N-[(1,1-dimethylethoxy)carbonyl]-N-methyl-L-phenylalanine dicyclohexylamine salt

• 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: N-[(1,1-dimethylethoxy)carbonyl]-N-methyl-L-phenylalanine dicyclohexylamine salt
• 英文别名: tert-butyloxycarbonyl-(N-Me)-PheOH*dicyclohexylamine；N-Boc-N-methyl-L-phenylalanine dicyclohexylamine salt；Boc-N-methyl-L-phenylalanine(dicyclohexylammonium)salt；dicyclohexylazanium;(2S)-2-[methyl-[(2-methylpropan-2-yl)oxycarbonyl]amino]-3-phenylpropanoate
• 化学式: C₁₂H₂₃N*C₁₅H₂₁NO₄
• 分子量: 460.657
• InChiKey: MFORGORUOHHLHW-YDALLXLXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.79
• 重原子数：
  33
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  78.9
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-[(1,1-dimethylethoxy)carbonyl]-N-methyl-L-phenylalanine dicyclohexylamine salt 在 盐酸 、 lithium aluminium tetrahydride 、 1-羟基苯并三唑 、 三乙胺 、 三氟乙酸 作用下， 以 四氢呋喃 、 乙醚 、 二氯甲烷 、 水 、 甲苯 为溶剂， 反应 51.84h， 生成 (3S)-1-{3-[5-chloro-2-(4-chlorophenyl)-1-methyl-1H-indol-3-yl]-1-oxopropyl}-4-methyl-3-(phenylmethyl)piperazine
  参考文献：
  名称：

  2-aryl indole derivative as antagonists of tachykinins

  摘要：

  本发明涉及以下式（I）的化合物：其中R1a、R1b、R2、R3、R4、R5、X和n在此有所定义。这些化合物特别适用于治疗或预防抑郁症、焦虑、疼痛、炎症、偏头痛、呕吐和带状疱疹后神经痛。

  公开号：

  US06518273B1

文献信息

• Xenortide Biosynthesis by Entomopathogenic <i>Xenorhabdus nematophila</i>
  作者：Daniela Reimer、Friederike I. Nollmann、Katharina Schultz、Marcel Kaiser、Helge B. Bode

  DOI：10.1021/np500390b

  日期：2014.8.22

  The biosynthesis gene cluster of the xenortides and a new derivative, xenortide D, which is produced in only trace amounts, was identified in Xenorhabdus nematophila. The structure of xenortide D was elucidated using a combination of labeling experiments followed by MS analysis and was confirmed by synthesis. Bioactivity tests revealed a weak activity of tryptamine-carrying xenortides against Plasmodium

  在Xenorhabdus nematophila中鉴定到了Xenortides和仅以微量产生的新衍生物Xenortide D的生物合成基因簇。使用标记实验和随后的MS分析相结合的方法阐明了Xenortide D的结构，并通过合成对其进行了确认。生物活性测试表明，携带色胺的赛诺肽对恶性疟原虫和布鲁氏锥虫的活性较弱。
• Biosynthesis of the Antibiotic Nematophin and Its Elongated Derivatives in Entomopathogenic Bacteria
  作者：Xiaofeng Cai、Victoria L. Challinor、Lei Zhao、Daniela Reimer、Hélène Adihou、Peter Grün、Marcel Kaiser、Helge B. Bode

  DOI：10.1021/acs.orglett.6b03796

  日期：2017.2.17

  almost 20 years, is produced by all strains of Xenorhabdus nematophila. Despite its simple structure, its biosynthesis was unknown. Its biosynthetic pathway is reported using heterologous production in Escherichia coli. Additionally, the identification, structure elucidation, and biosynthesis of six extended nematophin derivatives from Xenorhabdus PB62.4 carrying an additional valine are reported. Preliminary

  线虫素是一种抗金黄色葡萄球菌近20年的已知抗生素天然产物，它是由所有Xenorhabdus nematophila菌株产生的。尽管其结构简单，但其生物合成仍是未知的。据报道，其生物合成途径是利用大肠杆菌中的异源生产。此外，还报道了来自Xenorhabdus PB62.4的6种扩展的线虫素衍生物的鉴定，结构阐明和生物合成，这些衍生物带有附加的缬氨酸。初步的生物活性研究表明，这些化合物在细菌－线虫－昆虫共生中具有生物学作用。
• US6518273B1
  申请人：——

  公开号：US6518273B1

  公开（公告）日：2003-02-11
• [EN] 2-ARYL INDOLE DERIVATIVES AS ANTAGONISTS OF TACHYKININS<br/>[FR] DERIVES DE 2-ARYLE INDOLE UTILISES COMME ANTAGONISTES DES TACHYKININES
  申请人：MERCK SHARP & DOHME

  公开号：WO2000051984A1

  公开（公告）日：2000-09-08

  The present invention relates to compounds of formula (I) wherein R?1a and R1b¿ represent a variety of substituents; R3 represents an optionally substituted phenyl, biphenyl or naphthyl group; R4 represents hydrogen, C¿1-6?alkyl, carbonyl (=O), (CH2)pphenyl or a C1-2alkylene bridge across the piperazine ring; R?5¿ represents C¿1-6?alkyl, C3-7cycloalkyl, C3-7cycloalkylC1-4alkyl, C2-6alkenyl, phenyl, naphthyl, fluorenyl, heteroaryl, (CH2)ppphenyl, (CH2)pheteroaryl, CH(phenyl)2, CH(C1-6alkyl)(phenyl), C2-4alkenyl(phenyl), (CH2)pNR?cRd, (CH¿2)pCONR?cRd, (CH¿2)mCORc, (CH2)mCO2Rc or (CH¿2?)pOH; X represents an oxygen or a sulfur atom; m is zero or an integer from 1 to 4; n is an integer from 1 to 4; p is an integer from 1 to 4; or a pharmaceutically acceptable salt thereof. The compounds are of particular use in the treatment or prevention of depression, anxiety, pain, inflammation, migraine, emesis or postherpetic neuralgia.
• 2-aryl indole derivative as antagonists of tachykinins
  申请人：Merck Sharp & Dohme Ltd.

  公开号：US06518273B1

  公开（公告）日：2003-02-11

  The present invention relates to compounds of the formula (I): wherein R1a, R1b, R2, R3, R4, R5, X and n are defined herein. The compounds are of particular use in the treatment or prevention of depression, anxiety, pain, inflammation, migraine, emesis and postherpetic neuralgia.

  本发明涉及以下式（I）的化合物：其中R1a、R1b、R2、R3、R4、R5、X和n在此有所定义。这些化合物特别适用于治疗或预防抑郁症、焦虑、疼痛、炎症、偏头痛、呕吐和带状疱疹后神经痛。