(±)-cis-N-tert-butyloxycarbonyl-2-aminocyclohexanecarboxylic acid methyl ester

• 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: (±)-cis-N-tert-butyloxycarbonyl-2-aminocyclohexanecarboxylic acid methyl ester
• 英文别名: rel-Methyl (1R,2S)-2-((tert-butoxycarbonyl)amino)cyclohexane-1-carboxylate；methyl (1R,2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]cyclohexane-1-carboxylate
• 化学式: C₁₃H₂₃NO₄
• 分子量: 257.33
• InChiKey: AWNIRXMMYAJMNG-ZJUUUORDSA-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：

  (±)-cis-N-tert-butyloxycarbonyl-2-aminocyclohexanecarboxylic acid methyl ester 在 sodium methylate 作用下， 以 甲醇 为溶剂， 生成 (±)-trans-N-tert-butyloxycarbonyl-2-aminocyclohexanecarboxylic acid methyl ester
  参考文献：
  名称：

  Solid-phase synthesis of 6,7-cycloalkane-fused 1,4-diazepane-2,5-diones via a cyclization/release strategy

  摘要：

  A solid-phase synthesis procedure for the parallel preparation of 6,7-cycloalkane-fused 1,4-diazepane-2,5-diones is described. The methodology applies alpha- and alicyclic beta-amino acid building blocks to construct the seven-membered heterocyclic core, while alcohols are used for further skeletal decoration. The use of a cyclization/release strategy permits the isolation of the target cyclic alpha,beta-dipeptides in good crude purities and generally moderate to good yields. A 26-membered model library is reported and NMR spectroscopical data are used to describe the overall conformational behaviour of the obtained homodiketopiperazines. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2015.11.023
• 作为产物：
  描述：

  (1S,2R)-(+)-2-氢氯化氨基环己胺羧基酸 在 4-二甲氨基吡啶 、 potassium carbonate 、 N,N'-二异丙基碳二亚胺 作用下， 以 1,4-二氧六环 、 二氯甲烷 、 水 为溶剂， 反应 16.0h， 生成 (±)-cis-N-tert-butyloxycarbonyl-2-aminocyclohexanecarboxylic acid methyl ester
  参考文献：
  名称：

  Solid-phase synthesis of 6,7-cycloalkane-fused 1,4-diazepane-2,5-diones via a cyclization/release strategy

  摘要：

  A solid-phase synthesis procedure for the parallel preparation of 6,7-cycloalkane-fused 1,4-diazepane-2,5-diones is described. The methodology applies alpha- and alicyclic beta-amino acid building blocks to construct the seven-membered heterocyclic core, while alcohols are used for further skeletal decoration. The use of a cyclization/release strategy permits the isolation of the target cyclic alpha,beta-dipeptides in good crude purities and generally moderate to good yields. A 26-membered model library is reported and NMR spectroscopical data are used to describe the overall conformational behaviour of the obtained homodiketopiperazines. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2015.11.023