tert-butyl N-[2-methyl-1-oxo-1-[[(1S)-2-phenylmethoxy-1-[1-[2-(4-trimethylsilyloxybutylcarbamoyloxy)ethyl]tetrazol-5-yl]ethyl]amino]propan-2-yl]carbamate | 1154710-48-1

• 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 N-[2-methyl-1-oxo-1-[[(1S)-2-phenylmethoxy-1-[1-[2-(4-trimethylsilyloxybutylcarbamoyloxy)ethyl]tetrazol-5-yl]ethyl]amino]propan-2-yl]carbamate
• CAS: 1154710-48-1
• 化学式: C₂₉H₄₉N₇O₇Si
• 分子量: 635.836
• InChiKey: XTGYSOMFPMAHFD-HSZRJFAPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.71
• 重原子数：
  44
• 可旋转键数：
  20
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.66
• 拓扑面积：
  168
• 氢给体数：
  3
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  tert-butyl N-[2-methyl-1-oxo-1-[[(1S)-2-phenylmethoxy-1-[1-[2-(4-trimethylsilyloxybutylcarbamoyloxy)ethyl]tetrazol-5-yl]ethyl]amino]propan-2-yl]carbamate 在 盐酸 、 水 作用下， 以 醋酸异丙酯 为溶剂， 反应 0.5h， 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：

  Process Research and Development for a Tetrazole-Based Growth Hormone Secretagogue (GHS) Pharmaceutical Development Candidate

  摘要：

  BMS-317180 (1) is a potent, orally active agonist of the human growth hormone secretagogue (GHS) receptor. This manuscript details the process research and development efforts that enabled the synthesis of the phosphate salt of 1 on a multi-kilogram scale. Key considerations in the development of this process focused on safe execution and the requirement for telescoped synthetic transformations (i.e., without isolation of intermediate products) to contend with a lack of suitably crystalline products.

  DOI：

  10.1021/jo9003508
• 作为产物：
  描述：

  、 4-(trimethylsilyloxy)butan-1-amine 以 醋酸异丙酯 为溶剂， 生成 tert-butyl N-[2-methyl-1-oxo-1-[[(1S)-2-phenylmethoxy-1-[1-[2-(4-trimethylsilyloxybutylcarbamoyloxy)ethyl]tetrazol-5-yl]ethyl]amino]propan-2-yl]carbamate
  参考文献：
  名称：

  Process Research and Development for a Tetrazole-Based Growth Hormone Secretagogue (GHS) Pharmaceutical Development Candidate

  摘要：

  BMS-317180 (1) is a potent, orally active agonist of the human growth hormone secretagogue (GHS) receptor. This manuscript details the process research and development efforts that enabled the synthesis of the phosphate salt of 1 on a multi-kilogram scale. Key considerations in the development of this process focused on safe execution and the requirement for telescoped synthetic transformations (i.e., without isolation of intermediate products) to contend with a lack of suitably crystalline products.

  DOI：

  10.1021/jo9003508

文献信息

• Process Research and Development for a Tetrazole-Based Growth Hormone Secretagogue (GHS) Pharmaceutical Development Candidate
  作者：Akin H. Davulcu、Douglas D. McLeod、Jun Li、Kishta Katipally、Adam Littke、Wendel Doubleday、Zhongmin Xu、Cary W. McConlogue、Chiajen J. Lai、Margaret Gleeson、Mark Schwinden、Rodney L. Parsons

  DOI：10.1021/jo9003508

  日期：2009.6.5

  BMS-317180 (1) is a potent, orally active agonist of the human growth hormone secretagogue (GHS) receptor. This manuscript details the process research and development efforts that enabled the synthesis of the phosphate salt of 1 on a multi-kilogram scale. Key considerations in the development of this process focused on safe execution and the requirement for telescoped synthetic transformations (i.e., without isolation of intermediate products) to contend with a lack of suitably crystalline products.