methyl (2S)-2-(3,4,5-trimethoxybenzamido)-3-methylbutanoate | 63203-39-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: methyl (2S)-2-(3,4,5-trimethoxybenzamido)-3-methylbutanoate
• 英文别名: N-((1S)-1-methoxycarbonyl-2-methylpropyl)-3,4,5-trimethoxybenzamide；3,4,5-Trimethoxybenzoyl-L-Val-OMe；methyl (2S)-3-methyl-2-[(3,4,5-trimethoxybenzoyl)amino]butanoate
• CAS: 63203-39-4
• 化学式: C₁₆H₂₃NO₆
• mdl: MFCD00395892
• 分子量: 325.362
• InChiKey: RJLHJJDUJRUASU-ZDUSSCGKSA-N

物化性质

• 熔点：
  132-135 °C
• 沸点：
  406.7±45.0 °C(Predicted)
• 密度：
  1.127±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  23
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  83.1
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  methyl (2S)-2-(3,4,5-trimethoxybenzamido)-3-methylbutanoate 在 锂硼氢 、 仲丁基锂 、 氯化铵 、 甲基磺酰氯 、 三乙胺 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 为溶剂， 反应 42.25h， 生成 (S,Z)-2-(1-heptyl-5,6,7-trimethoxyisobenzofuran-3(1H)-ylideneamino)-3-methylbutan-1-ol
  参考文献：
  名称：

  Cytosporone E: racemic synthesis and preliminary antibacterial testing

  摘要：

  The antibiotic cytosporone E (isolated from the broth of the endophytic fungi CR 200 (Cytospora sp.) and CR 146 (Diaporthe sp.)) was synthesized as a racemic mixture. The key step in the synthesis is the Meyers ortho-alkylation of a chiral aromatic oxazoline. Preliminary antibiotic activity shows antibiosis against Gram-positive bacteria but not Gram-negative bacteria as previously reported. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.10.018
• 作为产物：
  描述：

  L-缬氨酸甲酯盐酸盐 、 3,4,5-三甲氧基苯甲酸 在 1-羟基苯并三唑一水物 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以91%的产率得到methyl (2S)-2-(3,4,5-trimethoxybenzamido)-3-methylbutanoate
  参考文献：
  名称：

  Cytosporone E: racemic synthesis and preliminary antibacterial testing

  摘要：

  The antibiotic cytosporone E (isolated from the broth of the endophytic fungi CR 200 (Cytospora sp.) and CR 146 (Diaporthe sp.)) was synthesized as a racemic mixture. The key step in the synthesis is the Meyers ortho-alkylation of a chiral aromatic oxazoline. Preliminary antibiotic activity shows antibiosis against Gram-positive bacteria but not Gram-negative bacteria as previously reported. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.10.018

文献信息

• PLANT DISEASE CONTROL AGENT, AND PLANT DISEASE CONTROL METHOD
  申请人：Komori Takashi

  公开号：US20100137445A1

  公开（公告）日：2010-06-03

  Disclosed is a plant disease control agent comprising an amide compound represented by the formula (1) as an active ingredient. wherein X 1 represents a fluorine atom or a methoxy group; X 2 represents a hydrogen atom, a halogen atom, a C 1 -C 4 alkyl group, a C 2 -C 4 alkenyl group, a C 1 -C 4 haloalkyl group, a C 1 -C 4 alkoxy group, a C 1 -C 4 alkylthio group, a C 1 -C 4 hydroxyalkyl group and so on; Z 1 represents an oxygen atom or a sulfur atom; A 1 represents a single bond, —CH 2 — and so on; and G 1 represents a group CR 6 R 7 R 8 , a C 3-6 cycloalkyl group and so on.

  本发明公开了一种植物病害控制剂，其包含以式（1）表示的酰胺化合物作为活性成分。其中，X1代表氟原子或甲氧基；X2代表氢原子、卤素原子、C1-C4烷基、C2-C4烯基、C1-C4卤代烷基、C1-C4烷氧基、C1-C4烷硫基、C1-C4羟基烷基等；Z1代表氧原子或硫原子；A1代表单键、—CH2—等；G1代表CR6R7R8基团、C3-6环烷基等。
• Titanium-Catalyzed Stereoselective Synthesis of Spirooxindole Oxazolines
  作者：Joseph J. Badillo、Gary E. Arevalo、James C. Fettinger、Annaliese K. Franz

  DOI：10.1021/ol1027305

  日期：2011.2.4

  A regio- and stereoselective cyclization between isatins and 5-methoxyoxazoles has been developed using catalytic titanium(IV) chloride (10 or 20 mol %) to afford spiro[3,3'-oxindoleoxazolines] in excellent yield (up to 99%) and diastereoselectivity (dr >99:1). Substitution at the 4-position of the oxazole controls nucleophilic attack to provide either the 2-oxazoline or 3-oxazoline spirocycle with excellent (>99:1) regiocontrol.
• Cytosporone E: racemic synthesis and preliminary antibacterial testing
  作者：Jeffrey D. Hall、Nathan W. Duncan-Gould、Nasar A. Siddiqi、Jennifer N. Kelly、L. Alexis Hoeferlin、Susan J. Morrison、Justin K. Wyatt

  DOI：10.1016/j.bmc.2004.10.018

  日期：2005.2

  The antibiotic cytosporone E (isolated from the broth of the endophytic fungi CR 200 (Cytospora sp.) and CR 146 (Diaporthe sp.)) was synthesized as a racemic mixture. The key step in the synthesis is the Meyers ortho-alkylation of a chiral aromatic oxazoline. Preliminary antibiotic activity shows antibiosis against Gram-positive bacteria but not Gram-negative bacteria as previously reported. (C) 2004 Elsevier Ltd. All rights reserved.