di-tert-butyl ((1S,2R)-2-(((benzyloxy)carbonyl)amino)cyclobutyl)imidodicarbonate | 1374222-88-4

• 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: di-tert-butyl ((1S,2R)-2-(((benzyloxy)carbonyl)amino)cyclobutyl)imidodicarbonate
• 英文别名: tert-butyl N-[(2-methylpropan-2-yl)oxycarbonyl]-N-[(1S,2R)-2-(phenylmethoxycarbonylamino)cyclobutyl]carbamate
• CAS: 1374222-88-4
• 化学式: C₂₂H₃₂N₂O₆
• 分子量: 420.506
• InChiKey: YFIJMKMLKPFOCN-SJORKVTESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  30
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  94.2
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  di-tert-butyl ((1S,2R)-2-(((benzyloxy)carbonyl)amino)cyclobutyl)imidodicarbonate 在 盐酸 、 sodium hydroxide 作用下， 以 乙醚 、 二氯甲烷 、 水 为溶剂， 生成 benzyl ((1S,2R)-2-((((3,5-bis(trifluoromethyl)phenyl)amino)carbonothioyl)amino)cyclobutyl)carbamate
  参考文献：
  名称：

  Stereoselective Synthesis of All Stereoisomers of Orthogonally Protected Cyclobutane-1,2-diamine and Some Chemoselective Transformations

  摘要：

  The four stereoisomers of protected cyclobutane-1,2-diamine have been prepared in an enantio- and diastereocontrolled manner through stereodivergent synthetic routes starting from a half-ester as a common chiral precursor. Orthogonal protection allows the chemoselective manipulation of both amino groups as shown in this work.

  DOI：

  10.1021/ol300689e
• 作为产物：
  描述：

  methyl (-)-(1R,2S)-2-[(tert-butyloxycarbonyl)amino]cyclobutanecarboxylate 在 4-二甲氨基吡啶 、 氯甲酸乙酯 、 三乙胺 、 sodium hydroxide 作用下， 以 四氢呋喃 、 水 、 丙酮 、 甲苯 为溶剂， 反应 35.5h， 生成 di-tert-butyl ((1S,2R)-2-(((benzyloxy)carbonyl)amino)cyclobutyl)imidodicarbonate
  参考文献：
  名称：

  Stereoselective Synthesis of All Stereoisomers of Orthogonally Protected Cyclobutane-1,2-diamine and Some Chemoselective Transformations

  摘要：

  The four stereoisomers of protected cyclobutane-1,2-diamine have been prepared in an enantio- and diastereocontrolled manner through stereodivergent synthetic routes starting from a half-ester as a common chiral precursor. Orthogonal protection allows the chemoselective manipulation of both amino groups as shown in this work.

  DOI：

  10.1021/ol300689e

文献信息

• Organobridged silsesquioxanes based on cyclobutane diamines: influence of the stereochemistry on the morphology of the materials
  作者：M. Sans、O. Illa、R.M. Ortuño

  DOI：10.1016/j.tet.2016.04.001

  日期：2016.6

  silica-based materials have been prepared by sol–gel hydrolysis-condensation of ureido silyl derivatives of an enantiopure chiral trans 1,2-diaminocyclobutane and an achiral meso 1,2-diaminocyclobutane. The influence of the relative and absolute configuration of the stereogenic centers on the morphology and characterization parameters of the resulting materials has been studied. A right-handed helical shape

  通过对映体纯的手性反式1，2-二氨基环丁烷和非手性内消旋1，2-二氨基环丁烷的脲基甲硅烷基衍生物的溶胶-凝胶水解-缩合反应，制备了两种新的基于有机桥联二氧化硅的材料。研究了立体异构中心的相对和绝对构型对所得材料的形态和表征参数的影响。从内消旋-顺式二胺开始获得的材料已观察到右旋螺旋形，而从手性反式获得二胺以血小板形式显示聚集。还报道了通过嵌入有机-无机杂化二氧化硅中的铑配合物催化的氢化物转移反应还原酮的初步实验。
• Stereoselective Synthesis of All Stereoisomers of Orthogonally Protected Cyclobutane-1,2-diamine and Some Chemoselective Transformations
  作者：Marta Sans、Ona Illa、Rosa M. Ortuño

  DOI：10.1021/ol300689e

  日期：2012.5.18

  The four stereoisomers of protected cyclobutane-1,2-diamine have been prepared in an enantio- and diastereocontrolled manner through stereodivergent synthetic routes starting from a half-ester as a common chiral precursor. Orthogonal protection allows the chemoselective manipulation of both amino groups as shown in this work.