2-methyl-4-chloro-2-butenol

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-methyl-4-chloro-2-butenol
• 英文别名: 4-Chloro-2-methylbut-2-en-1-ol；4-chloro-2-methylbut-2-en-1-ol
• 化学式: C₅H₉ClO
• 分子量: 120.579
• InChiKey: HHXQXMWEBNDXIA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  7
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-methyl-4-chloro-2-butenol 在 三异丙氧基氯化钛 、 N-溴代丁二酰亚胺(NBS) 、 (1S,2R)-(-)-2-[N-(3’,5’-di-tert-butylsalicylidene)amino]-1,2-diphenylethanol 作用下， 以 四氯化碳 、 正己烷 为溶剂， 反应 12.0h， 以64%的产率得到(2R,3S)-(-)-3-bromo-2,4-dichloro-2-methylbutan-1-ol
  参考文献：
  名称：

  Highly Selective Synthesis of Halomon, Plocamenone, and Isoplocamenone

  摘要：

  Over 160 chiral vicinal bromochlorinated natural products have been identified; however, a lack of synthetic methods for the selective incorporation of halogens into organic molecules has hindered their synthesis. Here we disclose the first total synthesis and structural confirmation of isoplocamenone and plocamenone, as well as the first selective and scalable synthesis of the preclinical anticancer natural product halomon. The synthesis of these inter-halogenated compounds has been enabled by our recently developed chemo-, regio-, and enantioselective dihalogenation reaction.

  DOI：

  10.1021/jacs.5b08398
• 作为产物：
  描述：

  4-氯-2-甲基巴豆醛 在 sodium tetrahydroborate 作用下， 以 四氢呋喃 为溶剂， 以65%的产率得到2-methyl-4-chloro-2-butenol
  参考文献：
  名称：

  高效稳定的Vγ9Vδ2 T细胞的小分子激动剂

  摘要：

  本发明涉及式(I)化合物作为高效稳定的Vγ9Vδ2 T细胞的小分子激动剂，其中各基团定义如说明书和权利要求书所详述。本发明还涉及含有式(I)化合物的药物组合物以及它们在治疗增殖性疾病中的用途。

  公开号：

  CN109651429A

文献信息

• Class of Gamma Delta T Cells Activators and Use Thereof
  申请人：Belmant Christian

  公开号：US20070249565A1

  公开（公告）日：2007-10-25

  The present invention relates to a new class of compounds having γδ T cells activating properties of Formula (I), a composition comprising these compounds and methods for regulating an immune response in a subject comprising the step of administering these compounds.

  本发明涉及一种具有γδ T细胞激活性质的新化合物类别，其化学式为(I)，包括这些化合物的组合物以及调节受试者免疫反应的方法，其中包括给予这些化合物。
• Synthesis of Waixenicin A: Exploring Strategies for Nine‐Membered Ring Formation
  作者：Christian Steinborn、Tatjana Huber、Julian Lichtenegger、Immanuel Plangger、Denis Höfler、Simon D. Schnell、Lara Weisheit、Peter Mayer、Klaus Wurst、Thomas Magauer

  DOI：10.1002/chem.202303489

  日期：2024.2

  A full account on the development of the first total synthesis of the marine natural product waixenicin A is presented. Learning from a series of approaches which ultimately remained unsuccessful, a route relying on an intramolecular alkylation to forge the characteristic nine-membered ring of the natural product was developed.

  全面介绍了海洋天然产物维克斯尼星A的第一个全合成的进展。借鉴一系列最终不成功的方法，开发了一种依靠分子内烷基化来形成天然产物特征性九元环的路线。
• Compositions and methods for regulating an immune response in a subject
  申请人：Romagne Francois

  公开号：US20060194755A1

  公开（公告）日：2006-08-31

  The present invention relates to compositions and methods for regulating an immune response in a subject, particularly to treat a subject with a tumor, notably a solid tumor, or an infectious disease. Disclosed are methods of regulating the innate immunity in a subject, such as by regulating the activity of γδ T cells in a subject. Disclosed are combinations of particular agents, such as a cytokine and a γδ T cell activator, particular regimens and dosages can produce a remarkable expansion of γδ T cells in vivo and a remarkable increase in a subject's immune defense. The invention can be used for therapeutic purposes, to produce, regulate or facilitate an immune response in a subject.

  本发明涉及调节受试者免疫反应的组合物和方法，特别是用于治疗患有肿瘤（尤其是实体瘤）或传染性疾病的受试者。 本发明公开了调节受试者先天性免疫的方法，例如通过调节受试者体内γδ T 细胞的活性。 本发明公开了特定制剂的组合，如细胞因子和γδ T 细胞激活剂，特定的方案和剂量可使体内的γδ T 细胞显著扩增，并显著提高受试者的免疫防御能力。 本发明可用于治疗目的，产生、调节或促进受试者的免疫反应。
• Total Syntheses of (+)-Waixenicin A, (+)-9-Deacetoxy-14,15-deepoxyxeniculin, and (−)-Xeniafaraunol A
  作者：Christian Steinborn、Tatjana Huber、Julian Lichtenegger、Immanuel Plangger、Klaus Wurst、Thomas Magauer

  DOI：10.1021/jacs.3c03366

  日期：2023.5.31

  The first asymmetric total synthesis of the Xenia diterpenoid waixenicin A, a potent and highly selective TRPM7 inhibitor, is reported. The characteristic trans-fused oxabicyclo[7.4.0]tridecane ring system was constructed via a diastereoselective conjugate addition/trapping sequence, followed by an intramolecular alkylation to forge the 9-membered ring. While a β-keto sulfone motif enabled efficient
• PHOSPHOANTIGENS FOR REGULATING AN IMMUNE RESPONSE
  申请人：Innate Pharma

  公开号：EP1569656B1

  公开（公告）日：2010-03-03