cis-2-Vinyl-6-methyltetrahydro-4H-pyran | 82293-67-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧烷类
• 英文名称: cis-2-Vinyl-6-methyltetrahydro-4H-pyran
• 英文别名: cis vinyl-2 methyl-6 tetrahydropyranne；cis-2-vinyl-6-methyltetrahydropyran；cis-2-(vinylmethyl)tetrahydropyran；cis-6-methyl-2-vinyl-tetrahydropyran；(2S,6S)-2-ethenyl-6-methyloxane
• CAS: 82293-67-2
• 化学式: C₈H₁₄O
• 分子量: 126.199
• InChiKey: UMYYXAXDBFKPKM-JGVFFNPUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 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：

  cis-2-Vinyl-6-methyltetrahydro-4H-pyran 在 sodium hydroxide 、 jones reagent 、 硼烷 、 双氧水 作用下， 反应 6.0h， 生成 (2S,6S)-(6-methyltetrahydropyran-2-yl)acetic acid
  参考文献：
  名称：

  天然 (+)-(S,S)-(CIS-6-甲基四氢吡喃-2-YL)乙酸的对映体合成，果子狸的一种成分

  摘要：

  (+)-(S,S)-(cis-6-Methyltetrahydropyran-2-yl)乙酸，果子狸腺分泌物的一种成分，由 (+)-(R,R)-酒石酸二乙酯对映特异性合成通过旋光性 5,7-二取代 6,8-二氧杂双环 [3.2.1] 辛烷衍生物的立体定向还原开环。

  DOI：

  10.1246/cl.1983.1601
• 作为产物：
  描述：

  2-(3-溴丙基)-2-甲基-1,3-二氧戊环 在 lithium aluminium tetrahydride 、 1,1-二溴乙烷 、 4-甲基苯磺酸吡啶 、 silver nitrate 、 magnesium 、 copper(I) bromide 作用下， 以 甲醇 、 乙醚 、 水 、 丙酮 为溶剂， 反应 30.42h， 生成 cis-2-Vinyl-6-methyltetrahydro-4H-pyran
  参考文献：
  名称：

  Audin, Patrick; Doutheau, Alain; Gore, Jacques, Bulletin de la Societe Chimique de France, 1984, vol. 2, # 7-8, p. 297 - 306

  摘要：

  DOI：

文献信息

• A new reaction in organosilicon chemistry: the oxidative ring closure of allylsilanes with ceric ammonium nitrate
  作者：Stephen R. Wilson、Corinne E. Augelli-Szafran

  DOI：10.1016/s0040-4020(01)86650-3

  日期：1988.1

  Allylsilanes containing heteroatom nucleophiles yield cyclic products when treated with (NH4)2Ce(NO3)6. For example, hydroxy and amido-containing allylsilanes yield the corresponding tetrahydrofuran, tetrahydropyran, and piperidine analogs. These reactions and their application to natural product synthesis will be discussed.

  当用（NH 4）2 Ce（NO 3）6处理时，含有杂原子亲核试剂的烯丙基硅烷会产生环状产物。例如，含羟基和含酰胺基的烯丙基硅烷可产生相应的四氢呋喃，四氢吡喃和哌啶类似物。将讨论这些反应及其在天然产物合成中的应用。
• The cyclisation of secondary allenic alcohols
  作者：Timothy Gallagher

  DOI：10.1039/c39840001554

  日期：——

  The silver-mediated cyclisation of secondary allenic alcohols is streoselective giving predominantly cis-2,6-disubstituted tetrahydropyrans; this methodology has been applied to the synthesis of the civet constituent (4).

  银介导的仲烯丙醇的环化是立体选择性的，主要产生顺式-2,6-二取代的四氢吡喃；该方法学已经被用于果子狸成分的合成（4）。
• 1-SUBSTITUTED-7-( -D-GLYCOPYRANOSYLOXY)(AZA)INDOLE COMPOUND AND PHARMACEUTICAL CONTAINING THE SAME
  申请人：Kissei Pharmaceutical Co., Ltd.

  公开号：EP1849795A1

  公开（公告）日：2007-10-31

  [Objective] The present invention provides a compound having an SGLT1 and/or SGLT2 inhibitory activity which is usable as an agent for the prevention or treatment of diabetes, postprandial hyperglycemia, impaired glucose tolerance, diabetic complications, obesity or the like. [Means to Solve the Problem] It is a 1-substituted-7-(β-D-glycopyranosyloxy)(aza)-indole compound represented by the general formula (I), a prodrug thereof, or a pharmaceutically acceptable salt thereof, or a hydrate or solvate thereof: wherein R1 represents a halogen atom or the like; n represents an integer number from 0 to 3; R2 represents a hydrogen atom or the like; X represents a carbon atom which a hydrogen atom or the like binds to, or a nitrogen atom; Q represents an alkylene group or an alkenylene group each of which may have an oxygen atom or a sulfur atom in the chain; and A represents an aryl or heteroaryl group which may have a substituent.

  目的 本发明提供了一种具有SGLT1和/或SGLT2抑制活性的化合物，该化合物可用作预防或治疗糖尿病、餐后高血糖症、糖耐量受损、糖尿病并发症、肥胖症或类似疾病的药物。 [解决问题的方法］ 本发明是一种由通式(I)代表的1-取代-7-(β-D-甘氨酰吡喃氧基)(氮杂)-吲哚化合物、其原药、或其药学上可接受的盐，或其水合物或溶液： 其中 R1 代表卤素原子或类似物；n 代表 0 至 3 的整数；R2 代表氢原子或类似物；X 代表与氢原子或类似物结合的碳原子或氮原子；Q 代表亚烷基或烯基，每个亚烷基或烯基的链中可以有一个氧原子或一个硫原子；A 代表芳基或杂芳基，可以有一个取代基。
• Carbon-13 NMR spectra of saturated heterocycles: XI—Tetrahydropyrans (oxanes)
  作者：Ernest L. Eliel、Muthiah Manoharan、K. Michal Pietrusiewicz、Karl D. Hargrave

  DOI：10.1002/omr.1270210205

  日期：1983.2

  AbstractThe 13C NMR spectra of 62 oxanes (tetrahydropyrans) with and without methyl substituents at various ring positions, some of them bearing in addition (or instead) ethyl, vinyl, ethynyl, carbomethoxy and methylol substituents at C‐2, have been recorded, and the 294 resulting chemical shifts have been correlated by multiple linear regression analysis. Axial and equatorial α‐, β‐, γ‐, δ‐, gem‐ and vic‐parameters for shifts caused by methyl groups at all ring positions, and similar parameters for Et,—CHCH2,—CCH, CO2Me and CH2OH groups at C‐2, are reported. Standard deviations of the parameters are, in most cases, within 0.3 ppm and the agreement of calculated and experimental shifts is excellent. This is probably the largest parameter set of this type extant. 13C NMR spectra of a number of additional substituted tetrahydropyrans, and of 3,6‐dihydro‐2H‐pyrans and 3,4‐dihydro‐2H‐pyrans, are tabulated and discussed.
• Conformational analysis. 42. Monosubstituted tetrahydropyrans
  作者：Ernest L. Eliel、Karl D. Hargrave、K. Michal Pietrusiewicz、Muthiah Manoharan

  DOI：10.1021/ja00377a015

  日期：1982.6