2-amino-1,1-diphenyl-butan-1-ol | 128915-98-0

• 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: 2-amino-1,1-diphenyl-butan-1-ol
• 英文别名: (+/-)-Diphenyl-1,1-amino-2-butanol-1)；2-Amino-1,1-diphenylbutan-1-ol
• CAS: 128915-98-0
• 化学式: C₁₆H₁₉NO
• 分子量: 241.333
• InChiKey: JRNWOPXJUQQWDO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  46.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-amino-1,1-diphenyl-butan-1-ol 生成 N-[1-(α-hydroxy-benzhydryl)-propyl]-benzamide
  参考文献：
  名称：

  THE REACTION OF GRIGNARD REAGENTS WITH OXIMES. II. THE ACTION OF ARYL GRIGNARD REAGENTS WITH MIXED KETOXIMES

  摘要：

  DOI：

  10.1021/jo01189a015
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 硫酸 作用下， 生成 2-amino-1,1-diphenyl-butan-1-ol
  参考文献：
  名称：

  THE ACTION OF GRIGNARD REAGENTS ON OXIMES. III. THE MECHANISM OF THE ACTION OF ARYLMAGNESIUM HALIDES ON MIXED KETOXIMES. A NEW SYNTHESIS OF ETHYLENEIMINES

  摘要：

  DOI：

  10.1021/jo01189a016

文献信息

• Influence des substituants sur la vitesse de racémisation des cétones à carbone dissymétrique en alpha
  作者：A. K. Mills、A. E. Wilder Smith

  DOI：10.1002/hlca.19600430705

  日期：——

  The rates of racemisation, under constant conditions of pH and temperature, of two series of ketones with an asymmetric C-atom in α have been determined. As would be expected, substituents in the α position to the keto group influence the rate of racemisation, and it has been found possible to assess the relative electron donating or electron attracting effect of aliphatic, aliphatic-aromatic or aromatic

  确定了在恒定的pH和温度条件下，α原子中具有不对称C原子的两个酮的外消旋化速率。如所期望的，在酮基的α位上的取代物影响外消旋化的速率，并且已经发现可以通过测量它们对脂族，脂族-芳族或芳族取代基的相对给电子或吸电子效应进行评估。含有所考虑的替代品的酮的外消旋化速率。
• Process for producing optically active amines
  申请人：SUMITOMO CHEMICAL COMPANY, LIMITED

  公开号：EP0485069A1

  公开（公告）日：1992-05-13

  Disclosed is a process for producing an optically active amine represented by the formula (IV) wherein R₇ and R₈ each independently denote an alkyl group, aryl group or aralkyl group which said alkyl, aryl or aralky group is optionally substitued, providing that they do not denote the same specific group at the same time, and * indicates an asymmetric carbon atom, which comprises reacting an asymmetric reducing agent obtained from (1) an optically active amine derivative represented by the formula (I) wherein R₁ denotes an alkyl group, aryl group, or aralkyl group; R₂ denotes a hydrogen atom, alkyl group or aralkyl group; R₃ denotes an alkyl group, an aryl group which said alkyl or aryl group is optionally substituted, or a substituent represented by the formula (II) wherein R₄ and R₅ each independently denote a hydrogen atom, alkyl group, aryl group or aralkyl group which said alkyl, aryl or aralkyl group is optionally substituted and * is a defined above, (2) a metal borohydride and (3) sulfuric acid, with either the syn-isomer or the anti-isomer of an oxime derivative represented by the formula (III) or with a mixture rich in either one of the two isomers wherein R₆ denotes an alkyl group, aralkyl group or alkyl-substituted silyl group, and R₇ and R₈ are as defined above. The optically active amine obtained can be used as a resolving agent for preparing medicinal agents, agricultural chemicals, or intermediates thereof.

  本发明公开了一种由式（IV）表示的光学活性胺的生产工艺 其中，R₇ 和 R₈ 各自独立地表示烷基、芳基或芳烷基，所述烷基、芳基或芳烷基可任选地被取代，但它们不能同时表示相同的特定基团，且 * 表示不对称碳原子，该工艺包括使由 (1) 式 (I) 所代表的光学活性胺衍生物得到的不对称还原剂进行反应 其中 R₁ 表示烷基、芳基或芳烷基；R₂ 表示氢原子、烷基或芳烷基；R₃ 表示烷基、芳基（所述烷基或芳基被任选取代）或式 (II) 所代表的取代基 其中，R₄ 和 R₅ 各自独立地表示氢原子、烷基、芳基或芳烷基，其中所述烷基、芳基或芳烷基任选被取代，且 * 如上定义；(2) 金属硼氢化物；(3) 硫酸、 与式 (III) 所代表的肟衍生物的同分异构体或反异构体，或与富含这两种异构体中任何一种的混合物混合 其中 R₆ 表示烷基、芳烷基或烷基取代的硅烷基，R₇ 和 R₈ 如上定义。 得到的光学活性胺可用作制备药剂、农药或其中间体的溶解剂。
• Process for producing optically active carbinols
  申请人：SUMIKA FINE CHEMICALS Company, Limited

  公开号：EP0713848A1

  公开（公告）日：1996-05-29

  The present invention relates to a process for producing optically active halomethyl phenyl carbinols of the formula (1), comprising reducing halomethyl phenyl ketones of the formula (2) using an asymmetric reducing agent obtained from boranes and optically active α-phenyl-substituted-β-amino alcohols of the formula (3) or optically active α-non-substituted-β-amino alcohols of the formula (4). The present invention further relates to a process for producing optically active carbinols, comprising reacting with an unsymmetric ketone, an asymmetric reducing agent obtained from optically active β-amino alcohols of the formula (5), a metal boron hydride and Lewis acid or lower dialkyl sulfuric acid.

  本发明涉及一种生产光学活性的式(1)卤代甲基苯基甲醇的工艺，包括使用从硼烷和光学活性的式(3)α-苯基取代-β-氨基醇或光学活性的式(4)α-非取代-β-氨基醇中得到的不对称还原剂还原式(2)卤代甲基苯基酮。 本发明还涉及一种生产光学活性烷醇的工艺，包括与不对称酮、从式（5）光学活性β-氨基醇中得到的不对称还原剂、金属硼氢化物和路易斯酸或低级二烷基硫酸反应。
• Processes for preparing optically active alcohols and optically active amines
  申请人：SUMITOMO CHEMICAL COMPANY, LIMITED

  公开号：EP0736509A2

  公开（公告）日：1996-10-09

  A process for preparing an optically active alcohol by reacting a prochiral ketone corresponding to the optically active alcohol and an acid with a mixture of (1) a boron-containing compound selected from the group consisting of i) a borane compound which is obtained from an optically active β-aminoalcohol and a boron hydride; or obtained from the optically active β-aminoalcohol, a metal borohydride and an acid and ii) an optically active oxazaborolidine and (2) a metal borohydride; and a process for preparing an optically active amine by reacting an oxime derivative and an acid with a mixture of (1) a boron-containing compound selected from the group consisting of i) a borane compound which is obtained from an optically active β-aminoalcohol and a boron hydride, or obtained from said optically active β-aminoalcohol, a metal borohydride and an acid and ii) an optically active oxazaborolidine, and (2) a metal borohydride.

  一种制备光学活性醇的工艺，其方法是将对应于光学活性醇的手性酮和酸与(1)选自以下组别的含硼化合物和(2)选自以下组别的含硼化合物的混合物反应：①从光学活性β-氨基醇和氢化硼中得到的硼烷化合物；或从光学活性β-氨基醇、金属硼氢化物和酸中得到的硼烷化合物；②光学活性噁唑硼烷和(2)金属硼氢化物；以及一种制备光学活性胺的工艺，其方法是使肟衍生物和酸与(1)一种含硼化合物与(2)一种金属硼氢化物的混合物反应，该含硼化合物选自以下组别：(1)一种硼烷化合物，该硼烷化合物由光学活性β-氨基醇和硼氢化物得到，或由所述光学活性β-氨基醇、金属硼氢化物和酸得到；以及(2)一种光学活性噁唑硼烷和(2)一种金属硼氢化物。
• US5200561A
  申请人：——

  公开号：US5200561A

  公开（公告）日：1993-04-06