tert-butyl 1-[2-[[(2R)-3-(4-chlorophenyl)-1-[4-[4-(2-methylpropyl)oxan-4-yl]piperazin-1-yl]-1-oxopropan-2-yl]amino]-2-oxoethyl]-1,3-dihydroisoindole-2-carboxylate | 569654-00-8

• 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: tert-butyl 1-[2-[[(2R)-3-(4-chlorophenyl)-1-[4-[4-(2-methylpropyl)oxan-4-yl]piperazin-1-yl]-1-oxopropan-2-yl]amino]-2-oxoethyl]-1,3-dihydroisoindole-2-carboxylate
• CAS: 569654-00-8
• 化学式: C₃₇H₅₁ClN₄O₅
• 分子量: 667.289
• InChiKey: NOULJBSGCWOFFR-XGDNGBMYSA-N

物化性质

• 沸点：
  808.8±65.0 °C(Predicted)
• 密度：
  1.188±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  47
• 可旋转键数：
  11
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  91.4
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  tert-butyl 1-[2-[[(2R)-3-(4-chlorophenyl)-1-[4-[4-(2-methylpropyl)oxan-4-yl]piperazin-1-yl]-1-oxopropan-2-yl]amino]-2-oxoethyl]-1,3-dihydroisoindole-2-carboxylate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 N-{(R)-1-(4-chloro-benzyl)-2-[4-(4-isobutyl-tetrahydro-pyran-4-yl)-piperazin-1-yl]-2-oxo-ethyl}-2-(2,3-dihydro-1H-isoindol-1-yl)-acetamide trifluoroacetic acid
  参考文献：
  名称：

  Privileged structure based ligands for melanocortin receptors—4,4-Disubstituted piperidine derivatives

  摘要：

  Homologation and cyclization back to the chiral methine of compound 3 yields achiral 4,4-disubstituted piperidine privileged structures (e.g., 8a) useful in the construction of melanocortin 4 receptor (MC4R) ligands. The piperidine nitrogen was replaced with carbon, oxygen, sulfur, and sulfone with minor erosion of binding. The methyl cyclohexane substituent was the most potent while significant affinity was still seen for smaller lipophilic groups such as ethyl. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.04.016
• 作为产物：
  描述：

  4-(4-cyano-tetrahydro-pyran-4-yl)-piperazine-1-carboxylic acid tert-butyl ester 在 N,N-二异丙基乙胺 、 三氟乙酸 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 tert-butyl 1-[2-[[(2R)-3-(4-chlorophenyl)-1-[4-[4-(2-methylpropyl)oxan-4-yl]piperazin-1-yl]-1-oxopropan-2-yl]amino]-2-oxoethyl]-1,3-dihydroisoindole-2-carboxylate
  参考文献：
  名称：

  Privileged structure based ligands for melanocortin receptors—4,4-Disubstituted piperidine derivatives

  摘要：

  Homologation and cyclization back to the chiral methine of compound 3 yields achiral 4,4-disubstituted piperidine privileged structures (e.g., 8a) useful in the construction of melanocortin 4 receptor (MC4R) ligands. The piperidine nitrogen was replaced with carbon, oxygen, sulfur, and sulfone with minor erosion of binding. The methyl cyclohexane substituent was the most potent while significant affinity was still seen for smaller lipophilic groups such as ethyl. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.04.016

文献信息

• US7314879B2
  申请人：——

  公开号：US7314879B2

  公开（公告）日：2008-01-01