Ethyl 2-hydroxy-3-methyl-3-phenylbutanoate | 127014-70-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: Ethyl 2-hydroxy-3-methyl-3-phenylbutanoate
• CAS: 127014-70-4
• 化学式: C₁₃H₁₈O₃
• 分子量: 222.284
• InChiKey: BZCHVZQCHJMWSW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Ethyl 2-hydroxy-3-methyl-3-phenylbutanoate 在 吡啶 、 偶氮二甲酸二异丙酯 、 叠氮磷酸二苯酯 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 以78%的产率得到ethyl 2-azido-3-methyl-3-phenylbutanoate
  参考文献：
  名称：

  Generation of Iminyl Copper Species from α-Azido Carbonyl Compounds and Their Catalytic C−C Bond Cleavage under an Oxygen Atmosphere

  摘要：

  A copper-catalyzed reaction of a-azidocarbonyl compounds under an oxygen atmosphere is reported where nitriles are formed via C C bond cleavage of a transient Iminyl copper intermediate. The transformation is carried out by a sequence of denitrogenative formation of iminyl copper species from alpha-azidocarbonyl compounds and their C C bond cleavage, where molecular oxygen (1 atm) is a prerequisite to achieve the catalytic process and one of the oxygen atoms of O-2 was found to be incorporated Into the beta-carbon fragment as a carboxylic acid.

  DOI：

  10.1021/ol100522z
• 作为产物：
  描述：

  ethyl 3-methyl-2-oxo-3-phenylbutanoate 在 sodium cyanoborohydride 、 溶剂黄146 作用下， 以 乙醇 、 水 为溶剂， 生成 Ethyl 2-hydroxy-3-methyl-3-phenylbutanoate
  参考文献：
  名称：

  Generation of Iminyl Copper Species from α-Azido Carbonyl Compounds and Their Catalytic C−C Bond Cleavage under an Oxygen Atmosphere

  摘要：

  A copper-catalyzed reaction of a-azidocarbonyl compounds under an oxygen atmosphere is reported where nitriles are formed via C C bond cleavage of a transient Iminyl copper intermediate. The transformation is carried out by a sequence of denitrogenative formation of iminyl copper species from alpha-azidocarbonyl compounds and their C C bond cleavage, where molecular oxygen (1 atm) is a prerequisite to achieve the catalytic process and one of the oxygen atoms of O-2 was found to be incorporated Into the beta-carbon fragment as a carboxylic acid.

  DOI：

  10.1021/ol100522z

文献信息

• Alkanoic acid derivatives and herbicidal compositions
  申请人：KUMIAI CHEMICAL INDUSTRY CO., LTD.

  公开号：EP0347811A1

  公开（公告）日：1989-12-27

  An alkanoic acid derivative of the formula: wherein R3 is a hydrogen atom, a halogen atom, a halogen-substituted alkyl group, an alkyl group, a cycloalkyl group, an alkylthioalkyl group, a hydroxyalkyl group, a hydroxyl group, a cyano group, an acyloxyalkyl group, a thienyl group, a naphthyl group, a dihydronaphthyl group or wherein R8 is a hydrogen atom, a halogen atom, a nitro group, an alkyl group, an alkoxy group or -S(O)nR9 wherein R9 is an alkyl group, and n is an integer of from 0 to 2, m is an integer of from 0 to 2, each of R2 and R4 which may be the same or different is a hydrogen atom or an alkyl group, or R2 and R4 form together with the adjacent carbon atom a 3-, 4-, 5- or 6-membered ring which may contain an oxygen atom and may be substituted by one or two alkyl groups, each of R5 and R6 which may be the same or different is a hydrogen atom or an alkyl group, R7 is an alkyl group or a phenyl group, or R6 and R7 form -(CH2)1- wherein ℓ is an integer of 3 or 4 which may be substituted by one or two alkyl groups, or R is an alkenyl group, a dihydronaphthyl group, a tetrahydronaphthyl group, a 1-oxo-1,2,3,4-tetrahydronaphthyl group, a 1,2-epoxycycloalkyl group or an indanyl group which may be substituted by an alkyl or alkoxy group; R1 is a hydrogen atom, an alkyl group, an alkenyl group, an alkynyl group, a phenyl group, an alkylideneamino group, an alkoxyalkyl group, an alkoxycarbonylalkyl group, a halogen-substituted alkyl group, a cycloalkyl group, a nitro-substituted phenylthioalkyl group, a halogen atom or a benzyl group which may be substituted by an alkyl or alkoxy group; or R and R1 form a ring; A is an alkyl group, an alkoxy group, an alkylthio group, a halogen atom, a halogen-substituted alkoxy group, an amino group, an alkylamino group or a dialkylamino group; B is a hydrogen atom, an alkyl group, an alkoxy group or a halogen-substituted alkoxy group; X is an oxygen atom or a sulfur atom; and Z is a methine group or a nitrogen atom; and a salt thereof.

  式中的烷酸衍生物： 其中 R3 是氢原子、卤素原子、卤素取代的烷基、烷基、环烷基、烷硫基、羟烷基、羟基、氰基、酰氧基烷基、噻吩基、萘基、二氢萘基或 其中 R8 为氢原子、卤素原子、硝基、烷基、烷氧基或-S(O)nR9，其中 R9 为烷基，且 n 为 0 至 2 的整数，m 为 0 至 2 的整数，R2 和 R4 可相同或不同，其中每个 R2 和 R4 为氢原子或烷基，或 R2 和 R4 与相邻碳原子一起形成 3、4、5 或 6 元环，该环可包含一个氧原子，并可被一个或两个烷基取代、R5 和 R6 可相同或不同，各自为氢原子或烷基，R7 为烷基或苯基，或 R6 和 R7 形成-(CH2)1-，其中 ℓ 为 3 或 4 的整数，可被一个或两个烷基取代、或 R 为烯基、二氢萘基、四氢萘基、1-氧代-1,2,3,4-四氢萘基、1,2-环氧环烷基或可被烷基或烷氧基取代的茚基；R1 是氢原子、烷基、烯基、炔基、苯基、亚烷基氨基、烷氧基烷基、烷氧羰基烷基、卤素取代的烷基、环烷基、硝基取代的苯硫基烷基、卤素原子或可被烷基或烷氧基取代的苄基；或 R 和 R1 形成一个环；A 是烷基、烷氧基、烷硫基、卤素原子、卤素取代的烷氧基、氨基、烷基氨基或二烷基氨基；B 是氢原子、烷基、烷氧基或卤素取代的烷氧基；X 是氧原子或硫原子；Z 是甲硫基或氮原子；及其盐。
• US4968340A
  申请人：——

  公开号：US4968340A

  公开（公告）日：1990-11-06
• US5087289A
  申请人：——

  公开号：US5087289A

  公开（公告）日：1992-02-11
• Generation of Iminyl Copper Species from α-Azido Carbonyl Compounds and Their Catalytic C−C Bond Cleavage under an Oxygen Atmosphere
  作者：Shunsuke Chiba、Line Zhang、Gim Yean Ang、Benjamin Wei-Qiang Hui

  DOI：10.1021/ol100522z

  日期：2010.5.7

  A copper-catalyzed reaction of a-azidocarbonyl compounds under an oxygen atmosphere is reported where nitriles are formed via C C bond cleavage of a transient Iminyl copper intermediate. The transformation is carried out by a sequence of denitrogenative formation of iminyl copper species from alpha-azidocarbonyl compounds and their C C bond cleavage, where molecular oxygen (1 atm) is a prerequisite to achieve the catalytic process and one of the oxygen atoms of O-2 was found to be incorporated Into the beta-carbon fragment as a carboxylic acid.