(2R,4S)-tetrahydro-4-methyl-2-(2-methylpropyl)-2H-pyran-4-ol | 724776-61-8

• 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: (2R,4S)-tetrahydro-4-methyl-2-(2-methylpropyl)-2H-pyran-4-ol
• 英文别名: forol；2-Isobutyl-4-methyltetrahydropyran-4-ol, (2R,4S)-；(2R,4S)-4-methyl-2-(2-methylpropyl)oxan-4-ol
• CAS: 724776-61-8
• 化学式: C₁₀H₂₀O₂
• 分子量: 172.268
• InChiKey: YVSNOTITPICPTB-ZJUUUORDSA-N

物化性质

• 沸点：
  243.0±8.0 °C(Predicted)
• 密度：
  0.936±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 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：

  (3RS,5R)-3,7-dimethyloctane-1,3,5-triol 5-acetate 在 氢氧化钾 、 对甲苯磺酰氯 作用下， 以 吡啶 、 甲醇 为溶剂， 生成 (2R,4S)-tetrahydro-4-methyl-2-(2-methylpropyl)-2H-pyran-4-ol
  参考文献：
  名称：

  有气味环醚的对映体富集的异构体的制备Clarycet  ®，Florol  ®和Rhubafuran  ®通过酶催化反应

  摘要：

  的所有对映体富集的立体异构Clarycet  ®（1），Florol  ®（2），和Rhubafuran  ®（3）通过生物催化途径制备。建立了它们的绝对构型，并充分评估了它们的嗅觉特性。

  DOI：

  10.1002/hlca.200490075

文献信息

• Heteropoly acid catalysts in Prins cyclization for the synthesis of Florol®
  作者：Augusto L.P. de Meireles、Kelly A. da Silva Rocha、Elena F. Kozhevnikova、Ivan V. Kozhevnikov、Elena V. Gusevskaya

  DOI：10.1016/j.mcat.2020.111382

  日期：2021.2

  H3PW12O40 heteropoly acid supported on SiO2 and its bulk acidic cesium salt Cs2.5H0.5PW12O40 are demonstrated to be highly active and recyclable solid catalysts for Prins cyclization allowing for the clean, high-yielding synthesis of Florol® from isoprenol and isovaleraldehyde. Florol®, a valuable floral odorant employed in a vast variety of commercial products, was obtained in ca. 80 % yield under

  SiO 2上负载的H 3 PW 12 O 40杂多酸及其本体酸性铯盐Cs 2.5 H 0.5 PW 12 O 40是高活性且可回收的固体催化剂，可用于Prins环化反应，从而实现清洁，高产率的Florol合成®由异戊烯醇和异戊醛制成。Florol®是一种可在多种商业产品中使用的有价值的花香剂，大约在2000年获得。在接近环境条件下的收率为80％。用作绿色反应介质的碳酸二甲酯或碳酸二乙酯，催化剂用量低和适中的条件是有助于该方法可持续性的重要特征。
• PRODUCTION OF 2-SUBSTITUTED 4-HYDROXY-4-METHYL-TETRAHYDROPYRANS FROM STARTING MATERIALS CONTAINING 2-ALKYL-4,4-DIMETHYL-1,3-DIOXANES
  申请人：BASF SE

  公开号：US20170037022A1

  公开（公告）日：2017-02-09

  The present invention relates to a method for preparing 2-substituted 4-hydroxy-4-methyltetrahydropyrans from starting materials comprising at least one 2-alkyl-4,4-dimethyl-1,3-dioxane.

  本发明涉及一种从至少包括一种2-烷基-4,4-二甲基-1,3-二氧杂环己烷起始材料制备2-取代的4-羟基-4-甲基四氢吡喃的方法。
• FRAGRANT CONSUMER PRODUCTS COMPRISING OXIDIZING AGENTS
  申请人：Schmiedel Peter

  公开号：US20090081755A1

  公开（公告）日：2009-03-26

  Fragrant consumer products comprising oxidizing agents are described, which may be, for example, detergents or cleaners or, for example, also cosmetics. These consumer products comprise certain minimum amounts of fragrances of certain classes of substances. They are characterized by very good (storage) stability, both with regard to the fragrance of the product, and also with regard to the potency of the oxidizing agent.

  本发明涉及含有氧化剂的芳香消费品，例如洗涤剂、清洁剂或化妆品等。这些消费品包含特定类别物质的最低浓度的香料。它们的特点是非常好的（储存）稳定性，不仅针对产品的香味，也针对氧化剂的效力。
• Production of 2-substituted 4-hydroxy-4-methyltetrahydropyrans having stable odoriferous quality
  申请人：BASF SE

  公开号：US10023550B2

  公开（公告）日：2018-07-17

  The present invention relates to a method for the production of 2-substituted 4-hydroxy-4-methyltetrahydropyrans from the acid-catalyzed reaction of 3-methylbut-3-ene-1-ol with an aldehyde, a stable odoriferous quality being achieved and avoiding off-odors that interfere with the odor sensation.

  本发明涉及一种由 3-甲基丁-3-烯-1-醇与醛在酸催化下反应生成 2-取代的 4-羟基-4-甲基四氢吡喃的方法，该方法既能获得稳定的发臭质量，又能避免干扰气味感觉的异味。
• 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。