2-[5-[(1S)-1-[[2-methyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoyl]amino]-2-phenylmethoxyethyl]tetrazol-1-yl]ethyl (4-nitrophenyl) carbonate | 295338-33-9

• 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: 2-[5-[(1S)-1-[[2-methyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoyl]amino]-2-phenylmethoxyethyl]tetrazol-1-yl]ethyl (4-nitrophenyl) carbonate
• CAS: 295338-33-9
• 化学式: C₂₈H₃₅N₇O₉
• 分子量: 613.627
• InChiKey: VKAZILZDHMKGPA-JOCHJYFZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  44
• 可旋转键数：
  16
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  202
• 氢给体数：
  2
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  2-[5-[(1S)-1-[[2-methyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoyl]amino]-2-phenylmethoxyethyl]tetrazol-1-yl]ethyl (4-nitrophenyl) carbonate 、 4-氨基-1-丁醇 以 四氢呋喃 为溶剂， 反应 3.0h， 生成 2-[5-[(1S)-1-[[2-methyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoyl]amino]-2-phenylmethoxyethyl]tetrazol-1-yl]ethyl N-(4-hydroxybutyl)carbamate
  参考文献：
  名称：

  Discovery of a Tetrazole-Based Growth Hormone Secretagogue:  4-(Hydroxybutyl)carbamic Acid 2-{5-[1-(2-Amino-2-methylpropionylamino)-2- benzyloxyethyl]tetrazol-1-yl}ethyl Ester (BMS-317180)

  摘要：

  A tetrazole-based peptidomimetic 2 (BMS-317180) was discovered as a human growth hormone secretagogue (GHS). Compound 2 is a potent, novel, orally effective GHS that shows an excellent safety profile in preclinical studies. The compound was advanced into clinical development.

  DOI：

  10.1021/jm7010595
• 作为产物：
  描述：

  (S)-tert-butyl-1-(2-(benzyloxy)-1-(1-(2-hydroxyethyl)-1H-tetrazol-5-yl)ethylamino)-2-methyl-1-oxopropan-2-ylcarbamate 、 对硝基苯基氯甲酸酯 在 吡啶 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以83%的产率得到2-[5-[(1S)-1-[[2-methyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoyl]amino]-2-phenylmethoxyethyl]tetrazol-1-yl]ethyl (4-nitrophenyl) carbonate
  参考文献：
  名称：

  Discovery of a Tetrazole-Based Growth Hormone Secretagogue:  4-(Hydroxybutyl)carbamic Acid 2-{5-[1-(2-Amino-2-methylpropionylamino)-2- benzyloxyethyl]tetrazol-1-yl}ethyl Ester (BMS-317180)

  摘要：

  A tetrazole-based peptidomimetic 2 (BMS-317180) was discovered as a human growth hormone secretagogue (GHS). Compound 2 is a potent, novel, orally effective GHS that shows an excellent safety profile in preclinical studies. The compound was advanced into clinical development.

  DOI：

  10.1021/jm7010595

文献信息

• Discovery of a Tetrazole-Based Growth Hormone Secretagogue:  4-(Hydroxybutyl)carbamic Acid 2-{5-[1-(2-Amino-2-methylpropionylamino)-2- benzyloxyethyl]tetrazol-1-yl}ethyl Ester (BMS-317180)
  作者：Jun Li、Stephanie Y. Chen、James J. Li、Haixia Wang、Andres S. Hernandez、Shiwei Tao、Christa M. Musial、Fucheng Qu、Stephen Swartz、Sam T. Chao、Neil Flynn、Brian J. Murphy、Dorothy A. Slusarchyk、Ramakrishna Seethala、Mujing Yan、Paul Sleph、Gary Grover、Mark A. Smith、Blake Beehler、Leah Giupponi、Kenneth E. Dickinson、Hongjian Zhang、William G. Humphreys、Bharat P. Patel、Mark Schwinden、Terry Stouch、Peter T. W. Cheng、Scott A. Biller、William R. Ewing、David Gordon、Jeffrey A. Robl、Joseph A. Tino

  DOI：10.1021/jm7010595

  日期：2007.11.1

  A tetrazole-based peptidomimetic 2 (BMS-317180) was discovered as a human growth hormone secretagogue (GHS). Compound 2 is a potent, novel, orally effective GHS that shows an excellent safety profile in preclinical studies. The compound was advanced into clinical development.