(3S,4aS,10bS)-3-(4-Bromo-benzoyloxy)-2,2-dimethyl-6-oxo-3,4,6,10b-tetrahydro-2H,5H-benzo[h]chromene-4a-carboxylic acid methyl ester | 77473-69-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 萘并吡喃类
• 英文名称: (3S,4aS,10bS)-3-(4-Bromo-benzoyloxy)-2,2-dimethyl-6-oxo-3,4,6,10b-tetrahydro-2H,5H-benzo[h]chromene-4a-carboxylic acid methyl ester
• CAS: 77473-69-9
• 化学式: C₂₄H₂₃BrO₆
• 分子量: 487.347
• InChiKey: VJZNVYJGPFHQFZ-MZLICYQSSA-N

反应信息

• 作为反应物：
  描述：

  (3S,4aS,10bS)-3-(4-Bromo-benzoyloxy)-2,2-dimethyl-6-oxo-3,4,6,10b-tetrahydro-2H,5H-benzo[h]chromene-4a-carboxylic acid methyl ester 在 sodium tetrahydroborate 作用下， 以 1,4-二氧六环 为溶剂， 反应 24.0h， 以39 mg的产率得到(3S,4aR,6S,10bS)-3-(4-Bromo-benzoyloxy)-6-hydroxy-2,2-dimethyl-3,4,6,10b-tetrahydro-2H,5H-benzo[h]chromene-4a-carboxylic acid methyl ester
  参考文献：
  名称：

  Quinones and related compounds in higher plants. XIII. Absolute structure of 2-carboxy-2-prenyl-4-oxo-1-tetralone, a key intermediate in the biosynthesis of naphthoquinone congeners of Catalpa ovata.

  摘要：

  The absolute configuration at C-2 of 2-carboxy-2-prenyl-4-oxo-1-tetralone (2), a key intermediate in the biosynthesis of prenylnaphthoquinone congeners of the wood and callus tissues of Catalpa ovata, was verified to be S by X-ray crystallographic analysis of the p-bromobenzoate (8) derived from 2.

  DOI：

  10.1248/cpb.29.558
• 作为产物：
  描述：

  (3S,4S)-3-Dihydroxymethyl-4-hydroxy-3-(3-methyl-but-2-enyl)-3,4-dihydro-2H-naphthalen-1-one 在 对甲苯磺酸 、 间氯过氧苯甲酸 作用下， 以 吡啶 为溶剂， 生成 (3S,4aS,10bS)-3-(4-Bromo-benzoyloxy)-2,2-dimethyl-6-oxo-3,4,6,10b-tetrahydro-2H,5H-benzo[h]chromene-4a-carboxylic acid methyl ester
  参考文献：
  名称：

  Quinones and related compounds in higher plants. XIII. Absolute structure of 2-carboxy-2-prenyl-4-oxo-1-tetralone, a key intermediate in the biosynthesis of naphthoquinone congeners of Catalpa ovata.

  摘要：

  The absolute configuration at C-2 of 2-carboxy-2-prenyl-4-oxo-1-tetralone (2), a key intermediate in the biosynthesis of prenylnaphthoquinone congeners of the wood and callus tissues of Catalpa ovata, was verified to be S by X-ray crystallographic analysis of the p-bromobenzoate (8) derived from 2.

  DOI：

  10.1248/cpb.29.558