(R)-methyl 2-(benzyloxycarbonylamino)-3-t-butoxypropanoate | 155526-66-2

• 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: (R)-methyl 2-(benzyloxycarbonylamino)-3-t-butoxypropanoate
• 英文别名: Methyl 2-{[(benzyloxy)carbonyl]amino}-3-(tert-butoxy)propanoate；methyl 3-[(2-methylpropan-2-yl)oxy]-2-(phenylmethoxycarbonylamino)propanoate
• CAS: 155526-66-2
• 化学式: C₁₆H₂₃NO₅
• mdl: MFCD02181227
• 分子量: 309.362
• InChiKey: UMAXPCYVVRYQNO-UHFFFAOYSA-N

物化性质

• 沸点：
  437.2±45.0 °C(Predicted)
• 密度：
  1.117±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  22
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  73.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (R)-methyl 2-(benzyloxycarbonylamino)-3-t-butoxypropanoate 在 palladium on activated charcoal sodium hydroxide 、 氢气 作用下， 以 乙醇 为溶剂， 生成 2-氨基-3-叔丁氧基丙酸
  参考文献：
  名称：

  The Tertiary Butyl Group as a Blocking Agent for Hydroxyl, Sulfhydryl and Amido Functions in Peptide Synthesis

  摘要：

  DOI：

  10.1021/ja00885a020
• 作为产物：
  描述：

  N-cbz-dl-丝氨酸甲酯 、 异丁烯 生成 (R)-methyl 2-(benzyloxycarbonylamino)-3-t-butoxypropanoate
  参考文献：
  名称：

  氨基酸和多肽。第六部分 通过孪生合成与舍拉莫利有关的环二肽

  摘要：

  通过两个分子的β- L-亮氨酰氧基-丙酰氯的相互作用合成了十四元的环二肽。利用β-（O-叔丁基-DL-丝氨酰氧基）丙酰氯的类似合成得到两个异构体。已经讨论了这些异构体的关系。

  DOI：

  10.1039/j39670000997

文献信息

• [EN] GLUCOSYLCERAMIDE SYNTHASE INHIBITORS FOR THE TREATMENT OF DISEASES<br/>[FR] INHIBITEURS DE LA GLUCOSYLCÉRAMIDE SYNTHASE POUR LE TRAITEMENT DE MALADIES
  申请人：BIOMARIN PHARM INC

  公开号：WO2015042397A1

  公开（公告）日：2015-03-26

  Described herein are compounds of Formula I, methods of making such compounds, pharmaceutical compositions and medicaments containing such compounds, and methods of using such compounds to treat or prevent diseases or conditions associated with the enzyme glucosylceramide synthase (GCS).

  本文描述了一种I式化合物，制备这种化合物的方法，含有这种化合物的药物组合物和药物，以及使用这种化合物治疗或预防与葡萄糖酰胺合成酶（GCS）相关的疾病或症状的方法。
• Amino-acids and peptides. Part VI. The synthesis, by twinning, of cyclodepsipeptides related to serratamolide
  作者：C. H. Hassall、T. G. Martin、J. A. Schofield、Jean O. Thomas

  DOI：10.1039/j39670000997

  日期：——

  A fourteen-membered cyclodepsipeptide has been synthesised by the interaction of two molecules of β-L-leucyloxy-propionyl chloride. A similar synthesis utilising β-(O-t-butyl-DL-seryloxy)propionyl chloride gave two isomers. The relationship of these isomers has been discussed.

  通过两个分子的β- L-亮氨酰氧基-丙酰氯的相互作用合成了十四元的环二肽。利用β-（O-叔丁基-DL-丝氨酰氧基）丙酰氯的类似合成得到两个异构体。已经讨论了这些异构体的关系。
• METHOD FOR MANUFACTURING DIPEPTIDYL PEPTIDASE-IV INHIBITOR AND INTERMEDIATE
  申请人：Kwak Woo Young

  公开号：US20120016126A1

  公开（公告）日：2012-01-19

  The present invention relates to an improved method for manufacturing dipeptidyl peptidase-IV inhibitor and intermediate. The present invention allows reduction of production costs by reacting low cost reagents, improves yield and is adaptable for mass production.

  本发明涉及一种改进的二肽基胰岛素释放肽酶-IV抑制剂及中间体制备方法。本发明通过使用低成本试剂反应，降低生产成本，提高产量，并适用于大规模生产。
• IMPROVED METHOD FOR MANUFACTURING DIPEPTIDYL PEPTIDASE-IV INHIBITOR AND INTERMEDIATE
  申请人：Dong-A Pharmaceutical Co., Ltd.

  公开号：EP2415754A2

  公开（公告）日：2012-02-08

  The present invention relates to an improved method for manufacturing dipeptidyl peptidase-IV inhibitor and intermediate. The present invention allows reduction of production costs by reacting low cost reagents, improves yield and is adaptable for mass production.

  本发明涉及一种制造二肽基肽酶-IV 抑制剂和中间体的改进方法。本发明通过使用低成本试剂进行反应，降低了生产成本，提高了产量，并适用于大规模生产。
• Designed molecules reproducing the two conformations of teleocidins.
  作者：Michihiro Ohno、Yasuyuki Endo、Masaaki Hirano、Akiko Itai、Koichi Shudo

  DOI：10.1016/s0040-4039(00)61468-5

  日期：1993.12

  Tumor-promoting teleocidins are known to exist in an equilibrium between two conformational states, the twist form and sofa form, in solution. Benzolactam-Vs, in which the indole ring of indolactams was replaced with a benzene ring, were designed in an attempt to reproduce the active conformation of teleocidins, and synthesized. The 8-membered lactam (benzolactam-V8-310) exists only in the twist form in solution and the 9-membered lactam (benzolactam-V9-310) exists only in the sofa form in solution. The stronger biological activities of the 8-membered lactam than those of indolactam-V and the lack of activity of the 9-membered lactam clearly indicated that active conformation for tumor-promoting activity of teleocidins is close to the twist form.