噻唑烷-3-羧酸叔丁酯 | 148312-55-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 中文名称: 噻唑烷-3-羧酸叔丁酯
• 英文名称: tert-butyl thiazolidine-3-carboxylate
• 英文别名: tert-butyl 1,3-thiazolidine-3-carboxylate
• CAS: 148312-55-4
• 化学式: C₈H₁₅NO₂S
• mdl: MFCD22581582
• 分子量: 189.279
• InChiKey: XMOPVCIMGZUNNI-UHFFFAOYSA-N

物化性质

• 沸点：
  266.3±33.0 °C(Predicted)
• 密度：
  1.137±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.875
• 拓扑面积：
  54.8
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 危险性防范说明：
  P305+P351+P338
• 危险性描述：
  H227,H315,H319,H335

上下游信息

• 上游原料

  中文名称	英文名称	CAS号	化学式	分子量
  ——	N-(tert-butoxycarbonyl)thiazolidin-4-one	173604-22-3	C8H13NO3S	203.262

• 下游产品

  中文名称	英文名称	CAS号	化学式	分子量
  ——	N-tert-butoxycarbonyl-thiazolidine 1,1-dioxide	148312-56-5	C8H15NO4S	221.277

反应信息

• 作为反应物：
  描述：

  噻唑烷-3-羧酸叔丁酯 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以1.49 g的产率得到Tert-butyl 1-oxo-1,3-thiazolidine-3-carboxylate
  参考文献：
  名称：

  Model Syntheses of Thiazolidine Nucleoside Analogues

  摘要：

  The syntheses of racemic thiazolidinyl thymine and cytosine derivatives 6a and 6b, and 10a and 10b, prototypes of a novel family of heterosubstituted nucleosides, have been achieved from rhodanine (3) or thiazolidine (7) by a short sequence of steps. The key reaction involved efficient coupling of silylated thymine and cytosine to N-Boc-protected 4- and 5-acetoxythiazolidines, 5 and 9, assisted by tert-butyldimethylsilyl trifluoromethanesulfonate.

  DOI：

  10.1080/07328319608002037
• 作为产物：
  描述：

  N-(tert-butoxycarbonyl)thiazolidin-4-one 在 三乙基硅烷 、 4-二甲氨基吡啶 、 三氟甲磺酸三甲基硅酯 、 三乙基硼氢化锂 作用下， 以 四氢呋喃 、 吡啶 为溶剂， 反应 13.0h， 生成 噻唑烷-3-羧酸叔丁酯
  参考文献：
  名称：

  Model Syntheses of Thiazolidine Nucleoside Analogues

  摘要：

  The syntheses of racemic thiazolidinyl thymine and cytosine derivatives 6a and 6b, and 10a and 10b, prototypes of a novel family of heterosubstituted nucleosides, have been achieved from rhodanine (3) or thiazolidine (7) by a short sequence of steps. The key reaction involved efficient coupling of silylated thymine and cytosine to N-Boc-protected 4- and 5-acetoxythiazolidines, 5 and 9, assisted by tert-butyldimethylsilyl trifluoromethanesulfonate.

  DOI：

  10.1080/07328319608002037

文献信息

• THIAZOLIDINE DERIVATIVES AS OREXIN RECEPTOR ANTAGONISTS
  申请人：Aissaoui Hamed

  公开号：US20100113531A1

  公开（公告）日：2010-05-06

  The invention relates to novel thiazolidine derivatives of the formula (I) wherein A and R 1 are as described in the description and their use as medicaments, especially as orexin receptor antagonists.

  本发明涉及式(I)的新噻唑啉衍生物，其中A和R1如描述中所述，以及它们作为药物的使用，尤其是作为食欲素受体拮抗剂的使用。
• Diverse ring opening of thietanes and other cyclic sulfides: an electrophilic aryne activation approach
  作者：Tianyu Zheng、Jiajing Tan、Rong Fan、Shuaisong Su、Binbin Liu、Chen Tan、Kun Xu

  DOI：10.1039/c7cc08553b

  日期：——

  Organosulfides are a common class of structure units in bioactive molecules and functional materials motivating continuous developments of efficient synthetic methods. Herein, we report an electrophilic aryne-activated ring opening protocol of one or two heteroatom containing saturated sulfur heterocycles. This three-component transformation proceeds under mild reaction conditions and displays exceptional

  有机硫化物是生物活性分子和功能材料中常见的一类结构单元，可促进有效合成方法的不断发展。在这里，我们报告一个或两个含有饱和硫杂环的杂原子的亲电芳烃活化的开环方案。这种三组分转化在温和的反应条件下进行，并显示出亲核试剂（C，O，S，N和F中心的亲核试剂）具有出色的通用性，从而以高收率得到结构多样的硫醚。
• Substituted cyclopropylamino-1,3,5-triazines
  申请人：UCB S.A.

  公开号：US05258513A1

  公开（公告）日：1993-11-02

  New substituted cyclopropylamino-1,3,5-triazines having the formula ##STR1## wherein R.sub.1 is C.sub.1 -C.sub.3 -alkyl, C.sub.3 -C.sub.5 -cycloalkyl or C.sub.1 -C.sub.3 -alkyl-C.sub.3 -C.sub.5 -cycloalkyl R.sub.2 is bis(2-hydroxyethyl)amino, 3-hydroxy-1-azetidinyl, 3-methoxy-1-azetidinyl, 3-oxo-1-azetidinyl, morpholino, 4-hydroxypiperidino, thiomorpholino, thiomorpholino S-oxide, thiomorpholino S,S-dioxide, 3-thiazolidinyl, 3-thiazolidinyl S-oxide, 3-thiazolidinyl S,S-dioxide or 8-oxa-3-azabicyclo[3,2,1]oct-3-yl. Processes for the preparation thereof and pharmaceutical composition containing them are also given. The compounds are useful for the treatment of disorders associated with Alzheimer's disease, senile dementia, Alzheimer's type and with any evolutive cognitive pathology, and also for the treatment of depression, anxiety, mood disturbances, inflammatory phenomena and asthma.

  新型取代环丙基氨基-1,3,5-三嗪，具有如下结构式：##STR1## 其中R1为C1-C3烷基、C3-C5环烷基或C1-C3烷基-C3-C5环烷基；R2为双(2-羟乙基)氨基、3-羟基-1-氮杂环丁基、3-甲氧基-1-氮杂环丁基、3-氧代-1-氮杂环丁基、吗啉基、4-羟基哌啶基、硫代吗啉基、硫代吗啉基S-氧化物、硫代吗啉基S,S-二氧化物、3-噻唑烷基、3-噻唑烷基S-氧化物、3-噻唑烷基S,S-二氧化物或8-氧杂-3-氮杂二环[3,2,1]辛-3-基。还提供了这些化合物的制备方法和含有它们的药物组合物。这些化合物可用于治疗与阿尔茨海默病、老年性痴呆、阿尔茨海默型以及任何进展性认知病理相关的疾病，还可用于治疗抑郁症、焦虑症、情绪障碍、炎症现象和哮喘。
• Enantioselective reaction of α-lithiated thiazolidines as new chiral formyl anion equivalents
  作者：Libo Wang、Shuichi Nakamura、Yuji Ito、Takeshi Toru

  DOI：10.1016/j.tetasy.2004.08.010

  日期：2004.10

  The reaction of lithiated N-Boc-thiazolidine and N-Boc-benzothiazolidine with benzophenone in the presence of (−)-sparteine afforded the products with up to 97% ee and 93% ee, respectively. The reaction with various aromatic and aliphatic aldehydes also afforded the products with high enantioselectivity and moderate diastereoselectivity. Each diastereomer could be converted to optically active diols

  在（-）-天冬氨酸的存在下，锂化的N - Boc-噻唑烷和N -Boc-苯并噻唑烷与二苯甲酮的反应分别提供了具有高达97％ee和93％ee的产物。与各种芳族和脂族醛的反应也提供了具有高对映选择性和中等非对映选择性的产物。每种非对映异构体都可以转化为旋光性二醇。因此，锂化的N -Boc-噻唑烷和N -Boc-苯并噻唑烷用作手性甲酰基阴离子等同物。确认反应通过动态热力学拆分途径进行。
• Highly enantioselective reaction of lithiated N-Boc-thiazolidine: a new chiral formyl anion equivalent
  作者：Libo Wang、Shuichi Nakamura、Takeshi Toru

  DOI：10.1039/b408509d

  日期：——

  Reaction of lithiated N-Boc-thiazolidine with various aldehydes in the presence of (-)-sparteine afforded the products with up to 93% ee. The reaction was confirmed to proceed through a dynamic thermodynamic resolution pathway. Each diastereomeric alcohol could be converted to the corresponding optically active 1,2-ethanediols.

  在（-）-天冬氨酸的存在下，锂化的N-Boc-噻唑烷与各种醛的反应提供了具有高达93％ee的产物。确认反应通过动态热力学拆分途径进行。可以将每种非对映异构醇转化为相应的旋光性1,2-乙二醇。