methyl (1R,2R)-2-((tert-butoxycarbonyl)amino)cyclohexane-1-carboxylate | 267230-27-3

• 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: methyl (1R,2R)-2-((tert-butoxycarbonyl)amino)cyclohexane-1-carboxylate
• 英文别名: trans-Cyclohexanecarboxylic acid, 2-[[(1,1-dimethylethoxy)carbonyl]amino]-, methyl ester；methyl (1R,2R)-2-[(2-methylpropan-2-yl)oxycarbonylamino]cyclohexane-1-carboxylate
• CAS: 267230-27-3
• 化学式: C₁₃H₂₃NO₄
• 分子量: 257.33
• InChiKey: AWNIRXMMYAJMNG-NXEZZACHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  64.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl (1R,2R)-2-((tert-butoxycarbonyl)amino)cyclohexane-1-carboxylate 在 盐酸 、 4-二甲氨基吡啶 、 lithium hydroxide 、 N,N-二异丙基乙胺 作用下， 以 1,4-二氧六环 、 甲醇 、 二氯甲烷 、 水 为溶剂， 反应 51.0h， 生成 (1R,2R)-2-(benzyloxycarbonylamino)cyclohexylcarboxylic acid
  参考文献：
  名称：

  (R,R,R)-2,5-Diaminocylohexanecarboxylic Acid, a Building Block for Water-Soluble, Helix-Forming β-Peptides

  摘要：

  DOI：

  10.1021/jo000277h
• 作为产物：
  描述：

  (1S,2R)-2-tert-butoxycarbonylamino-1-cyclohexanecarboxylic acid methyl ester 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 5.0h， 以70%的产率得到methyl (1R,2R)-2-((tert-butoxycarbonyl)amino)cyclohexane-1-carboxylate
  参考文献：
  名称：

  (R,R,R)-2,5-Diaminocylohexanecarboxylic Acid, a Building Block for Water-Soluble, Helix-Forming β-Peptides

  摘要：

  DOI：

  10.1021/jo000277h

文献信息

• Desymmetrization of aziridine with malononitrile using cinchona alkaloid amide/zinc(<scp>ii</scp>) catalysts
  作者：Noriyuki Shiomi、Mami Kuroda、Shuichi Nakamura

  DOI：10.1039/c6cc09457k

  日期：——

  The catalytic enantioselective desymmetrization of aziridines with malononitrile has been developed. Good yield and enantioselectivity were obtained by using cinchona alkaloid amide/Zn(II) and base catalysts. The obtained product can be...

  已经开发了丙二腈与丙二腈的催化对映选择性脱对称。使用金鸡纳生物碱酰胺/ Zn（II）和碱催化剂可获得良好的收率和对映选择性。获得的产品可以是...
• Beta-amino acids
  申请人：——

  公开号：US20020037997A1

  公开（公告）日：2002-03-28

  Disclosed are &bgr;-amino acid monomers containing cylcoalkyl, cycloalkenyl, and heterocylic substituents which encompass the &agr; and &bgr; carbons of the peptide backbone and &bgr;-polypeptides made from such monomers. Method of generating combinatorial libraries of polypeptides containing the &bgr;-peptide residues and libraries formed thereby are disclosed.

  本发明涉及包含环烷基、环烯基和杂环基取代基的&bgr;-氨基酸单体，其包括肽骨架的&agr;和&bgr;碳以及由这些单体制成的&bgr;-多肽。还公开了一种生成含有&bgr;-肽残基的多肽组合库的方法以及由此形成的库。
• Method for delivery of molecules to intracellular targets
  申请人：——

  公开号：US20030119189A1

  公开（公告）日：2003-06-26

  Disclosed are &bgr;-peptides and &bgr;-peptide conjugates that are capable of diffusing or otherwise being transported across the cell membranes of living cells. The &bgr;-peptides contain at least six &bgr;-amino acid residues, at leastsix of which are preferably &bgr; 3 -homoarginine residues. It has been found that when pharmacologically-active agents are conjugated to these types of &bgr;-peptides, the resulting conjugates (also disclosed herein) are also capable of diffusing or otherwise being transported across the cell membranes of living cells, including mammalian cells.

  本发明揭示了能够扩散或通过细胞膜进入活细胞的β-肽和β-肽共轭物。该β-肽至少含有六个β-氨基酸残基，其中至少有六个是优选的β3-同型精氨酸残基。发现当药理活性剂与这些类型的β-肽结合时，所得到的共轭物（也在此处揭示）也能够扩散或通过细胞膜进入活细胞，包括哺乳动物细胞。
• .beta.-polypeptide foldamers of well-defined secondary structure
  申请人：Wisconsin Alumni Research Foundation

  公开号：US06060585A1

  公开（公告）日：2000-05-09

  Disclosed are .beta.-peptides containing cylcoalkyl, cycloalkenyl, and heterocylic substituents which encompass the .alpha. and .beta. carbons of the peptide backbone. The .beta.-peptides adopt stable helical and sheet structures in both the solid state and in solution. Method of generating combinatorial libraries of peptides containing .beta.-peptide residues and the libraries formed thereby are disclosed.

  本发明涉及包含环烷基、环烯基和杂环取代基的β-肽，其包含肽骨架的α和β碳。β-肽在固态和溶液中均采用稳定的螺旋和片状结构。本发明还公开了生成包含β-肽残基的肽的组合库的方法以及由此形成的库。
• &bgr;-polypeptide foldamers of well-defined secondary structure
  申请人：Wisconsin Alumni Research Foundation

  公开号：US06613876B1

  公开（公告）日：2003-09-02

  Disclosed are &bgr;-peptides containing cylcoalkyl, cycloalkenyl, and heterocylic substituents which encompass the &agr; and &bgr; carbons of the peptide backbone. The &bgr;-peptides adopt stable helical and sheet structures in both the solid state and in solution. Method of generating combinatorial libraries of peptides containing &bgr;-peptide residues and the libraries formed thereby are disclosed.

  本发明公开了含有环烷基、环烯基和杂环取代基的&bgr;-肽，这些取代基包括肽骨架的&agr;和&bgr;碳。这些&bgr;-肽在固态和溶液中都采用稳定的螺旋和片状结构。本发明还公开了生成含有&bgr;-肽残基的肽的组合库的方法以及由此形成的库。