(+)-异地芰普内酯 | 38274-00-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 中文名称: (+)-异地芰普内酯
• 英文名称: (–)-epiloliolide
• 英文别名: (+)-epiloliolide；(+)-isololiolide；7-epiloliolide；D-epiloliolide；(-)-oliolide；epiloliolide；Isololiolide；(6S,7aS)-6-hydroxy-4,4,7a-trimethyl-6,7-dihydro-5H-1-benzofuran-2-one
• CAS: 38274-00-9
• 化学式: C₁₁H₁₆O₃
• 分子量: 196.246
• InChiKey: XEVQXKKKAVVSMW-CPCISQLKSA-N

物化性质

• 沸点：
  352.7±42.0 °C(Predicted)
• 密度：
  1.16±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (-)-[(S)-4-(tert-butyldimethylsilyloxy)-2,6,6-trimethylcyclohex-1-enyl]methanol 在 盐酸 、 manganese(IV) oxide 、 草酰氯 、 potassium tert-butylate 、 四丁基氟化铵 、 二甲基亚砜 、 三乙胺 、 间氯过氧苯甲酸 作用下， 以 四氢呋喃 、 乙醚 、 二氯甲烷 为溶剂， 反应 1.83h， 生成 (+)-异地芰普内酯
  参考文献：
  名称：

  类胡萝卜素氧化代谢物、(-)-Loliolide、(-)-黄素及其立体异构体的立体控制合成

  摘要：

  我们通过相应的合成实现了 (-)-loliolide、(-)-xanthoxin 及其立体异构体的立体控制合成，包括 (+)- 或 (-)-3-alkoxy-6-hydroxymethyl-1,1,5-trimethylcyclohexene和抗环氧化物，它们分别是通过利用高度非对映选择性的 Sharpless 不对称环氧化或 mCPBA 氧化获得的。

  DOI：

  10.1246/cl.2002.1248

文献信息

• Mori, Kenji; Khlebnikov, Vladimir, Liebigs Annalen der Chemie, 1993, # 1, p. 77 - 82
  作者：Mori, Kenji、Khlebnikov, Vladimir

  DOI：——

  日期：——
• SEAWEED EXTRACTS, UNSATURATED ALDEHYDES, AND METHODS OF TREATMENT
  申请人：University of Florida Research Foundation, Inc.

  公开号：US20160051604A1

  公开（公告）日：2016-02-25

  The instant invention relates to seaweed extract compositions, processes for isolation, isolated active agents, and methods of treating disease, disorders and conditions in a subject, including, reactive oxygen species (ROS)-mediated diseases and diseases mediated through the activation of the Nrf2-ARE (antioxidant response element) pathway, including proliferative diseases and disorders, Alzheimer's disease, stroke, and certain diseases and disorders of aging and associated with aging and exposure, by use of the extracts, compounds, and compositions thereof.
• US9730970B2
  申请人：——

  公开号：US9730970B2

  公开（公告）日：2017-08-15
• [EN] SEAWEED EXTRACTS, UNSATURATED ALDEHYDES, AND METHODS OF TREATMENT<br/>[FR] EXTRAITS D'ALGUES, ALDÉHYDES INSATURÉS ET PROCÉDÉS DE TRAITEMENT
  申请人：UNIV FLORIDA

  公开号：WO2014144765A1

  公开（公告）日：2014-09-18

  The instant invention relates to seaweed extract compositions, processes for isolation, isolated active agents, and methods of treating disease, disorders and conditions in a subject, including, reactive oxygen species (ROS)- mediated diseases and diseases mediated through the activation of the Nrf2-ARE (antioxidant response element) pathway, including proliferative diseases and disorders, Alzheimer's disease, stroke, and certain diseases and disorders of aging and associated with aging and exposure, by use of the extracts, compounds, and compositions thereof.
• Stereocontrolled Syntheses of Carotenoid Oxidative Metabolites, (−)-Loliolide, (−)-Xanthoxin, and Their Stereoisomers
  作者：Masako Kuba、Noriyuki Furuichi、Shigeo Katsumura

  DOI：10.1246/cl.2002.1248

  日期：2002.12

  We achieved the stereocontrolled syntheses of (−)-loliolide, (−)-xanthoxin, and their stereoisomers from (+)- or (−)-3-alkoxy-6-hydroxymethyl-1,1,5-trimethylcyclohexene through the corresponding syn and anti-epoxides, respectively, which were obtained by utilizing the highly diastereoselective Sharpless asymmetric epoxidation or mCPBA oxidation.

  我们通过相应的合成实现了 (-)-loliolide、(-)-xanthoxin 及其立体异构体的立体控制合成，包括 (+)- 或 (-)-3-alkoxy-6-hydroxymethyl-1,1,5-trimethylcyclohexene和抗环氧化物，它们分别是通过利用高度非对映选择性的 Sharpless 不对称环氧化或 mCPBA 氧化获得的。