1-α-D-arabinofuranosylundec-10-ene | 1410061-12-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-α-D-arabinofuranosylundec-10-ene
• 英文别名: 11-α-D-arabinofuranosylundecene；(2R,3S,4S,5R)-2-(hydroxymethyl)-5-undec-10-enyloxolane-3,4-diol
• CAS: 1410061-12-9
• 化学式: C₁₆H₃₀O₄
• 分子量: 286.412
• InChiKey: ZEPWYWBNARFEGZ-KLHDSHLOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  20
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  69.9
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  [(2R)-2-[(3aS,4S,6R,6aS)-4-methoxy-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-6-yl]-2-hydroxyethyl] benzoate 在 sodium tetrahydroborate 、 lithium hydroxide monohydrate 、 copper(l) cyanide 、 对甲苯磺酸 、 三乙胺 、 三氟乙酸 作用下， 以 四氢呋喃 、 甲醇 、 乙醚 、 二氯甲烷 、 水 、 异丙醇 为溶剂， 反应 64.0h， 生成 1-α-D-arabinofuranosylundec-10-ene
  参考文献：
  名称：

  Stereospecific synthesis of C-arabinofuranosides and carba-disaccharide analogues of Motif C of cell wall AG complex of Mtb

  摘要：

  A simple strategy for the synthesis of alpha- and beta-C-arabinofuranosides featuring a furan ring transposition reaction has been developed. A novel double furan ring transposition reaction has proposed and executed for the synthesis of the carba-disaccharide analogue of Motif C of the cell wall AG complex of Mtb. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.09.015

文献信息

• [EN] SYNTHESIS OF 10-alpha/beta-D-ARABINOFURANOSYL-UNDECENES AS POTENTIAL ANTI-MYCOBACTERIAL AGENTS<br/>[FR] SYNTHÈSE DE 10 D-ARABINOFURANOSYL-UNDÉCÈNES POTENTIELLEMENT UTILES COMME AGENTS ANTI-MYCOBACTÉRIENS
  申请人：COUNCIL SCIENT IND RES

  公开号：WO2013038430A1

  公开（公告）日：2013-03-21

  Disclosed herein is 10-α/β-D-Arabinofuranosylundecenes of general Formula (II) or pharmaceutically acceptable salts thereof as anti-mycobacterial agents in vitro; (II) wherein R, R1 and R" are as defined herein in the specification. The present invention also discloses a simple stereoselective synthesis 10-α/β-D-Arabinofuranosylundecenes of Formula (II) to target enzymes involved in the biosynthesis of cell wall of Mycobacterium and thus useful as inhibitors in the Mycobacterium tuberculosis drug development.

  本文公开了一种通用公式（II）的10-α/β-D-阿拉伯呋喃糖基十一烯或其药用盐，作为体外抗分枝杆菌药物；（II）其中R、R1和R"如本说明书中所定义。本发明还公开了一种简单的立体选择性合成10-α/β-D-阿拉伯呋喃糖基十一烯的方法，以靶向参与结核分枝杆菌细胞壁生物合成的酶，并因此在结核分枝杆菌药物开发中作为抑制剂有用。
• 10-a/BETA-D-ARABINOFURANOSYL-UNDECENES AS POTENTIAL ANTI-MYCOBACTERIAL AGENTS AND PROCESS FOR THE PREPARATION THEREOF
  申请人：Chepuri Ramana Venkata

  公开号：US20150259372A1

  公开（公告）日：2015-09-17

  Disclosed herein is 10-α/β-D-Arabinofuranosylundecenes of general Formula (II) or pharmaceutically acceptable N salts thereof as anti-mycobacterial agents in vitro; (II) wherein R, R1 and R″ are as defined herein in the specification. The present invention also discloses a simple stereoselective synthesis 10-α/β-D-Arabinofuranosylundecenes of Formula (II) to target enzymes involved in the biosynthesis of cell wall of Mycobacterium and thus useful as inhibitors in the Mycobacterium tuberculosis drug development.

  本文披露了一种通式（II）或其药学上可接受的N盐，作为体外抗分枝杆菌药物的10-α/β-D-阿拉伯呋喃糖基十一烯类化合物；其中R，R1和R″的定义如本规范中所述。本发明还披露了一种简单的立体选择性合成方法，用于制备通式（II）的10-α/β-D-阿拉伯呋喃糖基十一烯类化合物，以靶向参与分枝杆菌细胞壁生物合成的酶，并因此在结核分枝杆菌药物开发中作为抑制剂有用。
• US9663548B2
  申请人：——

  公开号：US9663548B2

  公开（公告）日：2017-05-30
• Stereospecific synthesis of C-arabinofuranosides and carba-disaccharide analogues of Motif C of cell wall AG complex of Mtb
  作者：Rahul S. Patil、Ketan M. Ahire、C.V. Ramana

  DOI：10.1016/j.tetlet.2012.09.015

  日期：2012.11

  A simple strategy for the synthesis of alpha- and beta-C-arabinofuranosides featuring a furan ring transposition reaction has been developed. A novel double furan ring transposition reaction has proposed and executed for the synthesis of the carba-disaccharide analogue of Motif C of the cell wall AG complex of Mtb. (C) 2012 Elsevier Ltd. All rights reserved.