methyl (2R)-4-[(1R,3S)-3-acetyl-2,2-dimethylcyclobutyl]-2-[2-[(2-methylpropan-2-yl)oxycarbonylamino]ethylamino]butanoate | 917476-76-7

• 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 (2R)-4-[(1R,3S)-3-acetyl-2,2-dimethylcyclobutyl]-2-[2-[(2-methylpropan-2-yl)oxycarbonylamino]ethylamino]butanoate
• CAS: 917476-76-7
• 化学式: C₂₀H₃₆N₂O₅
• 分子量: 384.516
• InChiKey: YUUCOVZXIYZFKU-BZUAXINKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  27
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  93.7
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  methyl (2R)-4-[(1R,3S)-3-acetyl-2,2-dimethylcyclobutyl]-2-[2-[(2-methylpropan-2-yl)oxycarbonylamino]ethylamino]butanoate 在 potassium carbonate 、 N,N'-二环己基碳二亚胺 作用下， 以 甲醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 12.67h， 生成 (1'R,2R,3'S)-2-[2''-tert-butoxycarbonylamino-1''-[(thymin-1-yl)acetyl]aminoethyl]-4-(3'-acetyl-2',2'-dimethylcyclobutyl)butanoic acid
  参考文献：
  名称：

  Cyclobutyl-carbonyl substituted PNA: synthesis and study of a novel PNA derivative

  摘要：

  A new, optically active, cyclobutyl-carbonyl substituted PNA monomer has been synthesized stereoselectively from a chiral amino acid prepared from (+)-alpha-pinene. A conformational search shows a lack of conformational bias for the monomer and incorporation of the monomer into a standard oligomer is tolerated without changing the binding affinity towards sequence complementary RNA, DNA or PNA targets. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2006.09.012
• 作为产物：
  描述：

  (Z)-2-Benzyloxycarbonylamino-4-[(1R,3S)-2,2-dimethyl-3-(2-methyl-[1,3]dioxolan-2-yl)-cyclobutyl]-but-2-enoic acid methyl ester 在 palladium on activated charcoal {(1,5-cyclooctadiene)Rh(1,2-bis((2R,5R)-2,5-diethylphospholano)benzene)}triflate 、 氢气 、 (-)-1,2-双((2R,5R)-2,5-二乙磷酰亚基)苯 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 102.0h， 生成 methyl (2R)-4-[(1R,3S)-3-acetyl-2,2-dimethylcyclobutyl]-2-[2-[(2-methylpropan-2-yl)oxycarbonylamino]ethylamino]butanoate
  参考文献：
  名称：

  Cyclobutyl-carbonyl substituted PNA: synthesis and study of a novel PNA derivative

  摘要：

  A new, optically active, cyclobutyl-carbonyl substituted PNA monomer has been synthesized stereoselectively from a chiral amino acid prepared from (+)-alpha-pinene. A conformational search shows a lack of conformational bias for the monomer and incorporation of the monomer into a standard oligomer is tolerated without changing the binding affinity towards sequence complementary RNA, DNA or PNA targets. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2006.09.012