2,2-Dimethyl-1,3-dioxane-4-carbaldehyde | 63066-54-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,2-Dimethyl-1,3-dioxane-4-carbaldehyde
• CAS: 63066-54-6
• 化学式: C₇H₁₂O₃
• 分子量: 144.17
• InChiKey: UBSXWCULCHRAMO-UHFFFAOYSA-N

物化性质

• 沸点：
  193.4±30.0 °C(Predicted)
• 密度：
  1.079±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,2-Dimethyl-1,3-dioxane-4-carbaldehyde 在 lipase AK 、 potassium carbonate 作用下， 以 甲醇 、 正己烷 、 水 为溶剂， 反应 40.5h， 生成 [(4R)-4-({[tert-butyl(dimethyl)silyl]oxy}methyl)-2,2-dimethyl-[1,3]dioxan-4-yl]methyl acetate
  参考文献：
  名称：

  Total Synthesis of Leustroducsin B

  摘要：

  A convergent total synthesis of leustroducsin B (1), which is known to exhibit a variety of biological activities, was successfully carried out. Notable features of our synthesis include construction of the C8 stereocenter by lipase-mediated desymmetrization of meso-diol 4 (90.2% ee) and preparation of the C9-C11 anti-diol moiety by the addition of alkynylzinc reagent 20 to the aldehyde 19. Furthermore, a new diol protecting group, p-silyloxybenzylidene, was developed for the deprotection from densely functionalized substrates under weakly acidic conditions. The protecting group was easily removed in a two-step procedure ((HF)3.Et3N; AcOH-THF-H2O).

  DOI：

  10.1021/ja0340679
• 作为产物：
  描述：

  2,2-Dimethyl-4-(phenylsulfanylmethyl)-1,3-dioxane 在 臭氧 、 三乙胺 、 三氟乙酸酐 作用下， 以 二氯甲烷 为溶剂， 生成 2,2-Dimethyl-1,3-dioxane-4-carbaldehyde
  参考文献：
  名称：

  Total Synthesis of Leustroducsin B

  摘要：

  A convergent total synthesis of leustroducsin B (1), which is known to exhibit a variety of biological activities, was successfully carried out. Notable features of our synthesis include construction of the C8 stereocenter by lipase-mediated desymmetrization of meso-diol 4 (90.2% ee) and preparation of the C9-C11 anti-diol moiety by the addition of alkynylzinc reagent 20 to the aldehyde 19. Furthermore, a new diol protecting group, p-silyloxybenzylidene, was developed for the deprotection from densely functionalized substrates under weakly acidic conditions. The protecting group was easily removed in a two-step procedure ((HF)3.Et3N; AcOH-THF-H2O).

  DOI：

  10.1021/ja0340679

文献信息

• A Further Synthesis of an Analogue of the Antifungal/Antiherbivore Lipid from Avocado
  作者：Raymond M. Carman、Tomislav Karoli

  DOI：10.1071/c98063

  日期：——

  A further synthesis of the saturated racemic derivative (1b) of the avocado diene (1a) ((R,Z,Z)-2-hydroxy-4-oxohenicosa-12,15-dien-1-yl acetate; "persin") is described.

  牛油果二烯（1a）的饱和外消旋衍生物（1b）的进一步合成 二烯 (1a) 的饱和外消旋衍生物 (1b) ((R,Z,Z)-2-hydroxy-4-oxohenicosa-12,15-dien-1-yl 醋酸酯；"persin"）。
• Diastereoselectivity in the directed aldol reactions of 1-fluoro-3,3-dimethyl-butanone enolates and enol silyl ethers.
  作者：John T. Welch、Karl W. Seper

  DOI：10.1016/s0040-4039(01)81575-6

  日期：——

  High diastereoselectivity was observed in the directed aldol reaction of lithium enolates of 1-fluoro-3,3-dimethylbutanone while an apparent reversal of diastereoselection was found in Lewis acid mediated reactions of corresponding enol silyl ethers.

  在1-氟-3,3-二甲基丁酮的烯醇锂的定向羟醛反应中观察到高非对映选择性，而在路易斯酸介导的相应烯醇甲硅烷基醚的反应中发现非对映选择性的明显逆转。
• PROCESS FOR PREPARING NEBIVOLOL
  申请人：Ullucci Elio

  公开号：US20100076206A1

  公开（公告）日：2010-03-25

  The present invention relates to a process for preparing Nebivolol and, more particularly, to an improved process for synthesizing enantiomerically enriched 6-fluoro chroman alcohol or epoxide derivatives of formula, wherein R and X is defined in the description; as useful intermediates in the preparation of Nebivolol.

  本发明涉及一种制备奈必洛尔的方法，更具体地说，涉及一种改进的方法，用于合成对映富集的6-氟色基醇或环氧衍生物，其化学式中R和X在说明中定义，作为制备奈必洛尔的有用中间体。
• Method for producing hydrocarbons and oxygen-containing compounds from biomass
  申请人：Golubkov Igor

  公开号：US20050112739A1

  公开（公告）日：2005-05-26

  The present invention generally relates to biochemical and chemical industry, and more particularly to a method which can be used in fermenting carbohydrate substrates of plant origin for producing C 1 -C 5 alcohols, and for synthesis of higher alcohols, other oxygen-containing compounds and hydrocarbons as well as for the production of motor fuel components from biomass. Since C 6 and higher alcohols, ethers, acetals, and higher hydrocarbons are not obtainable by a direct biochemical route, it is proposed to synthesize these using known chemical reactions, wherein by-products of fermentation are as raw materials for said synthesis.

  本发明一般涉及生物化学和化学工业，尤其涉及一种可用于发酵植物源碳水化合物底物以生产 C 1 -C 5 醇、合成高级醇、其他含氧化合物和碳氢化合物以及从生物质中生产汽车燃料成分的方法。由于 C 6 和更高的醇类、醚类、乙缩醛和更高的碳氢化合物无法通过直接的生化途径获得，因此建议使用已知的化学反应合成这些物质，其中发酵的副产品可作为上述合成的原料。
• METHOD FOR PRODUCING HYDROCARBONS AND OXYGEN-CONTAINING COMPOUNDS, FROM BIOMASS
  申请人：Swedish Biofuels AB

  公开号：EP1680509A1

  公开（公告）日：2006-07-19