(2'E,6'E,4''R)-7-((2'',2'',5''-trimethyl-1'',3''-oxolan-4''-yl)-3',7’-dimethylnona-2',6'-dienyloxy)chromen-2-one | 1423180-28-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (2'E,6'E,4''R)-7-((2'',2'',5''-trimethyl-1'',3''-oxolan-4''-yl)-3',7’-dimethylnona-2',6'-dienyloxy)chromen-2-one
• 英文别名: 7-[(2E,6E)-3,7-dimethyl-9-[(4R)-2,2,5,5-tetramethyl-1,3-dioxolan-4-yl]nona-2,6-dienoxy]chromen-2-one
• CAS: 1423180-28-2
• 化学式: C₂₇H₃₆O₅
• 分子量: 440.58
• InChiKey: SYJIMRQYZUDSCS-GYRANPOFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  32
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  7-羟基香豆素 、 反式,反式-金合欢醇 在 potassium osmate 、 potassium carbonate 、 hydroquinidine (anthraquinone-1,4-diyl) diether 、 potassium hexacyanoferrate(III) 、 对甲苯磺酸 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 水 、 叔丁醇 、 丙酮 、 甲苯 为溶剂， 反应 14.0h， 生成 (2'E,6'E,4''R)-7-((2'',2'',5''-trimethyl-1'',3''-oxolan-4''-yl)-3',7’-dimethylnona-2',6'-dienyloxy)chromen-2-one 、
  参考文献：
  名称：

  A Practical Synthesis of a Hydroxylated Sesquiterpene Coumarin 10’R-Acetoxy-11’-hydroxyumbelliprenin by Regioselective Dihydroxylation

  摘要：

  A practical synthesis of 10'R-acetoxy-11'-hydroxyumbelliprenin was achieved using regioselective Sharpless asymmetric dihydroxylation as a key reaction, in which the regioselectivity was achieved by using (DHQD)(2)AQN as a ligand instead of the conventional (DHQD)(2)PHAL. 10'R-Acetoxy-11'-hydroxyumbelliprenin was synthesized by the coupling of a coumarin unit (umbelliferone) and sesquiterpene unit in 11% overall yield through 5 steps.

  DOI：

  10.3987/com-12-12636

文献信息

• A Practical Synthesis of a Hydroxylated Sesquiterpene Coumarin 10’R-Acetoxy-11’-hydroxyumbelliprenin by Regioselective Dihydroxylation
  作者：Kenichi Akaji、Yasunao Hattori、Genki Kinami、Kenta Teruya、Kazuto Nosaka、Kazuya Kobayashi

  DOI：10.3987/com-12-12636

  日期：——

  A practical synthesis of 10'R-acetoxy-11'-hydroxyumbelliprenin was achieved using regioselective Sharpless asymmetric dihydroxylation as a key reaction, in which the regioselectivity was achieved by using (DHQD)(2)AQN as a ligand instead of the conventional (DHQD)(2)PHAL. 10'R-Acetoxy-11'-hydroxyumbelliprenin was synthesized by the coupling of a coumarin unit (umbelliferone) and sesquiterpene unit in 11% overall yield through 5 steps.