dimethyl (S)-2-[(tert-butoxycarbonyl)amino]hexanedioate | 615258-01-0

• 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: dimethyl (S)-2-[(tert-butoxycarbonyl)amino]hexanedioate
• 英文别名: dimethyl (2S)-2-[(tert-butoxycarbonyl)amino]hexanedioate；(S)-dimethyl 2-(tert-butoxycarbonylamino)hexanedioate；dimethyl (2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]hexanedioate
• CAS: 615258-01-0
• 化学式: C₁₃H₂₃NO₆
• 分子量: 289.329
• InChiKey: WMHDXSNIVADUCW-VIFPVBQESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  20
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  90.9
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  dimethyl (S)-2-[(tert-butoxycarbonyl)amino]hexanedioate 在 盐酸 、 碳酸氢钠 、 对甲苯磺酸 、 三氟乙酸 作用下， 以 甲醇 、 水 、 甲苯 为溶剂， 反应 17.0h， 生成
  参考文献：
  名称：

  甲醇碳酸氢钠水溶液通过5-恶唑烷酮温和再生氨基酸烷基酯的羧基

  摘要：

  一种简单的无消旋方法使得可以通过中间体5-恶唑烷酮再生氨基酸烷基酯的羧酸基团，该中间体通过在甲醇水溶液中用碳酸氢钠处理而水解。

  DOI：

  10.1016/j.tetlet.2003.08.028
• 作为产物：
  描述：

  L-2-氨基己二酸 在 硫酸 、 三乙胺 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 4.0h， 生成 dimethyl (S)-2-[(tert-butoxycarbonyl)amino]hexanedioate
  参考文献：
  名称：

  手性 α-氨基酸向对映体纯 3-氨基环胺的有效转化

  摘要：

  摘要 对映异构纯的 3-氨基环胺，如 3-氨基吡咯烷、3-氨基哌啶和 2,3,4,5,6,7-六氢-1H-氮杂已从光学活性的天然α -氨基酸，例如 L-天冬氨酸、L-谷氨酸、L-2-氨基己二酸及其对映体。

  DOI：

  10.1080/00397919808004949

文献信息

• [EN] CALPAIN MODULATORS AND METHODS OF PRODUCTION AND USE THEREOF<br/>[FR] MODULATEURS DE CALPAÏNE ET LEURS MÉTHODES DE PRODUCTION ET D'UTILISATION
  申请人：BLADE THERAPEUTICS INC

  公开号：WO2017156074A1

  公开（公告）日：2017-09-14

  The present technology relates to compounds, kits, compositions, and methods useful for the treatment of fibrotic disease. In some aspects, the present technology provides for treatment of various diseases or disorders associated or mediated, at least in part, by calpains, such as CAPN1, CAPN2, and/or CAPN9. The present technology is generally applicable to compounds which inhibit myofibroblast differentiation.

  这项技术涉及到用于治疗纤维化疾病的化合物、试剂盒、组合物和方法。在某些方面，这项技术提供了治疗与卡尔帕因（如CAPN1、CAPN2和/或CAPN9）至少部分相关或介导的各种疾病或疾病的方法。这项技术通常适用于抑制肌成纤维细胞分化的化合物。
• PROCESS FOR PRODUCTION OF 4-(SUBSTITUTED PHENYL)HEXAHYDROPYRIDOÝ2,1-C¨Ý1,4¨OXAZIN-6-ONE
  申请人：Eisai R&D Management Co., Ltd.

  公开号：EP2226325A1

  公开（公告）日：2010-09-08

  4-(Substituted phenyl)hexahydropyrido[2,1-c][1,4]oxazin-6-one represented by formula (I) or a salt thereof is useful as an intermediate for the production of a bicyclic cinnamide compound which is an Aβ production inhibitor. 4-(Substituted phenyl)hexahydropyrido[2,1-c][1,4]oxazin-6-one or the salt thereof can be produced in an industrially advantageous manner by subjecting a compound represented by formula (II) or a salt thereof to an intramolecular condensation reaction.

  公式(I)表示的4-(取代苯基)六氢吡啶并[2,1-c][1,4]噁唑啉-6-酮或其盐可用作生产双环丁酰胺化合物的中间体，该化合物是Aβ产生抑制剂。通过将公式(II)表示的化合物或其盐经历分子内缩合反应，可以以工业上有利的方式生产4-(取代苯基)六氢吡啶并[2,1-c][1,4]噁唑啉-6-酮或其盐。
• PROCESS FOR PRODUCTION OF 4- (SUBSTITUTED PHENYL) HEXAHYDROPYRIDO [2,1-C] [1,4] OXAZIN-6-ONE
  申请人：Kayano Akio

  公开号：US20100280243A1

  公开（公告）日：2010-11-04

  4-(Substituted phenyl)hexahydropyrido[2,1-c][1,4]oxazin-6-one represented by formula (I) or a salt thereof is useful as an intermediate for the production of a bicyclic cinnamide compound which is an Aβ production inhibitor. 4-(Substituted phenyl)hexahydropyrido[2,1-c][1,4]oxazin-6-one or the salt thereof can be produced in an industrially advantageous manner by subjecting a compound represented by formula (II) or a salt thereof to an intramolecular condensation reaction.

  公式（I）表示的4-（取代苯基）六氢吡啶[2,1-c][1,4]噁唑-6-酮或其盐是生产双环丙烯酰胺化合物的中间体，该化合物是Aβ产生抑制剂。通过将公式（II）表示的化合物或其盐经历分子内缩合反应，可以以工业上优势的方式生产4-（取代苯基）六氢吡啶[2,1-c][1,4]噁唑-6-酮或其盐。
• Decarboxylative Side-Chain Functionalization of Aspartic/Glutamic Acids Using Two-Molecule Photoredox Catalysts
  作者：Yudai Shinkawa、Toshiki Furutani、Takumi Ikeda、Mugen Yamawaki、Toshio Morita、Yasuharu Yoshimi

  DOI：10.1021/acs.joc.2c01606

  日期：2022.9.2

  functionalization of aspartic/glutamic acid derivatives through photoinduced decarboxylation was achieved by using organic two-molecule photoredox catalysts without racemization under mild conditions. A facile process involving the preparation of substrates and photoinduced decarboxylative radical additions can provide easy access to the linked amino acids with carbohydrates and amino acids at the side chain

  天冬氨酸/谷氨酸衍生物通过光诱导脱羧的侧链功能化是通过在温和条件下使用有机双分子光氧化还原催化剂实现的，无需外消旋化。涉及制备底物和光诱导脱羧自由基加成的简便方法可以提供容易获得与侧链处的碳水化合物和氨基酸连接的氨基酸。
• Synthesis and inhibitory activity of substrate-analog fructosyl peptide oxidase inhibitors
  作者：Bunta Watanabe、Atsushi Ichiyanagi、Kozo Hirokawa、Keiko Gomi、Toru Nakatsu、Hiroaki Kato、Naoki Kajiyama

  DOI：10.1016/j.bmcl.2015.07.045

  日期：2015.9

  Fructosyl peptide oxidases (FPOXs) play a crucial role in the diagnosis of diabetes. Their main function is to cleave fructosyl amino acids or fructosyl peptides into glucosone and the corresponding amino acids/dipeptides. In this study, the substrate-analog FPOX inhibitors 1a-c were successfully designed and synthesized. These inhibitors mimic N-alpha-fructosyl-L-valine (Fru-Val), [N-alpha-fructosyl-L-valyl]-L-histidine (Fru-ValHis), and N-epsilon-fructosyl-L-lysine (epsilon Fru-Lys), respectively. The secondary nitrogen atom in the natural substrates, linking fructose and amino acid or dipeptide moieties, was substituted in 1a-c with a sulfur atom to avoid enzymatic cleavage. Kinetic studies revealed that 1a-c act as competitive inhibitors against an FPOX obtained from Coniochaeta sp., and K-i values of 11.1, 66.8, and 782 mu M were obtained for 1a-c, respectively. (C) 2015 Elsevier Ltd. All rights reserved.