6-hydroxy-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-4-chromanone | 428505-71-9

• 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: 6-hydroxy-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-4-chromanone
• 英文别名: (2R)-6-hydroxy-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3H-chromen-4-one
• CAS: 428505-71-9
• 化学式: C₂₉H₄₈O₃
• 分子量: 444.698
• InChiKey: AJWRYQIWGRGQDS-GVNDJSPXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.8
• 重原子数：
  32
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.76
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-hydroxy-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-4-chromanone 在 sodium dodecyl-sulfate 作用下， 以 phosphate buffer 为溶剂， 反应 72.0h， 以11%的产率得到5,8-dihydroxy-3,6,7-trimethyl-3-(4,8,12-trimethyltridecyl)-1,2,3,4-tetrahydro-1-naphthalenone
  参考文献：
  名称：

  On a Novel Chromanone−Naphthalenetrione Rearrangement Related to Vitamin E

  摘要：

  [GRAPHIC]4-Oxo-alpha-tocopherol (7) was synthesized in an efficient three-step procedure starting from alpha-tocopheryl acetate (1b) and rearranged under physiological conditions into naphthalenetrione 4, a minor vitamin E metabolite. The rearrangement involves a [4 + 2]-cycloaddition as the key step.

  DOI：

  10.1021/ol017281f
• 作为产物：
  描述：

  D-alpha-生育酚醋酸酯 在 N-溴代丁二酰亚胺(NBS) 、 2,3-二氯-5,6-二氰基-1,4-苯醌 、 zinc(II) oxide 作用下， 以 乙二醇二甲醚 、 乙醇 、 水 、 甲苯 为溶剂， 反应 52.0h， 生成 6-hydroxy-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-4-chromanone
  参考文献：
  名称：

  On a Novel Chromanone−Naphthalenetrione Rearrangement Related to Vitamin E

  摘要：

  [GRAPHIC]4-Oxo-alpha-tocopherol (7) was synthesized in an efficient three-step procedure starting from alpha-tocopheryl acetate (1b) and rearranged under physiological conditions into naphthalenetrione 4, a minor vitamin E metabolite. The rearrangement involves a [4 + 2]-cycloaddition as the key step.

  DOI：

  10.1021/ol017281f

文献信息

• [EN] NOVEL SYNTHESIS OF INTERMEDIATES FOR THE PREPARATION OF ALPHA-TOCOPHEROL<br/>[FR] NOUVELLE SYNTHÈSE D'INTERMÉDIAIRES DESTINÉS À LA PRÉPARATION D'ALPHA-TOCOPHÉROL
  申请人：DSM IP ASSETS BV

  公开号：WO2019012000A1

  公开（公告）日：2019-01-17

  The present invention relates to a novel synthetic pathway for alpha- tocopherol. The invention discloses different reactions yielding some new intermediates in a very high yield and stereoselectivity.

  本发明涉及一种新型合成途径，用于合成α-生育酚。该发明揭示了不同的反应，产生了一些新的中间体，其收率和立体选择性非常高。
• NOVEL SYNTHESIS OF INTERMEDIATES FOR THE PREPARATION OF ALPHA-TOCOPHEROL
  申请人：DSM IP Assets B.V.

  公开号：US20200131145A1

  公开（公告）日：2020-04-30

  The present invention relates to a novel synthetic pathway for alpha-tocopherol. The invention discloses different reactions yielding some new intermediates in a very high yield and stereoselectivity.
• SYNTHESIS OF INTERMEDIATES FOR THE PREPARATION OF ALPHA-TOCOPHEROL
  申请人：DSM IP Assets B.V.

  公开号：US20210300886A1

  公开（公告）日：2021-09-30

  The present invention relates to a novel synthetic pathway for alpha-tocopherol. The invention discloses different reactions yielding some new intermediates in a very high yield and stereoselectivity.