3-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-2-methyl-1H-indole | 887338-80-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-2-methyl-1H-indole
• 英文别名: 2-methyl-3-[(2S,3S,4R,5R,6R)-3,4,5-tris(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-2-yl]-1H-indole
• CAS: 887338-80-9
• 化学式: C₄₃H₄₃NO₅
• 分子量: 653.818
• InChiKey: TZAQJHASGOPLNF-HVJQSLJKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.6
• 重原子数：
  49
• 可旋转键数：
  14
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  61.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  在 氢氧化钾 、 乙醇 、 盐酸 作用下， 以 四氢呋喃 、 水 为溶剂， 生成 3-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-2-methyl-1H-indole
  参考文献：
  名称：

  1-SUBSTITUTED-3- BETA-D-GLYCOPYRANOSYLATED NITROGENOUS HETERO- CYCLIC COMPOUNDS AND MEDICINES CONTAINING THE SAME

  摘要：

  公开号：

  EP1813611B1

文献信息

• Tris(pentafluorophenyl)borane-Catalyzed Stereoselective <i>C</i>-Glycosylation of Indoles with Glycosyl Trichloroacetimidates: Access to 3-Indolyl-<i>C</i>-glycosides
  作者：Atul Dubey、Ashwani Tiwari、Pintu Kumar Mandal

  DOI：10.1021/acs.joc.1c00698

  日期：2021.6.18

  An efficient and highly regioselective method for the synthesis of 3-indolyl-C-glycosides has been developed through coupling of glycosyl trichloroacetimidates with a wide range of substituted indoles in the presence of catalytic amounts of B(C6F5)3 within a few minutes. This methodology has a wide scope of substrates under mild reaction conditions and provides exclusively β-stereoselective 3-indolyl-C-glycosides

  为3-吲哚基的合成的高效和高度选择性方法Ç -glycosides已通过与各种取代的吲哚的在催化量的B（C存在下糖基trichloroacetimidates的耦合开发6 ˚F 5）3内几分钟。这种方法具有温和反应条件下底物的宽范围和排他地提供β立体选择性的3-吲哚基Ç在64-87％的收率-glycosides。
• 1-SUBSTITUTED-3-BETA-D-GLUCOPYRANOSYLATED NITROGENOUS HETERO-CYCLIC COMPOUNDS AND MEDICINES CONTAINING THE SAME
  申请人：Yonekubo Shigeru

  公开号：US20090074738A1

  公开（公告）日：2009-03-19

  A compound having an SGLT1 and/or SGLT2 inhibitory activity which is usable as an agent for the prevention or treatment of diabetes, postprandial hyperglycemia, impaired glucose tolerance, diabetic complications, obesity, etc. It is a 1-substituted-3-(β-D-glycopyranosyl) nitrogen-containing heterocyclic compound represented by the general formula (I), a prodrug thereof, or a pharmaceutically acceptable salt thereof, or a hydrate or a solvate thereof; an SGLT inhibitor containing the same; a pharmaceutical composition containing the same and a combination pharmacy of them. In the formula, A represents an alkylene group or alkenylene group; B represents a single bond, —O—, —S— or —NH—; C represents an optionally substituted aryl or heteroaryl group; Q independently represents a carbon atom which a hydrogen atom or a substituent binds to, or a nitrogen atom.

  一种具有SGLT1和/或SGLT2抑制活性的化合物，可用作预防或治疗糖尿病、餐后高血糖、糖耐量受损、糖尿病并发症、肥胖等的药物。该化合物是一种1-取代-3-(β-D-葡萄糖苷基)氮杂环化合物，其通式表示为(I)，其前药，或其药学上可接受的盐，或其水合物或溶剂化物；包含该化合物的SGLT抑制剂；包含该化合物的制药组合物和药物组合制剂。在该式中，A代表烷基或烯烃基；B代表单键，—O—，—S—或—NH—；C代表可选择取代的芳基或杂芳基；Q独立地表示氢原子或取代基结合的碳原子或氮原子。
• US7750145B2
  申请人：——

  公开号：US7750145B2

  公开（公告）日：2010-07-06
• 1-SUBSTITUTED-3- BETA-D-GLYCOPYRANOSYLATED NITROGENOUS HETERO- CYCLIC COMPOUNDS AND MEDICINES CONTAINING THE SAME
  申请人：Kissei Pharmaceutical Co., Ltd.

  公开号：EP1813611B1

  公开（公告）日：2014-10-01