2-acetoxy-5-hydroxymethylbenzoic acid | 201593-80-8

• 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: 2-acetoxy-5-hydroxymethylbenzoic acid
• 英文别名: Benzoic acid, 2-(acetyloxy)-5-(hydroxymethyl)-；2-acetyloxy-5-(hydroxymethyl)benzoic acid
• CAS: 201593-80-8
• 化学式: C₁₀H₁₀O₅
• 分子量: 210.186
• InChiKey: USYNNOOUZJVHHX-UHFFFAOYSA-N

物化性质

• 沸点：
  413.7±45.0 °C(Predicted)
• 密度：
  1.370±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  83.8
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-acetoxy-5-methylbenzoic acid 在 N-溴代丁二酰亚胺(NBS) 、 偶氮二异丁腈 、 silver nitrate 作用下， 以 1,4-二氧六环 、 四氯化碳 为溶剂， 生成 2-acetoxy-5-hydroxymethylbenzoic acid
  参考文献：
  名称：

  An Enzyme-Labile Linker Group for Organic Syntheses on Solid Supports

  摘要：

  Lipases and esterases can be used to fragment the 4-acetyloxybenzyloxy group used as a linker for organic synthesis on solid supports. (A support-bound compound is shown on the right; the enzyme-labile bond is marked with an arrow.) This enzyme-initiated fragmentation proceeds under very mild conditions (pH 6-7, room temperature), and the compounds of interest (amines, alcohols, carboxylic acids; X=NH, O, CR2 ) constructed by combinatorial chemistry can be released with complete selectivity.

  DOI：

  10.1002/(sici)1521-3773(19980504)37:8<1143::aid-anie1143>3.0.co;2-e

文献信息

• Enzyme cleavable linker bound to solid phase for organic compound synthesis
  申请人：BASF Aktiengesellschaft

  公开号：US06271345B1

  公开（公告）日：2001-08-07

  An enzyme cleavable linker is prepared on which organic compounds are synthesized when the linker is bound to a solid phase. The linker contains a functional group on which a synthesized organic compound is bound when synthesis takes place, and a recognition site for a hydrolytic enzyme. Reacting the linker with the enzyme causes the linker to fragment at a site different from the recognition site to liberate the synthesized organic compound. The solid phase may be a crosslinked polyacrylamide containing an amino group for attaching the linker, and the linker is bound to the solid phase via a spacer. The spacer is attached to the solid phase by an ester, ether, amide or amine linkage, or a sulfide or phosphate linkage. In a specific reaction of forming a solid phase containing the linker, 2-acetoxy-5-hydroxymethylbenzoic acid is attached to an amino group-containing polymer via a spacer followed by conversion to a chloroformic ester.

  一个可被酶裂解的连接剂被制备出来，有机化合物在连接剂与固相结合时被合成。连接剂包含一个功能基团，当合成发生时，合成的有机化合物被结合在这个功能基团上，同时还有一个水解酶的识别位点。将连接剂与酶反应会导致连接剂在与识别位点不同的位置断裂，从而释放合成的有机化合物。固相可以是含有氨基用于连接连接剂的交联聚丙烯酰胺，连接剂通过一个间隔物与固相结合。这个间隔物通过酯、醚、酰胺或胺键合，或者硫醚或磷酸酯键合与固相连接。在形成含有连接剂的固相的特定反应中，2-乙酰氧基-5-羟甲基苯甲酸通过一个间隔物连接到含有氨基的聚合物上，然后转化为氯甲酸酯。
• ENZYMATISCH SPALTBARE LINKER FÜR FESTPHASENSYNTHESEN
  申请人：BASF AKTIENGESELLSCHAFT

  公开号：EP0914307B1

  公开（公告）日：2004-09-15
• US6271345B1
  申请人：——

  公开号：US6271345B1

  公开（公告）日：2001-08-07
• An Enzyme-Labile Linker Group for Organic Syntheses on Solid Supports
  作者：Bernd Sauerbrei、Volker Jungmann、Herbert Waldmann

  DOI：10.1002/(sici)1521-3773(19980504)37:8<1143::aid-anie1143>3.0.co;2-e

  日期：1998.5.4

  Lipases and esterases can be used to fragment the 4-acetyloxybenzyloxy group used as a linker for organic synthesis on solid supports. (A support-bound compound is shown on the right; the enzyme-labile bond is marked with an arrow.) This enzyme-initiated fragmentation proceeds under very mild conditions (pH 6-7, room temperature), and the compounds of interest (amines, alcohols, carboxylic acids; X=NH, O, CR2 ) constructed by combinatorial chemistry can be released with complete selectivity.