Methanesulfonic acid (R)-2-((2R,4R,6R)-4-benzyloxy-6-methoxy-3,3-dimethyl-tetrahydro-pyran-2-yl)-1-methyl-ethyl ester | 445473-81-4

• 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: Methanesulfonic acid (R)-2-((2R,4R,6R)-4-benzyloxy-6-methoxy-3,3-dimethyl-tetrahydro-pyran-2-yl)-1-methyl-ethyl ester
• CAS: 445473-81-4
• 化学式: C₁₉H₃₀O₆S
• 分子量: 386.51
• InChiKey: SQZAOSHSLXXYNR-VDHUWJSZSA-N

物化性质

• 沸点：
  500.2±50.0 °C(predicted)
• 密度：
  1.16±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

反应信息

• 作为反应物：
  描述：

  Methanesulfonic acid (R)-2-((2R,4R,6R)-4-benzyloxy-6-methoxy-3,3-dimethyl-tetrahydro-pyran-2-yl)-1-methyl-ethyl ester 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 甲苯 为溶剂， 反应 18.0h， 以10%的产率得到(2R,4R,6R)-4-benzyloxy-6-methoxy-3,3-dimethyl-2-propenyl-tetrahydropyran
  参考文献：
  名称：

  Structural and Stereochemical Diversity from (±)-2,2-Dimethyl-8-oxabicyclo[3.2.1]oct-6-en-3-one − Application to the Synthesis of Polyketide Segments of Natural Products

  摘要：

  The racemic title compound has been transformed into both Cyclic and acyclic segments of bioactive natural products, including the C10-C17 segment of pederin, the C12-C19 (C12'-C19') segment of disorazole and the C1-C9 segment of auriside. A methodology for the opening of six-membered ring acetals, containing gem-dimethyl groups, to 5-hydroxyl,3-dithianes has been developed.((C) Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002).

  DOI：

  10.1002/1099-0690(200205)2002:9<1538::aid-ejoc1538>3.0.co;2-x
• 作为产物：
  描述：

  ((2R,4R,6R)-4-Benzyloxy-6-methoxy-3,3-dimethyl-tetrahydro-pyran-2-yl)-acetaldehyde 在 三乙胺 作用下， 以 四氢呋喃 、 乙醚 、 二氯甲烷 为溶剂， 反应 2.5h， 生成 Methanesulfonic acid (R)-2-((2R,4R,6R)-4-benzyloxy-6-methoxy-3,3-dimethyl-tetrahydro-pyran-2-yl)-1-methyl-ethyl ester
  参考文献：
  名称：

  Structural and Stereochemical Diversity from (±)-2,2-Dimethyl-8-oxabicyclo[3.2.1]oct-6-en-3-one − Application to the Synthesis of Polyketide Segments of Natural Products

  摘要：

  The racemic title compound has been transformed into both Cyclic and acyclic segments of bioactive natural products, including the C10-C17 segment of pederin, the C12-C19 (C12'-C19') segment of disorazole and the C1-C9 segment of auriside. A methodology for the opening of six-membered ring acetals, containing gem-dimethyl groups, to 5-hydroxyl,3-dithianes has been developed.((C) Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002).

  DOI：

  10.1002/1099-0690(200205)2002:9<1538::aid-ejoc1538>3.0.co;2-x