tert-butyl N-[(2R)-1-(2-chloroethylamino)-1-oxo-3-phenylmethoxypropan-2-yl]carbamate | 1154710-38-9

• 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: tert-butyl N-[(2R)-1-(2-chloroethylamino)-1-oxo-3-phenylmethoxypropan-2-yl]carbamate
• CAS: 1154710-38-9
• 化学式: C₁₇H₂₅ClN₂O₄
• 分子量: 356.849
• InChiKey: BJAHXLAZQJMIAG-CQSZACIVSA-N

物化性质

• 沸点：
  540.2±50.0 °C(predicted)
• 密度：
  1.161±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  24
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  76.7
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  tert-butyl N-[(2R)-1-(2-chloroethylamino)-1-oxo-3-phenylmethoxypropan-2-yl]carbamate 在 sodium hydroxide 、 四丁基氢氧化铵 、 水 作用下， 以 二氯甲烷 为溶剂， 反应 10.5h， 生成 tert-butyl N-[(1R)-1-(4,5-dihydro-1,3-oxazol-2-yl)-2-phenylmethoxyethyl]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：

  2-氯乙胺盐酸盐 、 在 N-甲基吗啉 作用下， 以 二氯甲烷 为溶剂， 生成 tert-butyl N-[(2R)-1-(2-chloroethylamino)-1-oxo-3-phenylmethoxypropan-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.