syn-4-methyl-2-phenyltetrahydro-2H-pyran-4-ol | 63500-72-1

• 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: syn-4-methyl-2-phenyltetrahydro-2H-pyran-4-ol
• 英文别名: trans-tetrahydro-4-methyl-2-phenylpyranol；(2S,4R)-4-methyl-2-phenyloxan-4-ol
• CAS: 63500-72-1
• 化学式: C₁₂H₁₆O₂
• 分子量: 192.258
• InChiKey: UUQVBQLAIFOJHO-NWDGAFQWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-甲基-3-丁烯-1-醇 、 苯甲醛 在 Amberlyst 131 作用下， 反应 6.0h， 生成 syn-4-methyl-2-phenyltetrahydro-2H-pyran-4-ol 、 anti-4-methyl-2-phenyltetrahydro-2H-pyran-4-ol
  参考文献：
  名称：

  TETRAHYDROPYRANYL LOWER ALKYL ESTERS AND THE PRODUCTION OF SAME USING A KETENE COMPOUND

  摘要：

  这项发明涉及四氢吡喃基低烷基酯，具体涉及四氢吡喃基乙酸酯，以及利用乙烯酮制备它们的方法和将其用作香料和香气物质的用途。

  公开号：

  US20200325112A1

文献信息

• TETRAHYDROPYRANYL LOWER ALKYL ESTERS AND THE PRODUCTION OF SAME USING A KETENE COMPOUND
  申请人：BASF SE

  公开号：US20200325112A1

  公开（公告）日：2020-10-15

  The present invention relates to tetrahydropyranyl lower akyl esters and specifically to tetrahydropyranyl acetates, a method for preparation thereof using ketene and use thereof as fragrances and aroma substances.

  这项发明涉及四氢吡喃基低烷基酯，具体涉及四氢吡喃基乙酸酯，以及利用乙烯酮制备它们的方法和将其用作香料和香气物质的用途。
• Synthesis of chirally enriched 2,4-disubstituted tetrahydropyran-4-ol and its derivatives
  申请人：S.H. KELKAR AND COMPANY LTD.

  公开号：US10040775B2

  公开（公告）日：2018-08-07

  The present invention discloses a process for synthesis of chiral 2,4-disubstituted-tetrahydropyran-4-ol and its derivatives having a general formula (I) comprising of asymmetric reaction of an aliphatic aldehyde and a homoallylic alcohol in the presence of a chiral organocatalyst, and a fragrance and cosmetic composition containing chirally enriched molecules of the said general formula (I) prepared by the aforesaid process.

  本发明公开了一种具有通式（I）的手性 2,4-二取代-四氢吡喃-4-醇及其衍生物的合成工艺，该工艺包括在手性有机催化剂存在下，脂肪醛和均烯醇的不对称反应，以及通过上述工艺制备的含有手性富集的通式（I）分子的香料和化妆品组合物。
• [EN] SYNTHESIS OF CHIRALLY ENRICHED 2,4-DISUBSTITUTED TETRAHYDROPYRAN-4-OL AND ITS DERIVATIVES<br/>[FR] SYNTHÈSE DE TÉTRAHYDROPYRAN-4-OL 2,4-DISUBSTITUÉ À ENRICHISSEMENT CHIRAL ET DE SES DÉRIVÉS
  申请人：S H KELKAR AND COMPANY LTD

  公开号：WO2016059648A4

  公开（公告）日：2016-07-07
• SYNTHESIS OF CHIRALLY ENRICHED 2,4-DISUBSTITUTED TETRAHYDROPYRAN-4-OL AND ITS DERIVATIVES
  申请人：S.H. KELKAR AND COMPANY LTD.

  公开号：US20170247349A1

  公开（公告）日：2017-08-31

  The present invention discloses a process for synthesis of chiral 2,4-disubstituted-tetrahydropyran-4-ol and its derivatives having a general formula (I) comprising of asymmetric reaction of an aliphatic aldehyde and a homoallylic alcohol in the presence of a chiral organocatalyst, and a fragrance and cosmetic composition containing chirally enriched molecules of the said general formula (I) prepared by the aforesaid process.
• Solvent-free catalysed synthesis of tetrahydropyran odorants: the role of SiO
  作者：Alexandra Macedo、Edison P. Wendler、Alcindo A. Dos Santos、Julio Zukerman-Schpector、Edward R. T. Tiekink

  DOI：10.1590/s0103-50532010000800023

  日期：——

  An efficient, green and solvent-free catalysed Prins-cyclization reaction based on the simple grinding of an aldehyde and a homoallylic alcohol in the presence of catalytic amount of p-TSA on silica gel is reported. By this protocol were synthesized tetrahydropyran odorants including commercial Florol (R) and Clarycet (R), in one and two steps respectively.