(S,S)-1,2-diaminocyclohexane-N,N'-diethyl carbamate | 942606-10-2

• 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: (S,S)-1,2-diaminocyclohexane-N,N'-diethyl carbamate
• 英文别名: diethyl (1S,2S)-cyclohexane-1,2-diylbiscarbamate；ethyl N-[(1S,2S)-2-(ethoxycarbonylamino)cyclohexyl]carbamate
• CAS: 942606-10-2
• 化学式: C₁₂H₂₂N₂O₄
• 分子量: 258.318
• InChiKey: GRJKGIXHWOSOPY-UWVGGRQHSA-N

物化性质

• 沸点：
  405.9±25.0 °C(Predicted)
• 密度：
  1.11±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  76.7
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (S,S)-1,2-diaminocyclohexane-N,N'-diethyl carbamate 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 生成 (1S,2S)-(+)-N,N'-二甲基环己烷-1,2-二胺
  参考文献：
  名称：

  拓扑独特的手性膦酰胺的设计和反应性。在不对称烯化和烷基化中具有显着的非对映选择性

  摘要：

  制备苯并二氮杂磷衍生物的膦酰胺衍生物等对烯化不对称环己酮取代物的影响

  DOI：

  10.1021/ja00331a070
• 作为产物：
  描述：

  cyclohexane-1,2-diaminium tartrate 生成 (S,S)-1,2-diaminocyclohexane-N,N'-diethyl carbamate
  参考文献：
  名称：

  A modular approach to trans-chelating, N-heterocyclic carbene ligand complexes

  摘要：

  The N-methyl bis-imidazolium salts 3 were converted to the silver carbenes 7, then reacted to give palladium(II) complexes 4 with trans-chelating, bidentate bis-imidazolylidine ligands. The similar salts 8, that do not have N-methyl substituents, gave the tetradentate complexes 9 in direct reactions with palladium chloride. The potential of these complexes for asymmetric catalysis is discussed. (C) 2002 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(02)00535-9

文献信息

• The asymmetric synthesis of α-substituted α-methyl and α-phenyl phosphonic acids: Design, carbanion geometry, reactivity and preparative aspects of chiral alkyl bicyclic phosphonamides
  作者：Youssef L. Bennani、Stephen Hanessian

  DOI：10.1016/0040-4020(96)00829-0

  日期：1996.10

  The design, preparation, structural and spectroscopic analyses of topologically unique and enantiomerically pure alkyl phosphonamides are described. In the case of α-ethyl and α-benzyl phosphonamides, the geometry of both the secondary and tertiary carbanions was determined to be planar through deprotonation/deuteration/alkylation experiments. Stereoselective alkylations of such systems proceeded in

  描述了拓扑独特和对映体纯的烷基膦酰胺的设计，制备，结构和光谱分析。在α-乙基和α-苄基膦酰胺的情况下，通过去质子化/氘代/烷基化实验，确定了仲和叔碳负离子的几何形状均为平面。这种系统的立体选择性烷基化以高收率和高非对映选择性进行。水解所得的α，α-烷基膦酰胺，得到具有高对映体纯度的相应的α，α-烷基膦酸。
• Synthesis and characterization of both enantiomers of a chiral C60 derivative with C2 symmetry
  作者：Michele Maggini、Gianfranco Scorrano、Alberto Bianco、Claudio Toniolo、Maurizio Prato

  DOI：10.1016/0040-4039(95)00361-f

  日期：1995.4

  The addition of chiral diamines to C60 allows the synthesis of the two enantiomers of a chiral C60 derivative with C2 symmetry. The circular dichroism spectra of the two isomers show a very intense chirospectroscopic response.

  向C 60中添加手性二胺可以合成具有C 2对称性的手性C 60衍生物的两个对映异构体。两种异构体的圆二色性光谱显示出非常强烈的手性光谱响应。
• METHOD FOR CATALYTIC PREPARATION OF HYDROMORPHONE AND HYDROCODONE
  申请人：Kouznetsov Vladimir

  公开号：US20080188661A1

  公开（公告）日：2008-08-07

  The present invention generally relates to catalysts of formula (III) [M(P(R a )(R b )N(R c )(R d )) 2 X n ] m Y p that selectively convert morphine/codeine to hydromorphone/hydrocodone, and methods of use thereof.

  本发明通常涉及化学催化剂的公式（III）[M（P（Ra）（Rb）N（Rc）（Rd））2Xn] mYpt，其选择性地将吗啡/可待因转化为羟吗啡/羟可待因，以及其使用方法。
• Use of carboxylic acids as chiral solvating agents for the determination of optical purity of chiral amines by NMR spectroscopy
  作者：Scott C. Benson、Ping Cai、Marcelo Colon、Mohammed A. Haiza、Maritherese Tokles、John K. Snyder

  DOI：10.1021/jo00257a024

  日期：1988.10
• Synthesis and Functionalization of 3-Alkylidene-1,2-diazetidines Using Transition Metal Catalysis
  作者：Michael J. Brown、Guy J. Clarkson、Graham G. Inglis、Michael Shipman

  DOI：10.1021/ol200193n

  日期：2011.4.1

  An efficient two-step synthesis of a wide range of 3-methylene-1,2-diazetidines has been developed through application of a Cu(I)-catalyzed 4-exo ring closure. The double bond of this new class of strained heterocycle can be functionalized in a stereocontrolled manner by using palladium-catalyzed Heck reactions. Moreover, chemoselective reduction of 3-alkylidene-1,2-diazetidines gives access to saturated 1,2-diazetidines and vicinal diamines.