cyclopropanecarboxylic acid (3aR,5R,6R,7R,7aS)-7-benzyloxy-2-[3-(3-fluoro-phenyl)-ureidomethyl]-5-hydroxymethyl-hexahydro-furo[3,2-b]pyran-6-yl ester

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: cyclopropanecarboxylic acid (3aR,5R,6R,7R,7aS)-7-benzyloxy-2-[3-(3-fluoro-phenyl)-ureidomethyl]-5-hydroxymethyl-hexahydro-furo[3,2-b]pyran-6-yl ester
• 英文别名: [(3aR,5R,6R,7R,7aS)-2-[[(3-fluorophenyl)carbamoylamino]methyl]-5-(hydroxymethyl)-7-phenylmethoxy-3,3a,5,6,7,7a-hexahydro-2H-furo[3,2-b]pyran-6-yl] cyclopropanecarboxylate
• 化学式: C₂₇H₃₁FN₂O₇
• 分子量: 514.551
• InChiKey: BJKBIGVZWHUNRJ-SRJJTFDTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  37
• 可旋转键数：
  10
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  115
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  2,3-二-o-苄基-alpha-d-吡喃葡萄糖苷甲酯 在 三氟甲磺酸三甲基硅酯 、 碘 、 叠氮化四丁基铵 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 18.0h， 生成 cyclopropanecarboxylic acid (3aR,5R,6R,7R,7aS)-7-benzyloxy-2-[3-(3-fluoro-phenyl)-ureidomethyl]-5-hydroxymethyl-hexahydro-furo[3,2-b]pyran-6-yl ester
  参考文献：
  名称：

  Bicyclic carbohydrate-derived scaffolds for combinatorial libraries

  摘要：

  A bicyclic scaffold derived from the natural monosaccharide D-glucose, and possessing several diversity sites, was linked to various resins through the primary (C-6) hydroxyl and decorated on the solid phase: the hydroxyl group at C-4 was functionalized as ester, ether, and carbamate, the amino group ill the second cycle (C-3' position) was functionalized as amide, sulfonamide, and ureido- and thioureido-derivatives. The compounds synthesized oil the solid phase were tested for their antiproliferative activity oil tumor cell lines. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.12.055

文献信息

• Bicyclic carbohydrate-derived scaffolds for combinatorial libraries
  作者：Giovanni Cervi、Francesco Peri、Carlo Battistini、Cesare Gennari、Francesco Nicotra

  DOI：10.1016/j.bmc.2005.12.055

  日期：2006.5

  A bicyclic scaffold derived from the natural monosaccharide D-glucose, and possessing several diversity sites, was linked to various resins through the primary (C-6) hydroxyl and decorated on the solid phase: the hydroxyl group at C-4 was functionalized as ester, ether, and carbamate, the amino group ill the second cycle (C-3' position) was functionalized as amide, sulfonamide, and ureido- and thioureido-derivatives. The compounds synthesized oil the solid phase were tested for their antiproliferative activity oil tumor cell lines. (c) 2006 Elsevier Ltd. All rights reserved.