(+/-)-tert-butyldiphenylsilyl cyclohex-2-enyl ether | 76358-59-3

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: (+/-)-tert-butyldiphenylsilyl cyclohex-2-enyl ether
• 英文别名: tert-butyl(cyclohex-2-en-1-yloxy)diphenylsilane；tert-butyl(2-cyclohexen-1-yloxy)diphenylsilane；cyclohex-2-enyl tert-butyldiphenylsilyl ether；3-(tert-butyldiphenylsilyloxy)cyclohexene；tert-butyl-cyclohex-2-en-1-yloxy-diphenylsilane
• CAS: 76358-59-3
• 化学式: C₂₂H₂₈OSi
• 分子量: 336.549
• InChiKey: NQKXXZLQQBFQGK-UHFFFAOYSA-N

物化性质

• 沸点：
  391.8±35.0 °C(Predicted)
• 密度：
  1.01±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.67
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (+/-)-tert-butyldiphenylsilyl cyclohex-2-enyl ether 生成 tert-Butyl-[(1R,2R,6R)-(7-oxa-bicyclo[4.1.0]hept-2-yl)oxy]-diphenyl-silane
  参考文献：
  名称：

  摘要：

  DOI：
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 1,5-二氮杂双环[4.3.0]壬-5-烯 作用下， 以 四氢呋喃 为溶剂， 反应 16.0h， 生成 (+/-)-tert-butyldiphenylsilyl cyclohex-2-enyl ether
  参考文献：
  名称：

  Silyl halides from (phenylseleno)silanes. Reaction with oxiranes and alcohols to give hydrolytically stable silyl ethers

  摘要：

  DOI：

  10.1021/jo00320a012

文献信息

• m-C2B10H11HgCl/AgOTf-Catalyzed Reaction for Reductive Deoxygenation
  作者：Naoto Yamasaki、Marina Kanno、Kyohei Sakamoto、Yusuke Kasai、Hiroshi Imagawa、Hirofumi Yamamoto

  DOI：10.1055/s-0036-1588554

  日期：2018.1

  A m -C 2 B 10 H 11 HgCl/AgOTf-catalyzed reaction of allyl silyl ethers with N -Boc- N ′-tosylhydrazine has been developed. Under mild conditions, the resulting allyl hydrazine products were transformed into naked alkenes in good yield. Furthermore, the used m -C 2 B 10 H 11 HgCl could be recovered quantitatively.

  已开发出 m -C 2 B 10 H 11 HgCl/AgOTf 催化的烯丙基甲硅烷基醚与 N -Boc-N '-甲苯磺酰肼的反应。在温和的条件下，所得的烯丙基肼产物以良好的收率转化为裸烯烃。此外，使用过的m -C 2 B 10 H 11 HgCl 可以定量回收。
• Synthesis of Conformationally Locked Carbocyclic Nucleosides Built on a Thiabicyclo[3.1.0]hexane System as a Pseudosugar Surrogate
  作者：Eleonora Elhalem、María J. Comin、Juan B. Rodriguez

  DOI：10.1002/ejoc.200600488

  日期：2006.10

  The synthesis of prototype models of purine and pyrimidine carbanucleosides built on a 6-thiabicyclo[3.1.0]hexane system as pseudosugar moiety has been investigated. These pyrimidine carbanucleosides proved to be very stable compounds, in contrast to the parent epoxy analogs, which experienced epoxide ring-opening due to intramolecular enol base attack. In addition, as the synthesis of a thiirane moiety

  已经研究了建立在 6-硫杂双环 [3.1.0] 己烷系统上作为假糖部分的嘌呤和嘧啶碳核苷原型模型的合成。这些嘧啶碳核苷被证明是非常稳定的化合物，与母体环氧类似物相比，由于分子内烯醇碱攻击而经历环氧化物开环。此外，由于合成与五元环稠合的硫杂环丁烷不是一项简单的合成任务，因此需要验证和优化现有的环硫醚制备方法才能获得标题化合物的合成前体：(±) -(1RS,2RS,5SR)-6-thiabicyclo[3.1.0]hexan-2-ol, 化合物 28。 (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)
• Cyclohexanealkanoic acids
  申请人：Merrell Dow Pharmaceuticals Inc.

  公开号：US04622422A1

  公开（公告）日：1986-11-11

  The present invention is directed to 2-hydroxy-4-alkylidenecyclohexanealkanoic acids having a mercaptoalkanoic acid substituent at the 3-position. Esters and amides corresponding to the acids referred to above are also encompassed by the present invention. These compounds are useful in the treatment of bronchial asthma and they are obtained by the reaction of an appropriate 2,3-epoxy-4-alkylidenecyclohexanealkanoate with a mercapto alkanoic acid ester in the presence of a tertiary amine. The indicated process gives the esters of the present invention which can be hydrolyzed to the corresponding free acids by standard procedures. The compounds described can be subjected to other known reactions to give the other compounds of the present invention.

  本发明涉及在3位具有巯基烷酸取代基的2-羟基-4-烷基烯基环己烷烷酸。本发明还包括与上述酸对应的酯和酰胺。这些化合物在支气管哮喘的治疗中很有用，它们是通过在三级胺存在下将适当的2,3-环氧基-4-烷基烯基环己烷酸酯与巯基烷酸酯反应而获得的。所述过程给出了本发明的酯，可以通过标准程序水解为相应的自由酸。所述化合物可以经受其他已知反应以给出本发明的其他化合物。
• Diastereoselective epoxidation of allylically substituted alkenes using metalloporphyrin catalysts
  申请人：Che Chi-Ming

  公开号：US20050209470A1

  公开（公告）日：2005-09-22

  Diastereoselective epoxidation of allylically substituted alkenes using metalloporphyrins as catalyst provides high trans-selectivities (i.e., trans-:cis-epoxide ratio). A diversity of cycloalkenes bearing different allylic substituents are shown to be efficiently epoxidized to afford the corresponding trans-epoxides with excellent trans-selectivities (up to >98%) and good yields (up to 99%). Acyclic allylic alkenes bearing different allylic substituents are efficiently epoxidized to afford the corresponding erythro-epoxides with good erythro-selectivities. The metalloporphyrin-catalyzed reactions exhibit up to 20 times higher trans-selectivities than the conventional method using m-chloroperoxybenzoic acid as oxidant.

  使用金属卟啉作为催化剂的烯丙基取代烯烃的非对映选择性环氧化反应提供高选择性（即反式：顺式环氧化物比）。显示出带有不同烯丙基取代基的多样环烯烃能够有效地环氧化，产生相应的反式环氧化物，具有优异的反式选择性（高达>98%）和良好的产率（高达99%）。带有不同烯丙基取代基的无环烯丙基烯烃能够有效地环氧化，产生相应的顺式环氧化物，具有良好的顺式选择性。金属卟啉催化的反应显示出比使用m-氯过氧苯甲酸作为氧化剂的传统方法高达20倍的反式选择性。
• Carbon-Nitrogen Bond Formation between Allyl Silyl Ether and Hydrazide Promoted by Mercuric Triflate Catalyst
  作者：Hirofumi Yamamoto、Naoto Yamasaki、Shingo Yoshidome、Ikuo Sasaki、Kosuke Namba、Hiroshi Imagawa、Mugio Nishizawa

  DOI：10.1055/s-0031-1290758

  日期：2012.4

  An efficient method for carbon–nitrogen bond formation between ally silyl ethers and N , N -acyltosylhydrazine was developed under very mild conditions using 2 mol% of mercuric triflate [Hg(OTf) 2 ] as a catalyst. This method does not require the use of any ligand system or supplementary additives and is applicable to the preparation of various N -allylhydrazides with good to excellent yields.

  使用 2 mol% 的三氟甲磺酸汞 [Hg(OTf) 2 ] 作为催化剂，在非常温和的条件下开发了一种在烯丙基甲硅烷基醚和 N , N - 酰基甲苯基肼之间形成碳 - 氮键的有效方法。该方法不需要使用任何配体系统或辅助添加剂，适用于制备各种N-烯丙基酰肼，收率良好。