6-amino-5-methoxycarbonyl-thieno[2,3-d]-1,3-dithiole-2-thione | 112200-01-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: 6-amino-5-methoxycarbonyl-thieno[2,3-d]-1,3-dithiole-2-thione
• 英文别名: Methyl 6-amino-2-thioxothieno[2,3-d]-1,3-dithiole-5-carboxylate；methyl 6-amino-2-sulfanylidenethieno[2,3-d][1,3]dithiole-5-carboxylate
• CAS: 112200-01-8
• 化学式: C₇H₅NO₂S₄
• 分子量: 263.386
• InChiKey: JNYDEGIZLBXHIM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  163
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  6-amino-5-methoxycarbonyl-thieno[2,3-d]-1,3-dithiole-2-thione 在 Tween 40 、 Emericella unguis ATCC 10032 作用下， 以 N-甲基吡咯烷酮 为溶剂， 反应 144.0h， 以64%的产率得到3-Amino-4,5-bis-methylsulfanyl-thiophene-2-carboxylic acid methyl ester
  参考文献：
  名称：

  First preparative biocatalytic hydrolysis and S-methylation of cyclic trithiocarbonates

  摘要：

  The biocatalytic degradation of a cyclic trithiocarbonate, 6-amino-5-methoxycarbonyl-thieno[2,3-d]-1,3-dithiole-2-thione 1, is reported. The product of the hydrolysis of the five-membered ring by Pseudomonas chlororaphis ATCC 9447 oxidatively dimerized to form the tetrathiocin derivative 2. Furthermore, we performed the first preparative biocatalytic methylation of an unnatural compound employing Emericella unguis ATCC 10032 by cleaving the dithiole ring 1 followed by methylation of both thiol groups to form the methylated product 4 in 64% isolated yield. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)00146-1
• 作为产物：
  描述：

  、 alkaline earth salt of/the/ methylsulfuric acid 以 氯仿 、 水 为溶剂， 反应 1.0h， 生成 6-amino-5-methoxycarbonyl-thieno[2,3-d]-1,3-dithiole-2-thione
  参考文献：
  名称：

  Doelling, Wolfgang; Augustin, Manfred; Ihrke, Roland, Synthesis, 1987, # 7, p. 655 - 657

  摘要：

  DOI：

文献信息

• Doelling, Wolfgang; Augustin, Manfred; Ihrke, Roland, Synthesis, 1987, # 7, p. 655 - 657
  作者：Doelling, Wolfgang、Augustin, Manfred、Ihrke, Roland

  DOI：——

  日期：——
• First preparative biocatalytic hydrolysis and S-methylation of cyclic trithiocarbonates
  作者：Wolfgang Kroutil、Andreas A Stämpfli、Roland Dahinden、Mario Jörg、Urs Müller、J Paul Pachlatko

  DOI：10.1016/s0040-4020(02)00146-1

  日期：2002.3

  The biocatalytic degradation of a cyclic trithiocarbonate, 6-amino-5-methoxycarbonyl-thieno[2,3-d]-1,3-dithiole-2-thione 1, is reported. The product of the hydrolysis of the five-membered ring by Pseudomonas chlororaphis ATCC 9447 oxidatively dimerized to form the tetrathiocin derivative 2. Furthermore, we performed the first preparative biocatalytic methylation of an unnatural compound employing Emericella unguis ATCC 10032 by cleaving the dithiole ring 1 followed by methylation of both thiol groups to form the methylated product 4 in 64% isolated yield. (C) 2002 Elsevier Science Ltd. All rights reserved.