ethyl 2-(ethyloxythiocarbonylthio)butyrate | 73232-08-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: ethyl 2-(ethyloxythiocarbonylthio)butyrate
• 英文别名: 2-ethoxythiocarbonylmercapto-butyric acid ethyl ester；2-Aethoxythiocarbonylmercapto-buttersaeure-aethylester；α-(Aethylxanthogen)-buttersaeure-aethylester；Ethyl 2-ethoxycarbothioylsulfanylbutanoate
• CAS: 73232-08-3
• 化学式: C₉H₁₆O₃S₂
• 分子量: 236.356
• InChiKey: BDXYYZXRPWJXPY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  14
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  92.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ethyl 2-(ethyloxythiocarbonylthio)butyrate 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 反应 5.0h， 以98%的产率得到2-mercaptobutanol
  参考文献：
  名称：

  Wu, Shao-Yong; Hirashima, Akinori; Takeya, Ryuko, Agricultural and Biological Chemistry, 1988, vol. 52, # 11, p. 2911 - 2918

  摘要：

  DOI：
• 作为产物：
  描述：

  potassium ethyl xanthogenate 、 alkaline earth salt of/the/ methylsulfuric acid 以 丙酮 为溶剂， 反应 4.0h， 生成 ethyl 2-(ethyloxythiocarbonylthio)butyrate
  参考文献：
  名称：

  Cascade synthesis of spirooxindole δ-lactone derivatives through N-aryl hydroxymethylacrylamides with xanthates

  摘要：

  A novel and highly efficient cascade synthesis of spirooxindole delta-lactone derivatives from N-aryl hydroxymethylacrylamides and xanthates in good yields is described. The reaction proceeds through a radical addition/cyclization and ester exchange, in which two new C-C bonds and one C-O bond were formed. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2015.08.039

文献信息

• New Methods for Synthesis of α,β-Unsaturated Carboxylic Esters from Carbonyl Compounds Using Monoanions of Dithiocarbonates, and Dianions of Ethyl Mercaptoacetate and Ethyl 2-Mercaptopropionate
  作者：Kazuhiko Tanaka、Nobuyuki Yamagishi、Rikuhei Tanikaga、Aritsune Kaji

  DOI：10.1246/bcsj.52.3619

  日期：1979.12

  The lithium enolates of O-alkyl S-alkoxycarbonylmethyl dithiocarbonates and monothiocarbonates were found to be efficient reagents for the synthesis of α,β-unsaturated esters from carbonyl compound...

  发现 O-烷基 S-烷氧基羰基甲基二硫代碳酸酯和单硫代碳酸酯的锂烯醇化物是从羰基化合物合成 α,β-不饱和酯的有效试剂...
• Highly regioselective radical alkylation of 3-substituted pyrroles
  作者：Oscar Guadarrama-Morales、Francisco Méndez、Luis D. Miranda

  DOI：10.1016/j.tetlet.2007.04.146

  日期：2007.6

  It is reported that the intermolecular oxidative radical substitution on 3-substituted pyrroles gives the 2,3-disubstituted pyrroles in a highly regioselective manner. This behavior is explained on the basis of the relative stabilities of the intermediate radicals formed in the process. The methodology reported herein represents a direct entry into 2,3-disubstituted pyrroles, which might be used to

  据报道，在3-取代的吡咯上的分子间氧化自由基取代以高度区域选择性的方式得到2，3-二取代的吡咯。基于在该过程中形成的中间自由基的相对稳定性来解释这种行为。本文报道的方法学代表直接进入2，3-二取代的吡咯，可用于构建更复杂的分子。
• Troeger; Volkmer, Journal fur praktische Chemie (Leipzig 1954), 1904, vol. <2>70, p. 448
  作者：Troeger、Volkmer

  DOI：——

  日期：——
• TANAKA KAZUHIKO; YAMAGISHI NOBUYUKI; TANIKAGA RIKUHEI; KAJI ARITSUNE, BULL. CHEM. SOC. JAP., 1979, 52, NO 12
  作者：TANAKA KAZUHIKO、 YAMAGISHI NOBUYUKI、 TANIKAGA RIKUHEI、 KAJI ARITSUNE

  DOI：——

  日期：——
• WU, SHAO-YONG;HIRASHIMA, AKINORI;TAKEYA, RYUKO;ETO, MORIFUSA, ARG. AND BIOL. CHEM., 52,(1988) N1, C. 2911-2917
  作者：WU, SHAO-YONG、HIRASHIMA, AKINORI、TAKEYA, RYUKO、ETO, MORIFUSA

  DOI：——

  日期：——