2-Methyl-2-(2-propenyl)-1,3-dioxolane | 143733-88-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-Methyl-2-(2-propenyl)-1,3-dioxolane
• 英文别名: ethylenedioxy-4,4 pentanal；2-Methyl-2-prop-2-enyl-1,3-dioxolane
• CAS: 143733-88-4
• 化学式: C₇H₁₂O₂
• 分子量: 128.171
• InChiKey: KTEGZXUYUBBXSD-UHFFFAOYSA-N

物化性质

• 沸点：
  138.9±15.0 °C(Predicted)
• 密度：
  0.926±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  9
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 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：

  2-Methyl-2-(2-propenyl)-1,3-dioxolane 在 sodium hydroxide 、 四氧化锇 、 9-borabicyclo[3.3.1]nonane dimer 、 四(三苯基膦)钯 、 (DHQ)2-PHAL 、 甲基磺酰胺 、 potassium carbonate 、 对甲苯磺酸 、 potassium hexacyanoferrate(III) 作用下， 以 二氯甲烷 、 水 、 甲苯 、 叔丁醇 为溶剂， 反应 40.0h， 生成 (1R,7R)exo-brevicomin
  参考文献：
  名称：

  (+)-Exo-brevicomin via an organometallic boulevard

  摘要：

  The brevicomin carbon skeleton was efficiently constructed through a novel 2 + 3 + 4 sequence via organocuprate and Suzuki couplings. The Sharpless catalytic asymmetric dihydroxylation provided either naturally occurring (+)-exo-brevicomin (+)-7 or its enantiomer, (-)-7, both in 95% ee, in 61% overall yield from allyl bromide.

  DOI：

  10.1016/s0040-4039(00)60668-8
• 作为产物：
  描述：

  2-甲基-2-(4-甲基戊-3-烯基)-1,3-二氧戊环 在 臭氧 、 三苯基膦 作用下， 以 二氯甲烷 为溶剂， 以86.6%的产率得到2-Methyl-2-(2-propenyl)-1,3-dioxolane
  参考文献：
  名称：

  Dhal, Robert; Barry, Younoussa; Brown, Eric, Bulletin de la Societe Chimique de France, 1987, # 3, p. 473 - 479

  摘要：

  DOI：

文献信息

• On the Reduction of <i>S</i>-Alkyl-thionocarbonates (Xanthates) with Phosphorus Compounds
  作者：Jean Boivin、Rafik Jrad、Stéphanie Juge、Van Tai Nguyen

  DOI：10.1021/ol0342610

  日期：2003.5.1

  [reaction: see text] Reductive cleavage of the carbon-sulfur bond present in S-alkyl-thionocarbonates (xanthates) was achieved by high-yielding, tin-free radical reactions based on phosphorus reagents. The combination hypophosphorous acid/triethylamine/AIBN led to fast, efficient, and smooth formation of the alkane. Reduction with diethyl phosphite was sufficiently slow to permit sequential intermolecular

  [反应：见正文]通过基于磷试剂的高产率锡自由基反应可实现S-烷基-硫代碳酸酯（黄原酸酯）中存在的碳-硫键的还原裂解。次磷酸/三乙胺/ AIBN的组合可导致快速，有效和顺畅地形成烷烃。用亚磷酸二乙酯的还原足够缓慢，以允许将2-氧代烷基黄原酸酯顺序地分子间加成到烯烃上，然后裂解新形成的碳-硫键。
• Compositions and kits for enzymatic debridement and methods of using the same
  申请人：ROCHAL INDUSTRIES, LLC

  公开号：US10238719B2

  公开（公告）日：2019-03-26

  A debridement enzyme for necrotic tissue is described that is not dependent upon proteolytic enzymatic activity but instead utilizes the amylase family of enzymes. The amylases (α-, β-, γ-amylase) are noted for the cleavage of the α-glycosidic bonds of polysaccharides, yielding lower molecular weight carbohydrate/sugar fragments. It has now been found that α-amylase is effective in the debridement of devitalized tissue.

  描述了一种用于坏死组织的清创酶，这种酶不依赖于蛋白水解酶活性，而是利用淀粉酶家族的酶。淀粉酶（α-、β-、γ-淀粉酶）以裂解多糖的 α-糖苷键而著称，可产生分子量较低的碳水化合物/糖片段。现已发现，α-淀粉酶能有效地清除坏死组织。
• Compositions and kits for treating pruritus and methods of using the same
  申请人：ROCHAL INDUSTRIES, LLC

  公开号：US10688159B2

  公开（公告）日：2020-06-23

  A treatment for pruritus is described that is based upon amylase. The amylases (α-, β-, γ-amylase) are noted for the cleavage of the α-glycosidic bonds of polysaccharides, yielding lower molecular weight carbohydrate/sugar fragments. It has now been found that α-amylase is effective in the reduction of pruritus (itching) of affected tissue.

  介绍了一种以淀粉酶为基础的治疗瘙痒症的方法。淀粉酶（α-、β-、γ-淀粉酶）可裂解多糖的 α-糖苷键，产生分子量较低的碳水化合物/糖片段。现已发现，α-淀粉酶能有效减轻受影响组织的瘙痒症状。
• Amber odorant
  申请人：FIRMENICH SA

  公开号：US10889558B2

  公开（公告）日：2021-01-12

  Described herein is a compound of formula (I) in the form of any one of its stereoisomers or a mixture thereof, and where the Q group represents a —CH═CH—CH3 group or a —C≡C—CH3 group. Also described herein is a method of using a compound of formula (I), the method including using the compound of formula (I) as part of a perfuming composition or as part of a perfumed consumer product.

  这里描述的是式 (I) 的化合物 以其任意一种立体异构体或其混合物的形式，其中 Q 基团代表 -CH═CH-CH3 基团或 -C≡C-CH3 基团。本文还描述了一种使用式(I)化合物的方法，该方法包括将式(I)化合物用作香水组合物的一部分或用作香味消费品的一部分。
• Nonracemic frontalin via copper- and palladium-based skeletal construction and the asymmetric dihydroxylation
  作者：Braulio Santiago、John A. Soderquist

  DOI：10.1021/jo00048a014

  日期：1992.10

  The new higher order organocuprate, Li2Cu(CN)(C(OMe):CH2)2, prepared through a Sn --> Li --> Cu transmetalation sequence, was found to efficiently couple with allyl bromide producing 2-methoxy-1,4-pentadiene (3) which is efficiently converted to the ketal 4. Hydroboration of 4 with 9-BBN-H and the selective oxidation of this adduct with trimethylamine N-oxide (TMANO) produces 9-oxa-10-borabicyclo[3.3.2]decane 5, which undergoes Pd-catalyzed cross coupling with 2-bromopropene producing 6, thereby accomplishing the construction of the frontalin carbon skeleton in 63% overall yield from allyl bromide. The Os-based dihydroxylation of 6 followed by ketalization either produces the racemic pheromone ((+/-)-1) or, with the Sharpless catalytic asymmetric dihydroxylation (dihydroquinine ligand) procedure, results in the selective formation of the S enantiomer in 35% ee. The de determined from the C-13 NMR spectra of the diastereomeric Mosher's monoesters (9) was found to provide useful corroborative information on the optical purity of the intermediate 1,2-diols 7.