(2S,3S,6R)-3,6-Dihydroxy-2,6-dimethyl-8-((4aR,8aS)-2,5,5,8a-tetramethyl-decahydro-naphthalen-1-yl)-octanoic acid methyl ester | 1026896-39-8

• 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: (2S,3S,6R)-3,6-Dihydroxy-2,6-dimethyl-8-((4aR,8aS)-2,5,5,8a-tetramethyl-decahydro-naphthalen-1-yl)-octanoic acid methyl ester
• 英文别名: methyl (2S,3S,6R)-8-[(4aR,8aS)-2,5,5,8a-tetramethyl-1,2,3,4,4a,6,7,8-octahydronaphthalen-1-yl]-3,6-dihydroxy-2,6-dimethyloctanoate
• CAS: 1026896-39-8
• 化学式: C₂₅H₄₆O₄
• 分子量: 410.638
• InChiKey: GXRSLNJOFFYTJQ-VUIUIFSUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  29
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.96
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (R)-(+)-α-甲氧基-α-(三氟甲基)苯乙酸 、 (2S,3S,6R)-3,6-Dihydroxy-2,6-dimethyl-8-((4aR,8aS)-2,5,5,8a-tetramethyl-decahydro-naphthalen-1-yl)-octanoic acid methyl ester 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 15.0h， 以13%的产率得到(2S,3S,6R)-6-Hydroxy-2,6-dimethyl-8-((4aR,8aS)-2,5,5,8a-tetramethyl-decahydro-naphthalen-1-yl)-3-((R)-3,3,3-trifluoro-2-methoxy-2-phenyl-propionyloxy)-octanoic acid methyl ester
  参考文献：
  名称：

  Mycaperoxides F and G and a Related Norterpene Ketone from Southern Australian Marine Sponges, Mycale Species

  摘要：

  Investigation of two southern Australian marine sponges, Mycale spp., resulted in isolation of the known norsesterterpene mycaperoxide F methyl ester (5) together with a new norsesterterpene mycaperoxide G methyl ester (10) and a new norterpene ketone 11. All structures were secured by spectroscopic analysis and chemical derivatization. The absolute stereochemistry previously assigned to 5 by application of the Horeau procedure has been revised by application of the Mosher procedure.

  DOI：

  10.1021/np970484l
• 作为产物：
  描述：

  (S)-2-{(3S,6R)-6-Methyl-6-[2-((4aR,8aR)-2,5,5,8a-tetramethyl-3,4,4a,5,6,7,8,8a-octahydro-naphthalen-1-yl)-ethyl]-[1,2]dioxan-3-yl}-propionic acid methyl ester 在 palladium on activated charcoal 氢气 作用下， 以 乙醚 为溶剂， 反应 12.0h， 以75%的产率得到(2S,3S,6R)-3,6-Dihydroxy-2,6-dimethyl-8-((4aR,8aS)-2,5,5,8a-tetramethyl-decahydro-naphthalen-1-yl)-octanoic acid methyl ester
  参考文献：
  名称：

  Mycaperoxides F and G and a Related Norterpene Ketone from Southern Australian Marine Sponges, Mycale Species

  摘要：

  Investigation of two southern Australian marine sponges, Mycale spp., resulted in isolation of the known norsesterterpene mycaperoxide F methyl ester (5) together with a new norsesterterpene mycaperoxide G methyl ester (10) and a new norterpene ketone 11. All structures were secured by spectroscopic analysis and chemical derivatization. The absolute stereochemistry previously assigned to 5 by application of the Horeau procedure has been revised by application of the Mosher procedure.

  DOI：

  10.1021/np970484l

文献信息

• Mycaperoxides F and G and a Related Norterpene Ketone from Southern Australian Marine Sponges, <i>Mycale</i> Species
  作者：Robert J. Capon、Simone J. Rochfort、Simon P. B. Ovenden、Robert P. Metzger

  DOI：10.1021/np970484l

  日期：1998.4.1

  Investigation of two southern Australian marine sponges, Mycale spp., resulted in isolation of the known norsesterterpene mycaperoxide F methyl ester (5) together with a new norsesterterpene mycaperoxide G methyl ester (10) and a new norterpene ketone 11. All structures were secured by spectroscopic analysis and chemical derivatization. The absolute stereochemistry previously assigned to 5 by application of the Horeau procedure has been revised by application of the Mosher procedure.