isodaphneticin | 477770-78-8

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物 - 香豆素木脂素
• 英文名称: isodaphneticin
• 英文别名: daphneticin；(2S,3S)-2-(4-hydroxy-3,5-dimethoxyphenyl)-3-(hydroxymethyl)-2,3-dihydropyrano[3,2-h][1,4]benzodioxin-9-one
• CAS: 477770-78-8
• 化学式: C₂₀H₁₈O₈
• 分子量: 386.358
• InChiKey: FCWOSPBWIBSFOO-YJBOKZPZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  104
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  重氮甲烷 、 isodaphneticin 生成 (2S,3S)-2-Hydroxymethyl-3-(3,4,5-trimethoxy-phenyl)-2,3-dihydro-1,4,5-trioxa-phenanthren-6-one
  参考文献：
  名称：

  Coumarinolignoid glycoside from Daphne oleoides

  摘要：

  A new coumarinolignoid glycoside, daphneticin-4"-O-alpha-D-glucopyranoside, along with the known, daphnecticin, have been isolated from the whole plant extract of Daphne oleoides. The structures of these compounds were elucidated on the basis of chemical and spectroscopic evidence. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0031-9422(98)00724-9
• 作为产物：
  描述：

  7-羟基香豆素 在 palladium on activated charcoal 吡啶 、 sodium hydroxide 、 三氯化铝 、 氢气 、 双氧水 、 potassium carbonate 作用下， 以 1,4-二氧六环 、 甲醇 、 二氯甲烷 、 乙酸乙酯 、 丙酮 为溶剂， 反应 83.83h， 生成 isodaphneticin
  参考文献：
  名称：

  First enantioselective synthesis of daphneticin and its regioisomer

  摘要：

  An enantioselective total synthesis of chiral daphneticin and its regioisomer is reported for the first time. (C) 2002 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(02)00482-2

文献信息

• TANAKA, HITOSHI;ISHIHARA, MASAYA;ICHINO, KAZUHIKO;ITO, KAZUO, HETEROCYCLES, 26,(1987) N 12, 3115-3122
  作者：TANAKA, HITOSHI、ISHIHARA, MASAYA、ICHINO, KAZUHIKO、ITO, KAZUO

  DOI：——

  日期：——
• First enantioselective synthesis of daphneticin and its regioisomer
  作者：Xinfeng Ren、Xiaochuan Chen、Kun Peng、Xingang Xie、Yamu Xia、Xinfu Pan

  DOI：10.1016/s0957-4166(02)00482-2

  日期：2002.8

  An enantioselective total synthesis of chiral daphneticin and its regioisomer is reported for the first time. (C) 2002 Published by Elsevier Science Ltd.
• Coumarinolignoid glycoside from Daphne oleoides
  作者：Nisar Ullah、Saeed Ahmed、Pir Muhammad、Zaheer Ahmed、Hafiz Rab Nawaz、Abdul Malik

  DOI：10.1016/s0031-9422(98)00724-9

  日期：1999.5

  A new coumarinolignoid glycoside, daphneticin-4"-O-alpha-D-glucopyranoside, along with the known, daphnecticin, have been isolated from the whole plant extract of Daphne oleoides. The structures of these compounds were elucidated on the basis of chemical and spectroscopic evidence. (C) 1999 Elsevier Science Ltd. All rights reserved.