3-(1-methylethyl)-1,1-dimethylisobenzofuran | 1253697-01-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异香豆素
• 英文名称: 3-(1-methylethyl)-1,1-dimethylisobenzofuran
• 英文别名: 3,3-dimethyl-1-propan-2-yl-1H-2-benzofuran
• CAS: 1253697-01-6
• 化学式: C₁₃H₁₈O
• 分子量: 190.285
• InChiKey: YTGZZWCJIYZQKJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2-methyl-1-[2-(1-methylethenyl)phenyl]propan-1-ol 在 氢碘酸 作用下， 以 乙腈 为溶剂， 反应 0.5h， 以33%的产率得到3-(1-methylethyl)-1,1-dimethylisobenzofuran
  参考文献：
  名称：

  Convenient Synthesis of 1,3-Dihydroisobenzofurans by Hydriodic Acid-Catalyzed Cyclization of 2-Vinylbenzyl Alcohols

  摘要：

  A new and short process has been developed for the preparation of 1,1,3-tri- and 1,1,3,3-tetra-substituted 1,3-dihydroisobenzofurans (phthalanes) from alpha-substituted 2-bromostyrenes. The method involves addition of a-substituted 2-lithiostyrenes, generated by the bromine-lithium exchange between alpha-substituted 2-bromostyrenes and butyllithium, to aliphatic aldehydes or ketones, followed by hydriodic acid catalyzed cyclization of the resulting 2-vinylbenzyl alcohols.

  DOI：

  10.3987/com-10-11947

文献信息

• C- ARYL GLYCOSID DERIVATIVES, PHARMACEUTICAL COMPOSITION, PREPARATION PROCESS AND USES THEREOF
  申请人：SHANGHAI DE NOVO PHARMATECH CO. LTD.

  公开号：US20170037038A1

  公开（公告）日：2017-02-09

  This invention relates to a kind of C-aryl glycoside derivatives, its pharmaceutical compositions, preparation methods, and uses thereof. The preparation method comprises: method 1: in a solvent, deprotecting the acetyl protecting groups of compound 1-f in the presence of a base; method 2: 1) compound 2-g reacts with via Mitsunobu reaction; 2) deprotecting the acetyl protecting groups of compound 2-f obtained from step 1; method 3: 1) compound 2-g reacts with via nucleophilic substitution reaction; 2) deprotecting the acetyl protecting groups of compound 3-f obtained from step 1. The pharmaceutical composition comprises a kind of C-aryl glycoside derivatives; it's pharmaceutically acceptable salts and/or prodrugs thereof and excipient thereof. This invention further relates to a kind of C-aryl glycoside derivatives, it's pharmaceutically acceptable salts or pharmaceutical compositions thereof for the use in preparation of a SGLT inhibitor. The C-aryl glycoside derivatives of this invention provides a new direction for the study of SGLT inhibitors.

  这项发明涉及一种C-芳基糖苷衍生物，其药物组合物、制备方法及其用途。制备方法包括：方法1：在溶剂中，在碱的存在下去保护化合物1-f的乙酰保护基；方法2：1）化合物2-g通过Mitsunobu反应发生反应；2）去除从步骤1得到的化合物2-f的乙酰保护基；方法3：1）化合物2-g通过亲核取代反应发生反应；2）去除从步骤1得到的化合物3-f的乙酰保护基。药物组合物包括一种C-芳基糖苷衍生物；其药学上可接受的盐和/或前药以及赋形剂。这项发明还涉及一种C-芳基糖苷衍生物，其药学上可接受的盐或其药物组合物，用于制备SGLT抑制剂。这项发明的C-芳基糖苷衍生物为SGLT抑制剂的研究提供了新的方向。
• US9914724B2
  申请人：——

  公开号：US9914724B2

  公开（公告）日：2018-03-13
• Convenient Synthesis of 1,3-Dihydroisobenzofurans by Hydriodic Acid-Catalyzed Cyclization of 2-Vinylbenzyl Alcohols
  作者：Kazuhiro Kobayashi、Kazuaki Shikata、Yuri Fujii、Shuhei Fukamachi、Miyuki Tanmatsu、Hisatoshi Konishi

  DOI：10.3987/com-10-11947

  日期：——

  A new and short process has been developed for the preparation of 1,1,3-tri- and 1,1,3,3-tetra-substituted 1,3-dihydroisobenzofurans (phthalanes) from alpha-substituted 2-bromostyrenes. The method involves addition of a-substituted 2-lithiostyrenes, generated by the bromine-lithium exchange between alpha-substituted 2-bromostyrenes and butyllithium, to aliphatic aldehydes or ketones, followed by hydriodic acid catalyzed cyclization of the resulting 2-vinylbenzyl alcohols.