(S)-4-((S)-Methoxy-phenyl-methyl)-2,2-dimethyl-[1,3]dioxolane | 170164-71-3

• 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: (S)-4-((S)-Methoxy-phenyl-methyl)-2,2-dimethyl-[1,3]dioxolane
• 英文别名: (4S)-4-[(S)-methoxy(phenyl)methyl]-2,2-dimethyl-1,3-dioxolane
• CAS: 170164-71-3
• 化学式: C₁₃H₁₈O₃
• 分子量: 222.284
• InChiKey: JJRZBOHLWFXAME-RYUDHWBXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 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：

  (S)-4-((S)-Methoxy-phenyl-methyl)-2,2-dimethyl-[1,3]dioxolane 在 盐酸 、 sodium periodate 、 四氧化钌 作用下， 以 四氢呋喃 、 四氯化碳 、 水 、 乙腈 为溶剂， 反应 5.17h， 生成 (S)-(+)-alpha-甲氧基苯乙酸
  参考文献：
  名称：

  A Route to Homochiral (S)-O-Methyl Mandelic Acid and Related α-Alkoxy Carboxylic Acids from Isopropylidene Glycerol

  摘要：

  An improved synthesis of the useful ketones 7 is described. These ketones are then further modified via a highly stereospecific reduction. to give homochiral alpha-alkoxy carboxylic acids which are useful chiral auxiliaries and intermediates.

  DOI：

  10.1080/00397919508011831
• 作为产物：
  描述：

  (S)-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-phenyl-methanol 、 碘甲烷 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 以100%的产率得到(S)-4-((S)-Methoxy-phenyl-methyl)-2,2-dimethyl-[1,3]dioxolane
  参考文献：
  名称：

  A Route to Homochiral (S)-O-Methyl Mandelic Acid and Related α-Alkoxy Carboxylic Acids from Isopropylidene Glycerol

  摘要：

  An improved synthesis of the useful ketones 7 is described. These ketones are then further modified via a highly stereospecific reduction. to give homochiral alpha-alkoxy carboxylic acids which are useful chiral auxiliaries and intermediates.

  DOI：

  10.1080/00397919508011831

文献信息

• NOVEL BELACTOSIN DERIVATIVES AS THERAPEUTIC AGENTS/BIOLOGICAL PROBES AND THEIR SYNTHESIS
  申请人：Romo Daniel

  公开号：US20090042922A1

  公开（公告）日：2009-02-12

  Derivatives of belactosin and their synthesis are disclosed. In certain embodiments, compounds of the present invention exhibit anti-cancer, antiviral, antibiotic, and/or auto-immune therapeutic abilities. In general, methods of synthesis disclosed herein allow for introduction of a variety of substituents at numerous positions as well as the facile introduction of a beta-lactone ring moiety. The synthetic steps comprise, in preferred embodiments, a tandem Mukaiyama aldol lactonization reaction. Data demonstrating the utility of some of the derivatives as proteasome inhibitors is also disclosed.
• US8119653B2
  申请人：——

  公开号：US8119653B2

  公开（公告）日：2012-02-21