ethyl 2-(2-furoyl)-N-alaninante | 189150-08-1

• 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: ethyl 2-(2-furoyl)-N-alaninante
• 英文别名: Ethyl 2-[bis(methylsulfanyl)methylideneamino]-3-(furan-2-yl)-2-methyl-3-oxopropanoate；ethyl 2-[bis(methylsulfanyl)methylideneamino]-3-(furan-2-yl)-2-methyl-3-oxopropanoate
• CAS: 189150-08-1
• 化学式: C₁₃H₁₇NO₄S₂
• 分子量: 315.414
• InChiKey: PXMXCPFBRRVWEZ-UHFFFAOYSA-N

物化性质

• 沸点：
  412.2±40.0 °C(Predicted)
• 密度：
  1.22±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  20
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  120
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  异氰基乙酸乙酯 、 ethyl 2-(2-furoyl)-N-alaninante 在 ketoconazole 作用下， 以 乙醇 为溶剂， 反应 0.25h， 生成 (1'R*,5S*)-5-<1'-amino-1'-methyl>ethoxycarbonylmethyl-4-ethoxycarbonyl-5-(2'-furyl)-4,5-dihydrooxazole 、 N-bis(methylthio)-methylene alanine ethyl ester
  参考文献：
  名称：

  Diastereoselective synthesis of functionalized 2,4-diamino-3-hydroxyglutaric acid derivatives of potential biological interest from glycine derivatives

  摘要：

  Two out of the four possible diastereomers of C- and N-protected 2,4-diamino-3-hydroxyglutaric acid derivatives 6a-c were obtained with diastereomeric excesses of 9:1 to 1:1. The compound 6b was converted into two lactam derivatives of 2,4-di(N-methylamino)-3-hydroxy-3-phenylglutaric acid diethyl ester with retention of configuration.

  DOI：

  10.1016/s0040-4039(00)73935-9
• 作为产物：
  描述：

  呋喃甲酰氯 、 ethyl N-alaninate 在 potassium tert-butylate 作用下， 生成 ethyl 2-(2-furoyl)-N-alaninante
  参考文献：
  名称：

  N- [双（甲硫基）亚甲基]甘氨酸乙酯与N- [双（甲硫基）亚甲基]苄胺衍生的氮杂烯丙基碳负离子的酰化反应

  摘要：

  已经研究了衍生自1和2的氮杂烯丙基阴离子的酰化反应的新方面。在合适的反应条件下，可以制备恶唑5，α，α-二取代的α-酰基-α-氨基酸衍生物3和α，β-二氢化氢氨基酸衍生物7。通过原位加成-环缩合串联反应，衍生自N- [双（甲硫基亚甲基）亚甲基苄胺2的C-酰基中间体与阴离子2反应，分离出新的1,3-二氨基-2-丙醇衍生物8。

  DOI：

  10.1016/s0040-4020(97)00091-4

文献信息

• Diastereoselective synthesis of syn,syn- and syn,anti-2,4-diamino-3-hydroxyglutaric acid derivatives from ethyl α-acyl alaninates
  作者：Carlos Alvarez-Ibarra、Aurelio G Csákÿ、Elena Martínez-Santos、Maria L Quiroga、JoséL Tejedor

  DOI：10.1016/s0040-4020(99)00065-4

  日期：1999.3

  Syn,syn- and syn,anti-isomers of the four possible diastereomers of O,N,N'-protected 2,4-diamino-3-hydroxyglutaric acid derivatives 3-7 were diastereoselectively obtained. Syn,syn isomers of oxazolines 3 were selectively achieved by an aldol-like reaction in protic conditions between a-metallated ethyl isocyanoacetate 1 and alpha-acyl alaninates 2. Derivatives 4 with a syn,anti-configuration were obtained under epimerization reaction conditions, whereas derivatives 5-7 with syn,syn-configuration were selectively obtained under kinetic reaction conditions. (C) 1999 Elsevier Science Ltd. All rights reserved.
• On the acylation reactions of aza-allyl carbanions derived from N-[bis(methylthio)methylene]glycine ethyl ester and N-[bis(methylthio)methylene]benzylamine
  作者：Carlos Alvarez-Ibarra、Aurelio G Csákÿ、Elena Martinez-Santos、Maria L Quiroga

  DOI：10.1016/s0040-4020(97)00091-4

  日期：1997.3

  the acylation reaction of the aza-allyl anions derived from 1 and 2 have been studied. Under suitable reaction conditions, oxazoles 5, α,α-disubstituted α-acyl-α-amino acid derivatives 3, and α,β-didehydroamino acid derivatives 7 can be prepared. A new 1,3-diamino-2-propanol derivative 8 was isolated by reaction of the C-acyl intermediate derived from N-[bis(methylthio)methylene]- benzylamine 2 and

  已经研究了衍生自1和2的氮杂烯丙基阴离子的酰化反应的新方面。在合适的反应条件下，可以制备恶唑5，α，α-二取代的α-酰基-α-氨基酸衍生物3和α，β-二氢化氢氨基酸衍生物7。通过原位加成-环缩合串联反应，衍生自N- [双（甲硫基亚甲基）亚甲基苄胺2的C-酰基中间体与阴离子2反应，分离出新的1,3-二氨基-2-丙醇衍生物8。
• Diastereoselective synthesis of functionalized 2,4-diamino-3-hydroxyglutaric acid derivatives of potential biological interest from glycine derivatives
  作者：Carlos Alvarez-Ibarra、Carmen Domínguez-Fernández、Aurelio G. Csákÿ、Elena Martínez-Santos、Maria L. Quiroga、Enrique Gutiérrez

  DOI：10.1016/s0040-4039(00)73935-9

  日期：1993.1

  Two out of the four possible diastereomers of C- and N-protected 2,4-diamino-3-hydroxyglutaric acid derivatives 6a-c were obtained with diastereomeric excesses of 9:1 to 1:1. The compound 6b was converted into two lactam derivatives of 2,4-di(N-methylamino)-3-hydroxy-3-phenylglutaric acid diethyl ester with retention of configuration.