4-((benzyloxy)methyl)-1,3-dioxolane | 98238-47-2

• 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: 4-((benzyloxy)methyl)-1,3-dioxolane
• 英文别名: 1,3-Dioxolane, 4-[(phenylmethoxy)methyl]-；4-(phenylmethoxymethyl)-1,3-dioxolane
• CAS: 98238-47-2
• 化学式: C₁₁H₁₄O₃
• 分子量: 194.23
• InChiKey: KUXNALJROZUZGS-UHFFFAOYSA-N

物化性质

• 沸点：
  91-94 °C(Press: 0.03 Torr)
• 密度：
  1.1361 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-((benzyloxy)methyl)-1,3-dioxolane 在 钯 氢气 作用下， 以 正庚烷 为溶剂， 反应 48.0h， 以75%的产率得到甘油缩甲醛
  参考文献：
  名称：

  Predvoditelev; Malenkovskaya; Nifant'ev, Russian Journal of General Chemistry, 1998, vol. 68, # 6, p. 881 - 886

  摘要：

  DOI：
• 作为产物：
  描述：

  甘油缩甲醛 、 氯化苄 在 Katamin-AB sodium hydroxide 作用下， 反应 1.5h， 以85%的产率得到4-((benzyloxy)methyl)-1,3-dioxolane
  参考文献：
  名称：

  Teregulova, G. T.; Rol'nik, L. Z.; Zlot-skii, S. S., Journal of applied chemistry of the USSR, 1989, vol. 62, # 7.2, p. 1501 - 1504

  摘要：

  DOI：

文献信息

• Synthesis, structure, and transformations of cyclic glycerol formals
  作者：G. Z. Raskildina、V. F. Valiev、R. M. Sultanova、S. S. Zlotsky

  DOI：10.1007/s11172-015-1123-z

  日期：2015.9

  transformations (alkylation and replacement of the OH groups with the Cl atoms) of the synthesized compounds were performed. The differences in NMR and mass spectra of the corresponding 1,3-dioxolanes and 1,3-dioxanes were revealed and discussed.

  甘油与多聚甲醛反应生成 4-羟甲基-1,3-二氧戊环和 5-羟基-1,3-二氧六环的混合物。对合成的化合物进行了一些转化（烷基化和用 Cl 原子替换 OH 基团）。揭示并讨论了相应的 1,3-二氧戊环和 1,3-二氧六环的 NMR 和质谱的差异。
• A process for the preparation of R and S-2,2-R1,R2-1,3-dioxolane-4-methanol
  申请人：GIST-BROCADES N.V.

  公开号：EP0244912A1

  公开（公告）日：1987-11-11

  Process for the preparation of R-2,2-R1, R2-1,3-dioxo- lane-4-methanol wherein R1 and R2 are H or alkyl groups or wherein R, and R2 together with the carbon atom to which they are attached form a carbocyclic ring by subjecting a mixture of R- and S-2,2-R1, R2-1,3-dioxolane-4-methanol to the action of a micro-organism or substances derived therefrom having the ability for stereoselective consumption of S-2,2-R1, R2-1,3-dioxolane-4-methanol preferably until at least 80 wt% and more preferably all the S-2,2-R1, R2-1,3-dioxolane-4-methanol is consumed. Various micro-organisms of the genus Rhodococcus, Nocardia and Corynebacterium are disclosed as suitable for the purpose. The R-isomer is a valuable intermediate for stereospecific synthesis of various biologically active compounds including S-metoprolol.

  制备R-2,2-R1, R2-1,3-二氧戊环-4-甲醇的工艺 其中R1和R2为H或烷基或其中R和R2连同它们所连接的碳原子形成一个碳环 将R-和S-2,2-R1, R2-1、3-二氧戊环-4-甲醇的微生物或由其衍生的物质的作用下，具有立体选择性消耗 S-2,2-R1,R2-1,3-二氧戊环-4-甲醇的能力，优选直到至少消耗 80%，更优选全部 S-2,2-R1,R2-1,3-二氧戊环-4-甲醇。已公开的 Rhodococcus、Nocardia 和 Corynebacterium 属的各种微生物都适用于这一目的。R 异构体是立体特异性合成各种生物活性化合物（包括 S-美托洛尔）的重要中间体。
• Selective Lewis Acid Catalyzed Assembly of Phosphonomethyl Ethers: Three-Step Synthesis of Tenofovir
  作者：Charles E. Ocampo、Doris Lee、Timothy F. Jamison

  DOI：10.1021/ol503612h

  日期：2015.2.20

  Described herein is a novel Lewis acid catalyzed rearrangement-coupling of oxygen heterocycles and bis(diethylamino)chlorophosphine that provides direct formation of the phosphonomethyl ether functionality found in several important antiretroviral agents. A wide range of dioxolanes and 1,3-dioxanes may be employed, furnishing the desired products in good yield. The utility of this method is demonstrated in a novel synthesis of tenofovir, an antiretroviral drug used in the treatment of HIV/AIDS and hepatitis B.
• Teregulova, G. T.; Rol'nik, L. Z.; Zlot-skii, S. S., Journal of applied chemistry of the USSR, 1991, vol. 64, # 7.2, p. 1448 - 1451
  作者：Teregulova, G. T.、Rol'nik, L. Z.、Zlot-skii, S. S.、Rakhmankulov, D. L.

  DOI：——

  日期：——
• Chanysheva, A. T.; Rol'nik, L. Z.; Zlotskii, S. S., Russian Journal of Organic Chemistry, 1994, vol. 30, # 5.2, p. 839 - 840
  作者：Chanysheva, A. T.、Rol'nik, L. Z.、Zlotskii, S. S.、Rakhmankulov, D. L.

  DOI：——

  日期：——