sapinofuranone A | 1379113-82-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: sapinofuranone A
• 英文别名: (R)-5-((S,2E,4E)-1-hydroxyhexa-2,4-dien-1-yl)-dihydrofuran-2(3H)-one；pleosporin A；(5R)-5-((1S,2E,4E)-1-hydroxyhexa-2,4-dienyl)dihydrofuran-2(3H)-one；(5R)-5-[(1S,2E,4E)-1-hydroxyhexa-2,4-dienyl]oxolan-2-one
• CAS: 1379113-82-2
• 化学式: C₁₀H₁₄O₃
• 分子量: 182.219
• InChiKey: TUUOKFDGTUYGAJ-KUOFLZLOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.19
• 重原子数：
  13.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  46.53
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  sapinofuranone A 在 吡啶 、 水 、 sodium methylate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  NOVEL COMPOUND BASED ON VALEROLACTONE AND MEDICINE

  摘要：

  This novel valerolactone-based compound is represented by formula (I). [In the formula, X represents an allyl group, an aryl group, an ethynyl group, or a butenyl group. Y represents a single bond or a hydroxymethylene group, and Z represents oxygen, a methylene group, or an imide group. In the formula, Y represents a single bond or a hydroxymethylene group, m is 0 or 1, and n is 1 or 2.]

  公开号：

  US20210292293A1
• 作为产物：
  描述：

  在 盐酸 、 碳酸氢钠 、 戴斯-马丁氧化剂 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 sapinofuranone A
  参考文献：
  名称：

  NOVEL COMPOUND BASED ON VALEROLACTONE AND MEDICINE

  摘要：

  This novel valerolactone-based compound is represented by formula (I). [In the formula, X represents an allyl group, an aryl group, an ethynyl group, or a butenyl group. Y represents a single bond or a hydroxymethylene group, and Z represents oxygen, a methylene group, or an imide group. In the formula, Y represents a single bond or a hydroxymethylene group, m is 0 or 1, and n is 1 or 2.]

  公开号：

  US20210292293A1

文献信息

• Total synthesis of sapinofuranone A from d-ribose
  作者：Lingaiah Nagarapu、Shuklachary Karnakanti、Rajashaker Bantu

  DOI：10.1016/j.tet.2012.05.012

  日期：2012.7

  The total synthesis of sapinofuranone A has been achieved starting from naturally occurring carbohydrate D-ribose via a short and high yielding route. The key transformations include Wittig olefination, Ohira-Bestmann reaction, Sonogashira coupling. Finally acetonide deprotection and subsequent lactonization using catalytic amount of hydrochloric acid completed the total synthesis of sapinofuranone A. (C) 2012 Elsevier Ltd. All rights reserved.