(S)-2-(tert-Butoxycarbonylamino)-5-benzyloxypentanoic acid | 148529-07-1

• 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: (S)-2-(tert-Butoxycarbonylamino)-5-benzyloxypentanoic acid
• 英文别名: (2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-5-phenylmethoxypentanoic acid
• CAS: 148529-07-1
• 化学式: C₁₇H₂₅NO₅
• 分子量: 323.389
• InChiKey: SLSGDJMDQHCUBN-AWEZNQCLSA-N

物化性质

• 沸点：
  487.3±45.0 °C(Predicted)
• 密度：
  1.136±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  23
• 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：
  84.9
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (S)-2-(tert-Butoxycarbonylamino)-5-benzyloxypentanoic acid 在 palladium dihydroxide 、 四(三苯基膦)钯 吗啉 、 咪唑 、 盐酸 、 lithium hydroxide 、 氰基磷酸二乙酯 、 五氟苯基二苯基磷酸酯 、 氢气 、 溶剂黄146 、 三乙胺 、 N,N-二异丙基乙胺 、 锌 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 二氯甲烷 、 水 、 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 反应 103.5h， 生成 dibenzyl [(2S)-2-[tert-butyl(dimethyl)silyl]oxy-3-[[(3S,6S,9S,12S,15S,18S,19R)-9,15-dibenzyl-3-[(2S)-butan-2-yl]-6-[[4-[tert-butyl(dimethyl)silyl]oxyphenyl]methyl]-12-(3-hydroxypropyl)-7,19-dimethyl-2,5,8,11,14,17-hexaoxo-1-oxa-4,7,10,13,16-pentazacyclononadec-18-yl]amino]-3-oxopropyl] phosphate
  参考文献：
  名称：

  Synthetic studies of the cyclic depsipeptides bearing the 3-amino-6-hydroxy-2-piperidone (Ahp) unit. Total synthesis of the proposed structure of micropeptin T-20

  摘要：

  The first total synthesis of a cyclic depsipeptide possessing the 3-amino-6-hydroxy-2-piperidone (Ahp) unit was successfully IN achieved in a convergent manner by the oxidative construction of the Ahp unit at the later stage of the synthesis. This synthetic work provides data indicating that the structure of the target Ahp-depsipeptide, micropeptin T-20. should be re-examined. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.12.009
• 作为产物：
  描述：

  (S)-2-tert-Butoxycarbonylamino-5-ethoxycarbonyloxy-5-oxo-pentanoic acid benzyl ester 在 lithium hydroxide 、 sodium tetrahydroborate 、 silver(l) oxide 作用下， 以 四氢呋喃 、 乙醚 、 水 为溶剂， 生成 (S)-2-(tert-Butoxycarbonylamino)-5-benzyloxypentanoic acid
  参考文献：
  名称：

  Synthetic studies of micropeptin T-20, a novel 3-amino-6-hydroxy-2-piperidone (Ahp)-containing cyclic depsipeptide

  摘要：

  The synthetic studies of micropeptin T-20 including the late installation of the Ahp (3 -amino- 6-hydroxy-2-piperidone) residue through oxidation and cyclization of a homoserine to the requisite hemiaminal are described. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)01136-4

文献信息

• Chemical Compounds
  申请人：Pfizer Limited

  公开号：US20130274243A1

  公开（公告）日：2013-10-17

  The invention relates to benzimidazole and imidazopyridine derivatives, to their use in medicine, to compositions containing them, to processes for their preparation and to intermediates used in such processes. More particularly the invention relates to new Na v 1.8 modulators of formula (I) or pharmaceutically acceptable salts thereof, wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , X and Y are as defined in the description. Na v 1.8 modulators are potentially useful in the treatment of a wide range of disorders, particularly pain.

  本发明涉及苯并咪唑和咪唑吡啶衍生物，它们在医学上的使用、含有它们的组合物、制备它们的过程以及用于这种过程的中间体。更具体地，本发明涉及公式（I）或其药学上可接受的盐的新型Nav1.8调节剂，其中R1、R2、R3、R4、R5、R6、R7、X和Y如描述中所定义。Nav1.8调节剂在治疗广泛的疾病，尤其是疼痛方面具有潜在的用途。
• Chemical compounds
  申请人：Pfizer Limited

  公开号：US08927587B2

  公开（公告）日：2015-01-06

  The invention relates to benzimidazole and imidazopyridine derivatives, to their use in medicine, to compositions containing them, to processes for their preparation and to intermediates used in such processes. More particularly the invention relates to new Nav1.8 modulators of formula (I) or pharmaceutically acceptable salts thereof, wherein R1, R2, R3, R4, R5, R6, R7. X and Y are as defined in the description. Nav1.8 modulators are potentially useful in the treatment of a wide range of disorders, particularly pain.

  本发明涉及苯并咪唑和咪唑吡啶衍生物，其在医学上的应用，含有它们的组合物，其制备过程以及用于这种过程中的中间体。更具体地，本发明涉及公式（I）的新型Nav1.8调节剂或其药学上可接受的盐，其中R1，R2，R3，R4，R5，R6，R7，X和Y如描述中所定义。Nav1.8调节剂在治疗广泛的疾病，特别是疼痛方面具有潜在的用途。
• Inhibitors of nitric oxide biosynthesis
  申请人：MERRELL PHARMACEUTICALS INC.

  公开号：EP0446699A1

  公开（公告）日：1991-09-18

  The present invention is directed to a new class of compound which are useful as inhibitors of the biosynthesis of nitric oxide.

  本发明涉及一类可用作一氧化氮生物合成抑制剂的新型化合物。
• Synthesis of an analogue of the substance P C-terminal hexapeptide with modification at the glutaminyl and methioninyl residues and increased activity in NK-2 receptor type: Structure-activity relationships
  作者：A Manolopoulou、C Poulos、T Tsegenidis

  DOI：10.1016/0223-5234(92)90027-x

  日期：1992.12

  Analogues of [Orn6]-Sp6-11 have been synthesized in which the Met11 residue is replaced by Hse(CH3), Hse(Bzl), Nva(5-OCH3), Nva(5-OBzl) and Abu. These analogues were tested in 3 in vitro preparations representative of NK-1, NK-2 and NK-3 receptor types. The Hse(Bzl) analogue is 16.6-fold more potent than the parent hexapeptide at the NK-2 receptor and 2.4-fold more potent at the NK-3 receptor. The Nva(5-OCH3) analogues howed weak antagonist activity in NK-2 and NK-3 receptor types, being a full agonist at NK-1. It is concluded from structure-activity correlations that the role of Met11 side chain in substance P is associated with activity and/or efficacy, as appropriate modifications in the side chain may result either in agonists with increased activity compared to the parent hexapeptide or selective agonists or may induce antagonism.
• Synthetic studies of micropeptin T-20, a novel 3-amino-6-hydroxy-2-piperidone (Ahp)-containing cyclic depsipeptide
  作者：Fumiaki Yokokawa、Akiko Inaizumi、Takayuki Shioiri

  DOI：10.1016/s0040-4039(01)01136-4

  日期：2001.8

  The synthetic studies of micropeptin T-20 including the late installation of the Ahp (3 -amino- 6-hydroxy-2-piperidone) residue through oxidation and cyclization of a homoserine to the requisite hemiaminal are described. (C) 2001 Elsevier Science Ltd. All rights reserved.