2,5,5-trimethyl-1,3-thiazolidine-4-carboxylic acid | 18455-58-8

• 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: 2,5,5-trimethyl-1,3-thiazolidine-4-carboxylic acid
• 英文别名: 2,5,5-trimethyl-1,3-thiazolidin-3-ium-4-carboxylate
• CAS: 18455-58-8
• 化学式: C₇H₁₃NO₂S
• 分子量: 175.252
• InChiKey: MQQSPQRNCBFBSG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.3
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  74.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,5,5-trimethyl-1,3-thiazolidine-4-carboxylic acid 在 盐酸 、 三氟乙酸酐 、 sodium nitrite 作用下， 以 乙醚 、 水 、 xylene 为溶剂， 反应 37.0h， 生成 dimethyl 1,1,3-trimethyl-1H,3H-pyrazolo[1,5-c][1,3]thiazole-6,7-dicarboxylate
  参考文献：
  名称：

  Chemistry of Diazafulvenium Methides in the Synthesis of Functionalized Pyrazoles

  摘要：

  The chemistry of diazafulvenium methides generated by the thermal extrusion of sulfur dioxide from 2,2-dioxo-1H,3H-pyrazolo[1,5-c] [1,3]thiazoles is described. The diazafulvenium methides unsubstituted at C-7 participate in [8 pi + 2 pi] cycloadditions giving pyrazolo-annulated heterocycles resulting from the addition across the 1,7-position. 1-Methyl-diazafulvenium methides and 7,7-dimethyl-diazafulvenium methides undergo intramolecular sigmatropic [1,8]H shifts giving vinyl-1H-pyrazoles.

  DOI：

  10.1021/jo070265x
• 作为产物：
  描述：

  DL-青霉胺 、 乙醛 生成 2,5,5-trimethyl-1,3-thiazolidine-4-carboxylic acid
  参考文献：
  名称：

  Chemistry of Diazafulvenium Methides in the Synthesis of Functionalized Pyrazoles

  摘要：

  The chemistry of diazafulvenium methides generated by the thermal extrusion of sulfur dioxide from 2,2-dioxo-1H,3H-pyrazolo[1,5-c] [1,3]thiazoles is described. The diazafulvenium methides unsubstituted at C-7 participate in [8 pi + 2 pi] cycloadditions giving pyrazolo-annulated heterocycles resulting from the addition across the 1,7-position. 1-Methyl-diazafulvenium methides and 7,7-dimethyl-diazafulvenium methides undergo intramolecular sigmatropic [1,8]H shifts giving vinyl-1H-pyrazoles.

  DOI：

  10.1021/jo070265x

文献信息

• Flash vacuum pyrolysis of 2,2-dioxo-1H,3H-pyrrolo[1,2-c]thiazoles and 2-vinyl-1H-pyrroles
  作者：Maria I.L. Soares、Susana M.M. Lopes、Pedro F. Cruz、Rui M.M. Brito、Teresa M.V.D. Pinho e Melo

  DOI：10.1016/j.tet.2008.07.079

  日期：2008.10

  The flash vacuum pyrolysis of new 1,1-dimethyl- and 1-methyl-1H,3H-pyrrolo[1,2-c]thiazole-2,2-dioxides gave penta-substituted 2-vinyl-1H-pyrroles via sigmatropic [1,8]-H shift of the corresponding azafulvenium methide intermediates. In some cases these 1H-pyrroles underwent rearrangement to 2-allyl-1H-pyrroles. Di-substituted 2-vinylpyrroles have also been prepared and their reactivity studied. Under FVP N-benzyl-pyrrol-2-ylpropenoates were converted into 3H-pyrrolizin-3-ones. On the other hand, microwave-assisted reaction of 1-benzyl-2-vinyl-1H-pyrrole gave a 4,5,6,7-tetrahydro-1H-indole derivative. (C) 2008 Elsevier Ltd. All rights reserved.
• METHOD FOR PREVENTING OR TREATING HANGOVER SYMPTOM(S) ASSOCIATED WITH CONSUMPTION OF ALCOHOLIC BEVERAGE(S)
  申请人：Nagasawa Herbert

  公开号：US20210085746A1

  公开（公告）日：2021-03-25

  The invention provides methods for preventing or treating hangover symptom(s) associated with consumption of alcoholic beverage(s) in a subject comprising administering an aldehyde sequestering agent so as to reduce or counter blood aldehyde buildup in the subject, thereby preventing or treating hangover symptom(s) associated with consumption of alcoholic beverage(s) in the subject.
• ‘Higher-order’ azomethine ylides in the synthesis of functionalized pyrroles and 5-oxo-5H-pyrrolizines
  作者：Teresa M.V.D. Pinho e Melo、Maria I.L. Soares、Cláudio M. Nunes

  DOI：10.1016/j.tet.2006.12.025

  日期：2007.2

  Azafulvenium methides generated by the thermal extrusion of SO2 from 1-methyl- and 1,1-dimethyl-1H,3H-pyrrolo[1,2-c]thiazole-2,2-dioxides undergo [1,8]H sigmatropic shifts to give vinylpyrroles. Flash vacuum pyrolysis of the C-vinylpyrroles affords 5-oxo-5H-pyrrolizines or C-allyl-1H-pyrroles. (c) 2006 Elsevier Ltd. All rights reserved.
• Chemistry of Diazafulvenium Methides in the Synthesis of Functionalized Pyrazoles
  作者：Teresa M. V. D. Pinho e Melo、Cláudio M. Nunes、Maria I. L. Soares、José A. Paixão、Ana Matos Beja、Manuela Ramos Silva

  DOI：10.1021/jo070265x

  日期：2007.6.1

  The chemistry of diazafulvenium methides generated by the thermal extrusion of sulfur dioxide from 2,2-dioxo-1H,3H-pyrazolo[1,5-c] [1,3]thiazoles is described. The diazafulvenium methides unsubstituted at C-7 participate in [8 pi + 2 pi] cycloadditions giving pyrazolo-annulated heterocycles resulting from the addition across the 1,7-position. 1-Methyl-diazafulvenium methides and 7,7-dimethyl-diazafulvenium methides undergo intramolecular sigmatropic [1,8]H shifts giving vinyl-1H-pyrazoles.