4,6-dihydroxyhexan-2-one | 1005327-01-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 4,6-dihydroxyhexan-2-one
• 英文别名: 4,6-Dihydroxyhexan-2-one
• CAS: 1005327-01-4
• 化学式: C₆H₁₂O₃
• 分子量: 132.159
• InChiKey: IBAYRPFCDFTVIW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.1
• 重原子数：
  9
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  57.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  C₁₅H₂₁BO₆ 在 双氧水 、 sodium carbonate 作用下， 以 乙酸乙酯 、 甲苯 为溶剂， 反应 0.25h， 生成 4,6-dihydroxyhexan-2-one
  参考文献：
  名称：

  Enantioselective, Organocatalytic Oxy-Michael Addition to γ/δ-Hydroxy-α,β-enones:  Boronate-Amine Complexes as Chiral Hydroxide Synthons

  摘要：

  An organocatalytic, enantioselective oxy-Michael addition to achiral gamma- and delta-hydroxy-alpha, beta-enones was developed. The key transformation is an unprecedented, asymmetric conjugate addition triggered by complexation between an in situ generated boronic acid hemiester and a chiral amine catalyst. Functionally, the intermediate amine-boronate complex acts as a chiral hydroxide surrogate or synthon. The resultant chiral beta-hydroxy-ketones are obtained in good to excellent yields and high ee following mild oxidative removal of the cyclic boronate. Natural products (R,12Z,15Z)-2-hydroxy-4-oxohenicosa-12,15-dienyl acetate and (+)-(S)-streptenol A were synthesized to demonstrate the utility of this reaction.

  DOI：

  10.1021/ja076802c

文献信息

• FRUCTOSE-6-PHOSPHATE ALDOLASE VARIANTS FOR ALDOL CARBOLIGATIONS
  申请人：Consejo Superior de Investigaciones Científicas (CSIC)

  公开号：EP3388518A1

  公开（公告）日：2018-10-17

  The invention provides new and alternative fructose-6-phosphate aldolase (FSA) variants which enable the production of optically active building blocks with high chemoselectivity and stereoselectivity using aldehydes as starting material in aldol carboligation reactions, while avoiding the by-product formation and subsequent reactions.

  本发明提供了新的和可替代的 6-磷酸果糖醛缩酶（FSA）变体，这些变体能够在醛缩反应中使用醛作为起始原料，以高化学选择性和立体选择性生产光学活性构筑物，同时避免副产物的形成和后续反应。
• [EN] FRUCTOSE-6-PHOSPHATE ALDOLASE VARIANTS FOR ALDOL CARBOLIGATIONS<br/>[FR] VARIANTS DE FRUCTOSE-6-PHOSPHATE ALDOLASE POUR DES CARBOLIGATURES D'ALDOLS
  申请人：CONSEJO SUPERIOR INVESTIGACION

  公开号：WO2018189026A1

  公开（公告）日：2018-10-18

  The invention provides new and alternative fructose-6-phosphate aldolase (FSA) variants which enable the production of optically active building blocks with high chemoselectivity and stereoselectivity using aldehydes as starting material in aldol carboligation reactions, while avoiding the by-product formation and subsequent reactions.