(R)-2,2-Dimethyl-1,3-dioxolane-4-thiocarboxamide | 172952-21-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (R)-2,2-Dimethyl-1,3-dioxolane-4-thiocarboxamide
• 英文别名: (4R)-2,2-dimethyl-1,3-dioxolane-4-carbothioamide
• CAS: 172952-21-5
• 化学式: C₆H₁₁NO₂S
• 分子量: 161.225
• InChiKey: ZAPJUQFWXQWFHM-SCSAIBSYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  76.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-溴丙酮酸乙酯 、 (R)-2,2-Dimethyl-1,3-dioxolane-4-thiocarboxamide 以 乙醇 为溶剂， 反应 2.0h， 生成 乙基2-[(1R)-1,2-二羟基乙基]-1,3-噻唑-4-羧酸酯
  参考文献：
  名称：

  1,3-Dioxolane C-Nucleosides: Asymmetric Synthesis of Four Stereoisomers of 2-[2-(Hydroxymethyl)-1,3-Dioxolan-5-yl)]-1,3-Thiazole-4-Carboxamide

  摘要：

  DOI：

  10.1016/00404-0399(50)17638-
• 作为产物：
  描述：

  (4R)-2,2-二甲基-1,3-二氧戊环-4-甲酰胺 在 tetraphosphorus decasulfide 作用下， 以 1,4-二氧六环 为溶剂， 反应 1.0h， 生成 (R)-2,2-Dimethyl-1,3-dioxolane-4-thiocarboxamide
  参考文献：
  名称：

  1,3-Dioxolane C-Nucleosides: Asymmetric Synthesis of Four Stereoisomers of 2-[2-(Hydroxymethyl)-1,3-Dioxolan-5-yl)]-1,3-Thiazole-4-Carboxamide

  摘要：

  DOI：

  10.1016/00404-0399(50)17638-

文献信息

• Dolabellin, a Cytotoxic Bisthiazole Metabolite from the Sea Hare Dolabella auricularia: Structural Determination and Synthesis
  作者：Hiroki Sone、Takashi Kondo、Minoru Kiryu、Hiroyuki Ishiwata、Makoto Ojika、Kiyoyuki Yamada

  DOI：10.1021/jo00120a021

  日期：1995.7

  Dolabellin (1), a novel cytotoxic metabolite which consists of two thiazole hydroxy acids and a new dichlorinated beta-hydroxy acid, was isolated from the Japanese sea hare Dolabella auricularia. The gross structure of 1 was elucidated on the basis of spectral data in conjunction with chemical degradations, which provided three methyl esters: methyl 2-(1-hydroxy-2 -methylpropyl)thiazole-4-carboxylate (2), methyl 2-(1,2-dihydroxyethyl)thiazole-4-carboxylate (3), and methyl 7,7-dichloro-3-hydroxy-2-methyloctanoate (4). The absolute stereochemistry of 1 was determined by stereoselective syntheses of two degradation products 2 and 3 and two diastereomeric octanoates 7a,b (the dechloro derivatives of degradation product 4), and the enantioselective total synthesis of dolabellin itself. Dechlorodolabellin (23) was also synthesized.
• 1,3-Dioxolane C-Nucleosides: Asymmetric Synthesis of Four Stereoisomers of 2-[2-(Hydroxymethyl)-1,3-Dioxolan-5-yl)]-1,3-Thiazole-4-Carboxamide
  作者：D Jinfa

  DOI：10.1016/00404-0399(50)17638-

  日期：1995.11.6