stage closer to the final product, the production method is useful as a production method that can mass produce a bicyclo[3.1.0]hexane derivative.

  通过在微生物来源的酶存在下，通过将由式（II）表示的化合物与酰基供体反应转化为由式（III）表示的化合物的生产方法，可以生产出一种作为代谢型谷氨酸受体调节剂有用的脱氢脂肪酸衍生物，而无需使用昂贵的光学活性反式羟基酯作为起始物质，也无需进行需要超低温反应的氟化反应。此外，由于不对称合成可以在接近最终产品的阶段进行，因此该生产方法可作为一种可以大规模生产脱氢脂肪酸衍生物的生产方法。
• PROCESS FOR PRODUCING OPTICALLY ACTIVE BICYCLO [3.1.0] HEXANE DERIVATIVE USING ENZYME
  申请人：Sasaki Joji

  公开号：US20120232304A1

  公开（公告）日：2012-09-13

  There is provided a process for producing a bicyclo [3.1.0] hexane derivative represented by the formula (I) and a salt thereof including; causing an enzyme to act on an optically inactive compound represented by the formula (II) causing an asymmetric acylation reaction and a highly-stereoselective conversion to an optically active compound represented by the formula (III); and converting the compound represented by the formula (III) to the compound represented by the formula (I) or a salt thereof.

  提供了一种制备式(I)表示的双环[3.1.0]己烷衍生物及其盐的方法，包括：使酶作用于式(II)表示的光学非活性化合物，引发不对称酰化反应和高度立体选择性转化，得到式(III)表示的光学活性化合物；并将式(III)表示的化合物转化为式(I)表示的化合物或其盐。
• THE DIPHENYLBORYL HEXACHLOROANTIMONATE PROMOTED FRIEDEL–CRAFTS ACYLATION REACTION
  作者：Teruaki Mukaiyama、Hitoshi Nagaoka、Masahiro Ohshima、Masahiro Murakami

  DOI：10.1246/cl.1986.165

  日期：1986.2.5

  In the presence of a catalytic amount of diphenylboryl hexachloroantimonate(Ph2BSbCl6), acid chlorides or acid anhydrides react smoothly with aromatic compounds such as anisole and veratrole to give the corresponding aromatic ketones in good yields under mild conditions. Diphenylboryl hexachloroantimonate also activates acyl enolates in the Friedel–Crafts acylation reaction to give the aromatic ketones in good yields under almost neutral conditions.

  在催化剂量的二苯基硼六氯锑(Ph2BSbCl6)存在下，酸氯化物或酸酐与芳香化合物（如茴香醚和紫檀醚）反应顺利，在温和条件下生成相应的芳香酮，且产率良好。二苯基硼六氯锑也能激活酰基烯醇盐，在Friedel–Crafts酰化反应中以良好的产率生成芳香酮，且几乎在中性条件下进行。
• [EN] PROCESS FOR THE PRODUCTION OF ESTETROL<br/>[FR] PROCÉDÉ DE PRODUCTION D'ESTÉTROL
  申请人：ESTETRA S A

  公开号：WO2013050553A1

  公开（公告）日：2013-04-11

  The present invention relates to a process for the preparation of a compound of formula (I), hydrates or solvates thereof; (I) said process comprising the steps of a) reacting a compound of formula (II), with an acylating or a silylating agent to produce a compound of formula (III), (II) (III) wherein P1 is a protecting group selected from R1CO-, or R2Si(R3)(R4)-, P2 is a protecting group selected from (R6R5R7)C-CO-, or (R2)Si(R3)(R4)-, wherein R1 is a group selected from C1-6alkyl or C3-6cycloalkyl, each group being optionally substituted by one or more substituents independently selected from fluoro or C1-4alkyl; R2, R3 and R4 are each independently a group selected from C1-6alkyl or phenyl, each group being optionally substituted by one or more substituents independently selected from fluoro or C1-4alkyl; R5 is a group selected from C1-6alkyl or phenyl, each group being optionally substituted by one or more substituents independently selected from fluoro or C1-4alkyl; R6 and R7 are each independently hydrogen or a group selected from C1-6alkyl or phenyl, each group being optionally substituted by one or more substituents independently selected from fluoro or C1-4alkyl; b) reacting the compound of formula (III) in the presence of at least one oxidizing agent selected from permanganate salt, osmium oxide, hydrogen peroxide, or iodine and silver acetate to produce compound of formula (IV); and (IV)5 c) deprotecting the compound of formula (IV) to produce compound of formula (I).

  本发明涉及一种用于制备化合物的过程，其化学式为(I)，以及其水合物或溶剂合物；(I)所述过程包括以下步骤：a)将化合物的化学式为(II)与酰化剂或硅烷化剂反应，生成化合物的化学式为(III)，其中P1是从R1CO-或R2Si(R3)(R4)-中选择的保护基，P2是从(R6R5R7)C-CO-或(R2)Si(R3)(R4)-中选择的保护基，其中R1是从C1-6烷基或C3-6环烷基中选择的基团，每个基团可以选择一个或多个独立选择的氟或C1-4烷基取代基；R2、R3和R4分别独立选择自C1-6烷基或苯基，每个基团可以选择一个或多个独立选择的氟或C1-4烷基取代基；R5是从C1-6烷基或苯基中选择的基团，每个基团可以选择一个或多个独立选择的氟或C1-4烷基取代基；R6和R7分别独立选择氢或从C1-6烷基或苯基中选择的基团，每个基团可以选择一个或多个独立选择的氟或C1-4烷基取代基；b)在存在至少一种氧化剂的情况下，将化学式为(III)的化合物与高锰酸盐、氧化铼、过氧化氢或碘和乙酸银反应，生成化学式为(IV)的化合物；以及c)去保护化学式为(IV)的化合物，生成化学式为(I)的化合物。
• [EN] PROCESS FOR THE PRODUCTION OF ESTETROL INTERMEDIATES<br/>[FR] PROCÉDÉ POUR LA PRODUCTION D'INTERMÉDIAIRES D'ESTÉTROL
  申请人：ESTETRA S A

  公开号：WO2012164096A1

  公开（公告）日：2012-12-06

  The present invention relates to a process for the preparation of a compound of formula (I) said process comprising the steps of : a) reacting a compound of formula (II), with an acylating or a silylating agent to produce a compound of formula (III), wherein P1 and P2 are each independently a protecting group selected from R2-Si-R3R4, or R1CO-, wherein R1 is a group selected from C1-6alkyl or C3-6cycloalkyl, each group being optionally substituted by one or more substituents independently selected from fluoro or C1-4alkyl; R2, R3 and R4 are each independently a group selected from C1-6alkyl or phenyl, each group being optionally substituted by one or more substituents independently selected from fluoro or C1-4alkyl; b) reacting the compound of formula (III) in the presence of palladium acetate or a derivative thereof to produce compound of formula (IV); and c) reacting the compound of formula (IV) with a reducing agent to produce compound of formula (I).

  本发明涉及一种制备化合物的方法，其化学式为(I)，所述方法包括以下步骤：a)将化合物的化学式为(II)与酰化剂或硅化剂反应，生成化合物的化学式为(III)，其中P1和P2分别独立地为选自R2-Si-R3R4或R1CO-的保护基，其中R1是选自C1-6烷基或C3-6环烷基的基团，每个基团可选择性地被一个或多个氟或C1-4烷基取代；R2、R3和R4分别独立地为选自C1-6烷基或苯基的基团，每个基团可选择性地被一个或多个氟或C1-4烷基取代；b)在钯醋酸或其衍生物存在下，将化合物的化学式为(III)反应，生成化合物的化学式为(IV)；c)将化合物的化学式为(IV)与还原剂反应，生成化合物的化学式为(I)。