(3aR,7aS)-2,2-dimethyl-3a,4,5,7a-tetrahydro-1,3-benzodioxole | 292619-27-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (3aR,7aS)-2,2-dimethyl-3a,4,5,7a-tetrahydro-1,3-benzodioxole
• 英文别名: (3aR,7aS)-2,2-dimethyl-3a,4,5,7a-tetrahydrobenzo[d][1,3]dioxole
• CAS: 292619-27-3
• 化学式: C₉H₁₄O₂
• 分子量: 154.209
• InChiKey: GSYGCNYMFCTHEE-JGVFFNPUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (3aR,7aS)-2,2-dimethyl-3a,4,5,7a-tetrahydro-1,3-benzodioxole 在 sodium hydroxide 、 正丁基锂 、 amberlyst-15 、 间氯过氧苯甲酸 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 反应 31.5h， 生成 Pseudo-β-D-fructopyranose
  参考文献：
  名称：

  Hubrecht, Idzi; Van Der Eycken, Erik; Van Der Eycken, Johan, Synlett, 2000, # 7, p. 971 - 974

  摘要：

  DOI：
• 作为产物：
  描述：

  (+/-)-2,2-dimethyl-(3ar,7ac)-hexahydro-benzo[1,3]dioxol-4c-ol 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 34.0h， 生成 (3aR,7aS)-2,2-dimethyl-3a,4,5,7a-tetrahydro-1,3-benzodioxole
  参考文献：
  名称：

  Hubrecht, Idzi; Van Der Eycken, Erik; Van Der Eycken, Johan, Synlett, 2000, # 7, p. 971 - 974

  摘要：

  DOI：

文献信息

• Asymmetric synthesis of cyclic β-hydroxyallylsilanes via sequential allyltitanation-ring closing metathesis
  作者：Jean-Michel Adam、Laurence de Fays、Michel Laguerre、Léon Ghosez

  DOI：10.1016/j.tet.2004.05.058

  日期：2004.8

  Highly enantioenriched cyclic β-hydroxyallylsilanes have been prepared via enantioselective allylation of unsaturated aldehydes using a chiral allyltitanium reagent, followed by a ring-closing metathesis. Functionalized rings of various sizes have been synthesized and the electronic effect of the silicon group in the RCM reaction has been studied. The resulting cyclic β-hydroxyallylsilanes reacted

  通过使用手性烯丙基钛试剂对不饱和醛进行对映选择性烯丙基化，然后进行闭环易位，已经制备了高度对映体富集的环状β-羟基烯丙基硅烷。合成了各种尺寸的官能化环，并研究了RCM反应中硅基团的电子效应。所得的环状β-羟基烯丙基硅烷与多种亲电试剂立体选择性地反应。报道了该方法在高度官能化的二氢吡喃的合成中的首次应用。
• Synthesis of Homoverrucosanoid-Derived Esters and Evaluation as MDR Modulators
  作者：Andreas Schäfer、Sebastian C. Köhler、Markus Lohe、Michael Wiese、Martin Hiersemann

  DOI：10.1021/acs.joc.7b02012

  日期：2017.10.6

  was assembled starting from an easily accessible A ring building block by a (4 + 2)-cycloaddition for annulation of the B ring. A ring-closing metathesis served for construction of the seven-membered C ring. The angular methyl groups were attached by electrophilic cyclopropanation–ring opening. A library based on the most active lead compound was made accessible by esterification of the terpenols with

  A–B-顺式，B–C-反式环庚基的合成[ egagunin E类似物的] hydrindane核心已被详细报道。从一个易于接近的A环结构单元开始，通过（4 + 2）环加成以组装B环，从而组装了三碳环骨架。闭环易位用于构建七元C环。角甲基通过亲电子环丙烷化环的开环连接。通过将萜烯醇与市售酸进行酯化，可以访问基于活性最高的铅化合物的文库。跨环醚化反应可得到合成抑制剂的四环衍生物。考察了非天然类胡佛糖苷衍生酯化合物库的成员作为膜转运蛋白ABCB1（P-gp），ABCG2（BCRP）和ABCC1（MRP1）的调节剂，
• Banwell, Martin G.; Lambert, John N.; Richards, Sharon L., Australian Journal of Chemistry, 1991, vol. 44, # 7, p. 939 - 950
  作者：Banwell, Martin G.、Lambert, John N.、Richards, Sharon L.

  DOI：——

  日期：——
• Synthesis of acetonides from aryl silanes
  申请人：McAuliffe C. Joseph

  公开号：US20070213541A1

  公开（公告）日：2007-09-13

  The present invention is related to cis-diols and biological methods of producing cis-diols. The present invention further relates to processes for subsequently converting such silane cis-diols to the more stable acetonide derivatives, as well as a process for converting silane cis-diols to the corresponding catechols and the compounds produced thereby. The present invention also provides chemical methods for the conversion of said silane cis-diols and acetonide compounds to epoxy, saturated and otherwise modified derivatives. It is emphasized that this abstract is provided to comply with the rules requiring an abstract which will allow a searcher or other reader to quickly ascertain the subject matter of the technical disclosure. It is submitted with the understanding that is will not be used to interpret or limit the scope or meaning of the claims. 37 CFR 1.72(b).
• Synthesis of cis-diols from aryl silanes
  申请人：Mcauliffe C. Joseph

  公开号：US20070213550A1

  公开（公告）日：2007-09-13

  The present invention is related to cis-diols and biological methods of producing cis-diols. The present invention further relates to processes for subsequently converting such silane cis-diols to the more stable acetonide derivatives, as well as a process for converting silane cis-diols to the corresponding catechols and the compounds produced thereby. The present invention also provides chemical methods for the conversion of said silane cis-diols and acetonide compounds to epoxy, saturated and otherwise modified derivatives. It is emphasized that this abstract is provided to comply with the rules requiring an abstract which will allow a searcher or other reader to quickly ascertain the subject matter of the technical disclosure. It is submitted with the understanding that is will not be used to interpret or limit the scope or meaning of the claims.