(R)-2-(p-hydroxybenzyl)-7-hydroxyindan-1-one | 1246356-96-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: (R)-2-(p-hydroxybenzyl)-7-hydroxyindan-1-one
• 英文别名: (2R)-7-hydroxy-2-[(4-hydroxyphenyl)methyl]-2,3-dihydroinden-1-one
• CAS: 1246356-96-6
• 化学式: C₁₆H₁₄O₃
• 分子量: 254.285
• InChiKey: BUMLHYGBONBUND-GFCCVEGCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  57.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (E)-2-benzylidene-2,3-dihydro-1H-inden-1-one 在 Botrytis cinerea UCA₉₉₂ 作用下， 以 乙醇 为溶剂， 反应 240.0h， 生成 (R)-2-(p-hydroxybenzyl)-7-hydroxyindan-1-one 、 (S)-2-(p-hydroxybenzyl)-7-hydroxyindan-1-one
  参考文献：
  名称：

  Asymmetric microbial conversion of (E)-2-benzylideneindan-1-one by the filamentous fungi Botrytis cinerea, Trichoderma viride, and Eutypa lata

  摘要：

  The transformation of (E)-2-benzylideneindan-1-one 1 by the filamentous fungi Bontrytis cinerea, Trichoderma viride, and Eutypa Iota as biocatalysts was studied. The results showed the catalytic potential of these fungi in affording several hydroxylation and reduction products, three of them reported here for the first time. The absolute configuration of enantiomerically pure 2-benzylindane derivatives was determined. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2011.09.010

文献信息

• Botrylactone: new interest in an old molecule—review of its absolute configuration and related compounds
  作者：Javier Moraga、Cristina Pinedo、Rosa Durán-Patrón、Isidro G. Collado、Rosario Hernández-Galán

  DOI：10.1016/j.tet.2010.11.022

  日期：2011.1

  The absolute configuration of botrylactone, a unique compound with an interesting polyketide lactone skeleton with two oxirane bridges previously isolated from Botrytis cinerea and described as a powerful antibiotic, has been reviewed on the basis of sign of the optical rotation, NOE experiments and NMR method. The isolation of 7-deoxybotrylactone and 5-hydroxy-7-(4-hydroxydec-2(3)-enoyl) botrylactone

  旋光性，NOE实验和NMR方法已对Botrylactone的绝对构型进行了综述，Botrylactone是具有有趣的聚酮内酯骨架和两个环氧乙烷桥的独特化合物，以前曾从灰葡萄孢菌中分离出来，被描述为强效抗生素。7-脱氧硼酸内酯和5-羟基-7-（4-羟基癸-2（3）-烯酰基）硼酸内酯的分离使我们能够用这种有趣的聚酮化合物骨架表征一个有趣的新化合物家族。提出了一种常见的与植物素衍生物的生物合成来源。