1-(二甲氧基甲基)-2,3-二甲氧基苯 | 59276-32-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-(二甲氧基甲基)-2,3-二甲氧基苯
• 中文别名: 尼达尼布杂质67
• 英文名称: 2,3-dimethoxybenzaldehyde dimethylacetal
• 英文别名: 1-(Dimethoxymethyl)-2,3-dimethoxybenzene
• CAS: 59276-32-3
• 化学式: C₁₁H₁₆O₄
• 分子量: 212.246
• InChiKey: WDLKPLOMGRXRFS-UHFFFAOYSA-N

物化性质

• 沸点：
  134-136 °C(Press: 11 Torr)
• 密度：
  1.059±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(二甲氧基甲基)-2,3-二甲氧基苯 、 methyl (2S,3R)-α-azido-β-(dimethylphenylsilyl)-(E)-hex-4-enoate 在 三氟甲磺酸三甲基硅酯 、 silica gel 作用下， 生成 (E)-(4S,5S)-4-Azido-6-(2,3-dimethoxy-phenyl)-6-methoxy-5-methyl-hex-2-enoic acid methyl ester
  参考文献：
  名称：

  Sequential diastereoselective addition and allylic azide isomerization of syn- and anti-.alpha.-azido-.beta.-(dimethylphenylsilyl)-(E)-hex-4-enoates with acetals: asymmetric synthesis of .gamma.-hydroxy-.alpha.-amino acid synthons

  摘要：

  syn- and anti-methyl alpha-azido-beta-(dimethylphenylsilyl)-(E)-hex-4-enoates (2R,3R)-1a and (2S,3R)-1b undergo highly diastereo- and enantioselective addition reactions with oxonium ions catalyzed by the action of trimethylsilyl trifluoromethanesulfonate (TMSOTf) to generate alpha-azido-beta,gamma-unsaturated esters 2, with well-defined 1,4- and 1,5-stereochemical relationships, and a subsequent stereospecific allylic azide isomerization generated 1,3-azido ethers 3, synthetic equivalents of gamma-hydroxy-alpha-amino acids.

  DOI：

  10.1021/jo00041a002
• 作为产物：
  描述：

  2,2-二甲氧基丙烷 、 2,3-二甲氧基苯甲醛 在 对甲苯磺酸 作用下， 以21%的产率得到1-(二甲氧基甲基)-2,3-二甲氧基苯
  参考文献：
  名称：

  1,3-OXAZOLIDIN-5-ONES DERIVED FROM PROLINE AS CHIRAL COMPONENTS IN THE SYNTHESIS OF PREDICTIVE ENANTIOSELECTIVE COUPLING REAGENTS

  摘要：

  1,3-Oxazolid in-5-ones derived from both enantiomers of proline and trichloroacetaldehyde were prepared and applied as an amine component in the synthesis of chiral predictive triazine-based coupling reagents. The reagents were found to be useful in condensations yielding enantiomerically enriched products from racemic substrates.

  DOI：

  10.32383/appdr/78726

文献信息

• Asymmetric Synthesis of Homoallylic Amines and Functionalized Pyrrolidines via Direct Amino-Crotylation of In Situ Generated Imines
  作者：Jennifer V Schaus、Nareshkumar Jain、James S Panek

  DOI：10.1016/s0040-4020(00)00870-x

  日期：2000.12

  The asymmetric synthesis of functionalized homoallylic amines and silyl functionalized pyrrolidines through the Lewis acid promoted condensation of chiral (E)-crotylsilanes with sulfonyl imines and in situ generated N-acyl imines is described. We had anticipated that this bond construction could be used in the asymmetric synthesis of the N-terminal amino acid subunit of the nikkomycins. Aryl sulfonyl

  描述了通过路易斯酸促进手性（E）-巴豆基硅烷与磺酰基亚胺和原位产生的N-酰基亚胺的缩合的官能化均烯丙基胺和甲硅烷基官能化吡咯烷的不对称合成。我们已经预料到，该键结构可用于尼克霉素的N-末端氨基酸亚基的不对称合成。芳基磺酰亚胺缩合与手性在存在BF的硅烷试剂3 ·OET 2以形成具有可用水平的高烯丙基芳基磺酰基胺合成的选择性。对于涉及芳基N的情况-酰基亚胺我们已经知道温度控制反应的过程。例如，在-78°C或更低的温度下，主要产物是吡咯烷，而在更高的温度（-30至-20°C）下，生成均烯丙基胺。对于所研究的情况，[3 + 2]环限于芳基亚胺衍生物，因为烷基和支链亚胺无法生成吡咯烷衍生物：较高的反应温度促进了环化产物向均烯丙基胺的转化。在与原位生成的亚胺的双立体分化反应中，形成带有syn - anti和syn - syn立体化学三元组的仲胺可实现良好的选择性。
• Smoking composition containing a flavorant-release saccharide additive
  申请人：Philip Morris Products Inc.

  公开号：EP0506231A1

  公开（公告）日：1992-09-30

  This invention provides smoking compositions which contain a novel flavorant-release aditive of the formula: Under cigarette smoking conditions, a combustible filler and/or paper wrapper additive such as 4'-formyl-2'-methoxyphenyl 4,6-0-cinnamylidene-β-D-glucopyranoside pyrolyzes into cinnamaldehyde and vanillin flavorants as volatile components of the cigarette smoke.

  本发明提供的烟草组合物中含有一种新型的香料释放添加剂，其配方如下： 在卷烟吸食条件下，可燃填料和/或纸包装添加剂，如 4'-甲酰基-2'-甲氧基苯基 4,6-0-肉桂亚基-β-D-吡喃葡萄糖苷，会热解成肉桂醛和香兰素香料，作为卷烟烟雾中的挥发性成分。
• Ru(II)-functionalized SBA-15 as highly chemoselective, acid free and sustainable heterogeneous catalyst for acetalization of aldehydes and ketones
  作者：Anish Lazar、K.J. Betsy、C.P. Vinod、A.P. Singh

  DOI：10.1016/j.catcom.2017.10.016

  日期：2018.1

  Combining electron deficient Ru(II) coordination sites with organofunctionalized SBA-15, (L)Ru(Il)@SBA-15, result in a mild, neutral, water scavenger free and chemo-selective acetalization catalyst for cyclic/acyclic acetals. Vacant coordination sites of ruthenium in (L)Ru(II)@SBA-15 activates protecting groups as well as reactants simultaneously and restricts the reverse acetalization reaction. Synthesized (L)Ru(Il)@SBA-15 catalyst has been thoroughly characterized and act as competitive catalyst compared to conventional acid catalysts. (L) RuaD@SBA-15 performs high catalytic activity as well as selectivity within 20 min with high TOF. The catalyst can be recycled and reaction parameters are optimized.
• Acid-catalyzed oxidation of benzaldehydes to phenols by hydrogen peroxide
  作者：Masakatsu Matsumoto、Kisako Kobayashi、Yasushi Hotta

  DOI：10.1021/jo00198a037

  日期：1984.11
• Haworth; Perkin, Journal of the Chemical Society, 1925, vol. 127, p. 1437
  作者：Haworth、Perkin

  DOI：——

  日期：——