6,6'-Bis(dicyclohexylphosphino)-3,3'-dimethoxy-2,2',4,4'-tetramethyl-1,1'-biphenyl | 138895-28-0

• 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: 6,6'-Bis(dicyclohexylphosphino)-3,3'-dimethoxy-2,2',4,4'-tetramethyl-1,1'-biphenyl
• 英文别名: dicyclohexyl-[2-(6-dicyclohexylphosphanyl-3-methoxy-2,4-dimethylphenyl)-4-methoxy-3,5-dimethylphenyl]phosphane
• CAS: 138895-28-0；146576-18-3
• 化学式: C₄₂H₆₄O₂P₂
• 分子量: 662.916
• InChiKey: SFGHVJXCVVPKAT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.3
• 重原子数：
  46
• 可旋转键数：
  9
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  6,6'-Bis(dicyclohexylphosphino)-3,3'-dimethoxy-2,2',4,4'-tetramethyl-1,1'-biphenyl 在 双氧水 作用下， 生成 (RS)-6,6'-bis(dicyclohexylphosphoryl)-3,3'-dimethoxy-2,2',4,4'-tetramethyl-1,1'-biphenyl
  参考文献：
  名称：

  Asymmetric Reactions Catalyzed by Chiral Metal Complexes. L. Synthesis of atropisomeric biphenylbisphosphine, 6,6'-bis(dicyclohexylphosphino)-3,3'-dimethoxy-2,2',4,4'-tetramethyl-1,1'-biphenyl and its use in rhodium(I)-catalyzed asymmetric hydrogenation.

  摘要：

  与 BIMOP、p-MeO-BIMOP 和 BINAP 相比，在 (Z)-α-乙脒肉桂酸、衣康酸及其衍生物的不对称加氢反应中，制备了一种光学纯的异构体联苯双膦 Cy-BIMOP，其铑（I）配合物显示出更高的催化活性和更好的反构型对映体选择性。

  DOI：

  10.1248/cpb.39.2767
• 作为产物：
  描述：

  3-碘-2,6-二甲基苯胺盐酸盐 在 溴 、 叔丁基锂 、 铜 、 溶剂黄146 、 亚硝酸异戊酯 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 环丁砜 、 正戊烷 为溶剂， 反应 36.0h， 生成 6,6'-Bis(dicyclohexylphosphino)-3,3'-dimethoxy-2,2',4,4'-tetramethyl-1,1'-biphenyl
  参考文献：
  名称：

  轴向手性联苯二膦配体的制备及其在不对称氢化中的应用。

  摘要：

  从2,6-二甲基硝基苯开始，对映体纯的形式通过8个步骤制备带有对映体纯形式的轴向手性联苯基二苯基二膦配体：碘化，还原，通过重氮化进行甲氧基化，Ullmann偶联，溴化，磷酸化，旋光拆分，硅烷还原，所得配体用于铑催化的不对称加氢反应。

  DOI：

  10.1248/cpb.52.1445
• 作为试剂：
  描述：

  N-acetamido cinnamic acid 在 ClO4 、 6,6'-Bis(dicyclohexylphosphino)-3,3'-dimethoxy-2,2',4,4'-tetramethyl-1,1'-biphenyl 氢气 作用下， 以 甲醇 为溶剂， 50.0 ℃ 、1.01 MPa 条件下， 反应 24.0h， 生成 N-乙酰-D-苯丙氨酸 、 N-乙酰-L-苯丙氨酸
  参考文献：
  名称：

  Asymmetric Reactions Catalyzed by Chiral Metal Complexes. L. Synthesis of atropisomeric biphenylbisphosphine, 6,6'-bis(dicyclohexylphosphino)-3,3'-dimethoxy-2,2',4,4'-tetramethyl-1,1'-biphenyl and its use in rhodium(I)-catalyzed asymmetric hydrogenation.

  摘要：

  与 BIMOP、p-MeO-BIMOP 和 BINAP 相比，在 (Z)-α-乙脒肉桂酸、衣康酸及其衍生物的不对称加氢反应中，制备了一种光学纯的异构体联苯双膦 Cy-BIMOP，其铑（I）配合物显示出更高的催化活性和更好的反构型对映体选择性。

  DOI：

  10.1248/cpb.39.2767

文献信息

• Process for the preparation of tricyclic amino alcohol derivatives
  申请人：ASAHI KASEI KABUSHIKI KAISHA

  公开号：US20030225289A1

  公开（公告）日：2003-12-04

  A process for the preparation of tricyclic amino alcohol derivatives including 2-[N-[2-(9H-carbazol-2-yloxy)ethyl]]amino-1-[(3-methylsulfonylamino)phenyl]ethanol useful in the treatment of diabetes, obesity, hyperlipidemia and so on; and intermediates as represented by formula (5) or (6) or the like useful in the preparation, wherein R11 is hydrogen or the like; and *1 represents an asymmetric carbon atom. 2-Halo-1-(3-nitrophenyl)ethanone derivatives and 1-(3-nitrophenyl)oxirane derivatives, which are intermediates for the preparation of tricyclic amino alcohol derivatives, are easy of purification, and particularly optically active 1-(3-nitrophenyl)oxirane derivatives are effective in enhancing the optical purities of the final products.

  一种用于制备包括2-[N-[2-(9H-咔唑-2-氧基)乙基]]氨基-1-[3-(甲磺酰氨基)苯基]乙醇在内的三环氨基醇衍生物的方法，该方法在治疗糖尿病、肥胖、高脂血症等方面有用；以及用公式(5)或(6)等表示的中间体，在制备中有用，其中R11是氢等；*1代表一个不对称碳原子。2-卤代-1-(3-硝基苯基)乙酮衍生物和1-(3-硝基苯基)环氧衍生物是用于制备三环氨基醇衍生物的中间体，易于纯化，特别是光学活性的1-(3-硝基苯基)环氧衍生物在提高最终产品的光学纯度方面是有效的。
• METHOD FOR THE PREPARATION OF TRICYCLIC AMINO ALCOHOL DERIVATIVES THROUGH AZIDES
  申请人：Asahi Kasei Kabushiki Kaisha

  公开号：EP1174426A1

  公开（公告）日：2002-01-23

  The present invention is directed to processes for the preparation of a tricyclic amino-alcohol derivative useful for treating and preventing diabetes, obesity, hyperlipidemia and the like, which compound is represented by the formula (1): wherein R1 represents a lower alkyl group or a benzyl group; *1 represents an asymmetric carbon atom; R2 represents a hydrogen atom, a halogen atom or a hydroxyl group; and A represents one of the following groups: wherein X represents NH, O or S; R5 represents a hydrogen atom, a hydroxyl group, an amino group or an acetylamino group; and *2 represents an asymmetric carbon atom when R5 is not a hydrogen atom. The processes of the present invention proceed via azide derivatives and are convenient, practical preparing processes with low cost which comprise a small number of steps with good industrial work efficiency.

  本发明涉及一种用于治疗和预防糖尿病、肥胖、高脂血症等疾病的三环氨基醇衍生物的制备方法，该化合物由以下式子表示（1）： 其中R1代表较低的烷基或苄基；*1代表一个不对称碳原子；R2代表氢原子、卤素原子或羟基；A代表以下其中一种基团： 其中X代表NH、O或S；R5代表氢原子、羟基、氨基或乙酰氨基；*2代表一个不对称碳原子，当R5不是氢原子时。本发明的方法通过叠氮衍生物进行，是方便、实用、成本低廉的制备方法，包括少量步骤且具有良好的工业工作效率。
• PROCESS FOR THE PREPARATION OF TRICYCLIC AMINO ALCOHOL DERIVATIVES
  申请人：Asahi Kasei Kabushiki Kaisha

  公开号：EP1195371A1

  公开（公告）日：2002-04-10

  A process for the preparation of tricyclic amino alcohol derivatives of formula (1) or salts thereof which are useful in the treatment and prevention of diabetes, obesity, hyperlipidemia and so on; and intermediates useful for the process: wherein R1 is lower alkyl group or benzyl; *1 represents an asymmetric carbon atom; R2 is hydrogen, halogen, or hydroxyl; and A is one of the following groups: (wherein X is NH, O or S; R6 is hydrogen, hydroxyl, amino, or acetylamino; and *2 represents an asymmetric carbon atom when R6 is not hydrogen)

  一种用于制备式（1）的三环氨基醇衍生物或其盐的方法，该方法有助于治疗和预防糖尿病、肥胖、高脂血症等疾病；以及用于该方法的中间体：其中R1是较低的烷基或苄基；*1代表一个不对称碳原子；R2是氢、卤素或羟基；A是以下组之一：（其中X是NH、O或S；R6是氢、羟基、氨基或乙酰氨基；当R6不是氢时，*2代表一个不对称碳原子）
• NOVEL METHOD FOR MANUFACTURING TRICYCLIC AMINO ALCOHOL DERIVATIVES
  申请人：Asahi Kasei Kabushiki Kaisha

  公开号：EP1174425A1

  公开（公告）日：2002-01-23

  The present invention is directed to processes for the preparation of a compound useful for treating and preventing diabetes, obesity, hyperlipidemia and the like, which compound is represented by the formula (1) : wherein R1 represents a lower alkyl group or a benzyl group; ∗1 represents an asymmetric carbon atom; R2 represents a hydrogen atom, a halogen atom or a hydroxyl group; and A represents one of the following groups: wherein X represents NH, O or S; R6 represents a hydrogen atom, a hydroxyl group, an amino group or an acetylamino group; and ∗2 represents an asymmetric carbon atom when R6 is not a hydrogen atom, and to intermediates useful for the said processes. The processes of the present invention are convenient, practical preparing processes with low cost which comprise a small number of steps with good industrial work efficiency.

  本发明涉及一种用于治疗和预防糖尿病、肥胖症、高脂血症等的化合物的制备工艺，该化合物由式(1)表示： 其中 R1 代表低级烷基或苄基；∗1 代表不对称碳原子；R2 代表氢原子、卤素原子或羟基；A 代表下列基团之一： 其中 X 代表 NH、O 或 S；R6 代表氢原子、羟基、氨基或乙酰氨基；当 R6 不是氢原子时，∗2 代表不对称碳原子。本发明的工艺是方便实用的制备工艺，成本低，步骤少，工业生产效率高。
• PROCESSES FOR THE PREPARATION OF TRICYCLIC AMINO ALCOHOL DERIVATIVES
  申请人：Asahi Kasei Kabushiki Kaisha

  公开号：EP1209150A1

  公开（公告）日：2002-05-29

  A process for the preparation of tricyclic amino alcohol derivatives including 2-[N-[2-(9H-carbazol-2-yloxy)ethyl]]amino-1-[(3-methylsulfonylamino)phenyl]ethanol useful in the treatment of diabetes, obesity, hyperlipidemia and so on; and intermediates as represented by formula (5) or (6) or the like useful in the preparation, wherein R11 is hydrogen or the like; and *1 represents an asymmetric carbon atom. 2-Halo-1-(3-nitrophenyl)ethanone derivatives and 1-(3-nitrophenyl)oxirane derivatives, which are intermediates for the preparation of tricyclic amino alcohol derivatives, are easy of purification, and particularly optically active 1-(3-nitrophenyl)oxirane derivatives are effective in enhancing the optical purities of the final products.

  一种制备三环氨基醇衍生物的工艺，包括用于治疗糖尿病、肥胖症、高脂血症等的2-[N-[2-(9H-咔唑-2-氧基)乙基]]氨基-1-[(3-甲磺酰氨基)苯基]乙醇；以及用于制备的式(5)或式(6)或类似物所代表的中间体，其中R11为氢或类似物；*1代表不对称碳原子。2-Halo-1-(3-nitrophenyl)ethanone 衍生物和 1-(3-硝基苯基)环氧乙烷衍生物是制备三环氨基醇衍生物的中间体，易于纯化，特别是具有光学活性的 1-(3-硝基苯基)环氧乙烷衍生物可有效提高最终产品的光学纯度。