Acetic acid (1R,3aS,3bS,6aS,8S,9R,10aR,10bS,12aS)-8-acetoxy-1-((1S,2R,3R,4R)-2-acetoxy-3-hydroxy-1,4,5-trimethyl-hexyl)-10a,12a-dimethyl-6-oxo-hexadecahydro-5-oxa-benzo[3,4]cyclohepta[1,2-e]inden-9-yl ester | 208346-76-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: Acetic acid (1R,3aS,3bS,6aS,8S,9R,10aR,10bS,12aS)-8-acetoxy-1-((1S,2R,3R,4R)-2-acetoxy-3-hydroxy-1,4,5-trimethyl-hexyl)-10a,12a-dimethyl-6-oxo-hexadecahydro-5-oxa-benzo[3,4]cyclohepta[1,2-e]inden-9-yl ester
• CAS: 208346-76-3
• 化学式: C₃₄H₅₄O₉
• 分子量: 606.797
• InChiKey: QNNOETVDAVAWCN-NFSDZRBWSA-N

反应信息

• 作为反应物：
  描述：

  Acetic acid (1R,3aS,3bS,6aS,8S,9R,10aR,10bS,12aS)-8-acetoxy-1-((1S,2R,3R,4R)-2-acetoxy-3-hydroxy-1,4,5-trimethyl-hexyl)-10a,12a-dimethyl-6-oxo-hexadecahydro-5-oxa-benzo[3,4]cyclohepta[1,2-e]inden-9-yl ester 在 jones reagent 作用下， 以 丙酮 为溶剂， 反应 2.0h， 以96.8%的产率得到Acetic acid (1R,3aS,3bS,6aS,8S,9R,10aR,10bS,12aS)-8-acetoxy-1-((1S,2R,4R)-2-acetoxy-1,4,5-trimethyl-3-oxo-hexyl)-10a,12a-dimethyl-6-oxo-hexadecahydro-5-oxa-benzo[3,4]cyclohepta[1,2-e]inden-9-yl ester
  参考文献：
  名称：

  Identification of Brassinosteroids with Epimerized Substituents and/or the 23-Oxo Group in Pollen and Anthers of Japanese Cedar.

  摘要：

  Brassinosteroids in Japanese cedar (Cryptomeria japonica) were analyzed by GC-MS after being purified by reversed-phase HPLC. The occurrence of four stereoisomers of 23-dehydrobrassinolide, three stereoisomers of 28-homobrassinolide, and an isomer of homodolicholide was revealed. The stereochemical structures of these brassinosteroids remain undetermined. Among these, the 23-dehydrobrassinolide stereoisomers are the first brassinosteroids identified with an oxo group located at the C23 position. In addition, known brassinosteroids 3-dehydroteasterone, typhasterol and dolicholide were identified.

  DOI：

  10.1271/bbb.62.526
• 作为产物：
  描述：

  乙酰氯 、 Acetic acid (1R,3aS,3bS,6aS,8S,9R,10aR,10bS,12aS)-8-acetoxy-1-((1S,2R,3R,4R)-2,3-dihydroxy-1,4,5-trimethyl-hexyl)-10a,12a-dimethyl-6-oxo-hexadecahydro-5-oxa-benzo[3,4]cyclohepta[1,2-e]inden-9-yl ester 以 吡啶 为溶剂， 以29.4%的产率得到Acetic acid (1R,3aS,3bS,6aS,8S,9R,10aR,10bS,12aS)-8-acetoxy-1-((1S,2R,3R,4R)-2-acetoxy-3-hydroxy-1,4,5-trimethyl-hexyl)-10a,12a-dimethyl-6-oxo-hexadecahydro-5-oxa-benzo[3,4]cyclohepta[1,2-e]inden-9-yl ester
  参考文献：
  名称：

  Identification of Brassinosteroids with Epimerized Substituents and/or the 23-Oxo Group in Pollen and Anthers of Japanese Cedar.

  摘要：

  Brassinosteroids in Japanese cedar (Cryptomeria japonica) were analyzed by GC-MS after being purified by reversed-phase HPLC. The occurrence of four stereoisomers of 23-dehydrobrassinolide, three stereoisomers of 28-homobrassinolide, and an isomer of homodolicholide was revealed. The stereochemical structures of these brassinosteroids remain undetermined. Among these, the 23-dehydrobrassinolide stereoisomers are the first brassinosteroids identified with an oxo group located at the C23 position. In addition, known brassinosteroids 3-dehydroteasterone, typhasterol and dolicholide were identified.

  DOI：

  10.1271/bbb.62.526