1,6-anhydro-4,5,7-tri-O-benzyl-2,3-dideoxy-D-glucosept-1-enitol | 592497-14-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1,6-anhydro-4,5,7-tri-O-benzyl-2,3-dideoxy-D-glucosept-1-enitol
• 英文别名: 3,4-bis(benzyloxy)-2-benzyloxymethyl-2,3,4,5-tetrahydro-oxepine；(2R,3S,4R)-3,4-bis(phenylmethoxy)-2-(phenylmethoxymethyl)-2,3,4,5-tetrahydrooxepine
• CAS: 592497-14-8
• 化学式: C₂₈H₃₀O₄
• 分子量: 430.544
• InChiKey: XPSQPXJYTNDIKK-FCEKVYKBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  32
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,6-anhydro-4,5,7-tri-O-benzyl-2,3-dideoxy-D-glucosept-1-enitol 在 palladium on activated charcoal copper diacetate 、 氢气 、 sodium ascorbate 作用下， 以 甲醇 、 二氯甲烷 、 水 、 叔丁醇 为溶剂， 反应 8.5h， 生成 4-cyclohexyl-1-(3'-deoxy-β-D-glycero-D-gluco-septanosyl)-1,2,3-triazole
  参考文献：
  名称：

  Synthesis of substituted septanosyl-1,2,3-triazoles

  摘要：

  A carbohydrate-based oxepine, derived from 2-deoxy-D-arabino-hexopyranose, was used to prepare a family of septanosyl-1,2,3-triazoles in four steps. DMDO mediated epoxidation of the oxepine followed by trapping of the intermediate 1,2-anhydroseptanose by sodium azide gave the beta-substituted glycosyl azide. The septanosyl azide was then reacted with a number of alkynes under thermal Huisgen or copper(I) mediated reaction conditions. Hydrogenolysis of benzyl protecting groups gave substituted septanosyl-1,2,3-triazoles. The new septanose-based structures were then evaluated as potential glycosidase inhibitors. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2007.03.026
• 作为产物：
  描述：

  3,4,6-三-氧-苄基-2-脱氧-D-吡喃葡萄糖 在 Schrock catalyst palladium diacetate 、 1,10-菲罗啉 作用下， 以 四氢呋喃 、 二氯甲烷 、 甲苯 为溶剂， 反应 76.0h， 生成 1,6-anhydro-4,5,7-tri-O-benzyl-2,3-dideoxy-D-glucosept-1-enitol
  参考文献：
  名称：

  以碳水化合物为基础的氧杂环丁烷：环戊二糖，用于合成琼脂糖

  摘要：

  描述了一种基于碳水化合物的奥氮平家族的闭环复分解（RCM）方法。各种容易获得的，受保护的单糖衍生的二烯被用来证明合成序列的实用性，并研究使用Grubbs或Schrock催化剂如何诸如刚性化和脱氧性等因素介导RCM。七元环状烯醇醚是用于合成琼脂糖碳水化合物的扩环糖基。

  DOI：

  10.1016/s0040-4039(03)00849-9

文献信息

• Recognition of septanose carbohydrates by concanavalin A
  作者：Steve Castro、Michael Duff、Nicole L. Snyder、Martha Morton、C. V. Kumar、Mark W. Peczuh

  DOI：10.1039/b509243d

  日期：——

  The ability of the jack bean lectin concanavalin A (ConA) to bind seven membered ring (septanose) monosaccharides has been investigated by isothermal titration calorimetry (ITC) and saturation transfer difference (STD) NMR spectroscopy.

  通过等温滴定量热法（ITC）和饱和转移差分（STD）核磁共振光谱法，对千斤顶豆凝集素A（ConA）结合七元环（七碳糖）单糖的能力进行了研究。
• Tandem RCM−Isomerization Approach to Glycals of Desoxyheptoses from a Common Precursor
  作者：Bernd Schmidt、Anne Biernat

  DOI：10.1021/ol702586b

  日期：2008.1.1

  Ring closing metathesis and tandem RCM-isomerization have been applied to the synthesis of six- to eight-membered oxacycles, starting from a common precursor. The products of the tandem RCM-isomerization sequence are glycals of 3-deoxyheptoses of varying ring size.
• Seven-membered ring nucleosides
  申请人：Storer Richard

  公开号：US20070185063A1

  公开（公告）日：2007-08-09

  The present invention provides nucleoside analogue compounds that treat a host infected with a Flaviviridae virus infection, or other viruses that exhibit RNA-dependent RNA viral replication, compositions comprising these compounds and methods of using the compounds for the treatment and/or prophylaxis of viral infection, especially hepatitis C, in an infected host.