(4R,5R)-4,5-Bis-(1-methoxy-1-methyl-ethyl)-2-phenyl-[1,3]dioxolane | 130762-72-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (4R,5R)-4,5-Bis-(1-methoxy-1-methyl-ethyl)-2-phenyl-[1,3]dioxolane
• 英文别名: (4R,5R)-4,5-bis(2-methoxypropan-2-yl)-2-phenyl-1,3-dioxolane
• CAS: 130762-72-0
• 化学式: C₁₇H₂₆O₄
• 分子量: 294.391
• InChiKey: MPVQDNXPSSRWSG-ZIAGYGMSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.65
• 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：

  (4R,5R)-4,5-Bis-(1-methoxy-1-methyl-ethyl)-2-phenyl-[1,3]dioxolane 在 sodium bromate 、 sodium dithionite 作用下， 以 水 、 乙酸乙酯 为溶剂， 反应 1.0h， 以74%的产率得到[(3R,4R)-4-hydroxy-2,5-dimethoxy-2,5-dimethylhexan-3-yl] benzoate
  参考文献：
  名称：

  (2R,3R)-1,4-二甲氧基-1,1,4,4-四取代-2,3-丁二醇的简便合成和异常甲磺酰化反应

  摘要：

  摘要描述了一种合成 (2R,3R)-1,4-二甲氧基-1,1,4,4-四取代-2,3-丁二醇的简便方法，该方法涉及作为关键步骤的亚苄基乙缩醛的氧化裂解。这些空间位阻二醇在甲磺酰化反应条件下异常形成环状亚硫酸盐作为主要产物。

  DOI：

  10.1080/00397910701462153
• 作为产物：
  描述：

  (4R,5R)-α,α,α',α'-tetraphenyl-2-phenyl-1,3-dioxolane-4,5-dimethanol 、 碘甲烷 在 sodium hydride 作用下， 生成 (4R,5R)-4,5-Bis-(1-methoxy-1-methyl-ethyl)-2-phenyl-[1,3]dioxolane
  参考文献：
  名称：

  Tartrate-derived aryl aldehyde acetals in the asymmetric directed metalation of chromium tricarbonyl arene complexes

  摘要：

  A series of three chromium tricarbonyl benzaldehyde acetal complexes were prepared from benzaldehyde diethyl acetal and (+)-diethyl tartrate. These compounds were ortho-lithiated by a number of bases, and the diastereoselectivity of lithiation was determined by quenching of the resulting anions with Me3SiCl. Complexes 1 and 2 were found to give moderate levels of diastereoselection, while the combination of complex 3 and 2.4 equiv of n-BuLi under equilibrating conditions gave an 86% de of silylated products. Other electrophiles gave slightly higher de's (88% to greater-than-or-equal-to 94%), and all products derived from 3 were separable by column chromatography. Hydrolysis of the ortho-methylated product to the corresponding benzaldehyde complex (-)-21 as well as X-ray structural analysis of the trimethylsilylated complex demonstrated that preferential pro-R deprotonation had occurred.

  DOI：

  10.1021/jo00075a008

文献信息

• MATTESON, DONALD S.;MICHNICK, JOHN T., ORGANOMETALLICS, 9,(1990) N2, C. 3171-3177
  作者：MATTESON, DONALD S.、MICHNICK, JOHN T.

  DOI：——

  日期：——