(2,2-dimethyl-1,3-dioxolan-4-yl)methyl 3-oxobutanoate | 85513-98-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 酮酸及其衍生物
• 英文名称: (2,2-dimethyl-1,3-dioxolan-4-yl)methyl 3-oxobutanoate
• 英文别名: 1,2-isopropylidene glyceryl-3-acetoacetate；1,2-isopropylideneglyceryl-3-acetoacetate
• CAS: 85513-98-0
• 化学式: C₁₀H₁₆O₅
• 分子量: 216.234
• InChiKey: NDVUSXXXHPDWSC-UHFFFAOYSA-N

物化性质

• 沸点：
  286.1±25.0 °C(Predicted)
• 密度：
  1.098±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (2,2-dimethyl-1,3-dioxolan-4-yl)methyl 3-oxobutanoate 在 tris-(dibenzylideneacetone)dipalladium(0) 、 三氟乙酸 、 1,2-双(二苯基膦)乙烷 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 39.0h， 生成 2,3-dihydroxypropyl-2-acetyl-2-(3,7-dimethylocta-2,6-dien-1-yl)-5,9-dimethyldeca-4,8-dienoate
  参考文献：
  名称：

  Rapid Library Synthesis of Amphiphiles Based On a Dioxinone Scaffold and Identification of Nonlamellar Liquid Crystals

  摘要：

  Linear and branched amphiphiles with different lengths of lipids and different numbers of hydroxyl groups were rapidly synthesized based on a dioxinone scaffold. The liquid crystalline (LC) properties of the synthesized amphiphiles in excess water were investigated by polarizing optical microscopy and small-angle X-ray scattering (SAXS) analysis. Novel -keto ester based amphiphiles that formed non-lamellar, inverted LC phases were identified.

  DOI：

  10.1055/s-0034-1379184
• 作为产物：
  描述：

  2,2,6-三甲基-4H-1,3-二英-4-酮 、 丙酮缩甘油 以 甲苯 为溶剂， 反应 3.5h， 以100%的产率得到(2,2-dimethyl-1,3-dioxolan-4-yl)methyl 3-oxobutanoate
  参考文献：
  名称：

  Rapid Library Synthesis of Amphiphiles Based On a Dioxinone Scaffold and Identification of Nonlamellar Liquid Crystals

  摘要：

  Linear and branched amphiphiles with different lengths of lipids and different numbers of hydroxyl groups were rapidly synthesized based on a dioxinone scaffold. The liquid crystalline (LC) properties of the synthesized amphiphiles in excess water were investigated by polarizing optical microscopy and small-angle X-ray scattering (SAXS) analysis. Novel -keto ester based amphiphiles that formed non-lamellar, inverted LC phases were identified.

  DOI：

  10.1055/s-0034-1379184

文献信息

• Adjuvant Effects of Glyceryl Esters of Acetoacetic Acid on Rectal Absorption of Insulin and Inulin in Rabbits
  作者：Toshiaki Nishihata、Suni Kim、Shigeyoshi Morishita、Akira Kamada、Noboru Yata、Takeru Higuchi

  DOI：10.1002/jps.2600720318

  日期：1983.3

  effect of glyceryl esters of acetoacetic acid on the rectal absorption of insulin and inulin was studied. A decrease in the serum glucose level was observed in rabbits following the administration of an insulin suppository containing glyceryl-1,3-diacetoacetate (adjuvant II) or 1,2-isopropylideneglycerine-3-acetoacetate (adjuvant IV). The promoting effects of adjuvants II and IV on the rectal absorption

  研究了乙酰乙酸甘油酯对胰岛素和菊粉直肠吸收的促进作用。给予含1,3-二乙酰乙酸甘油酯（佐剂II）或1,2-异亚丙基甘油-3-乙酰乙酸酯（佐剂IV）的胰岛素栓剂后，兔体内的血清葡萄糖水平降低。通过向栓剂中添加钙和镁，抑制了佐剂II和IV对胰岛素和菊粉的直肠吸收的促进作用。这表明与直肠膜中钙和镁离子的佐剂相互作用与胰岛素和菊粉的吸收增强有关。
• Rectal absorption of lysozyme and heparin in rabbits in the presence of non-surfactant adjuvants.
  作者：MASATOSHI MIYAKE、TOSHIAKI NISHIHATA、NORIKO WADA、EMIKO TAKESHIMA、AKIRA KAMADA

  DOI：10.1248/cpb.32.2020

  日期：——

  Ethylacetoacetate enamines of phenylalanine and phenylglycine enhanced the rectal absorption of macromolecular drugs such as lysozyme and heparin in rabbits. Glycerine-1, 3-diacetoacetate, 1, 2-isopropylideneglyceryl-3-acetoacetate and ethylacetoacetylglycolate also enhanced the rectal absorption of lysozyme and heparin. Lysozyme is a basic compound and heparin is an acidic compound, so the non-surfactant adjuvants used in this study can promote the rectal absorption of macromolecular compounds irrespective of their electrochemical properties. The coadministration of calcium ion inhibited the adjuvant action, so complex formation of the adjuvant with calcium ion may occur, reducing the efficacy of these compounds as adjuvants.

  苯丙氨酸和苯甘氨酸的乙酰乙酰乙酸烯胺能促进兔子对溶菌酶和肝素等大分子药物的直肠吸收。1，3-二乙酰乙酸甘油酯、1，2-异亚丙基甘油-3-乙酰乙酸酯和乙酰乙酰乙酸乙酯也能促进溶菌酶和肝素的直肠吸收。溶菌酶是碱性化合物，肝素是酸性化合物，因此本研究中使用的非表面活性佐剂可以促进大分子化合物的直肠吸收，而不受其电化学性质的影响。同时加入钙离子会抑制佐剂的作用，因此佐剂与钙离子可能会形成络合物，从而降低这些化合物作为佐剂的功效。
• [EN] SALTS OF AMPHETAMINE-HOMOARGININE CONJUGATE PRODRUG<br/>[FR] SELS DU PROMÉDICAMENT CONJUGUÉ AMPHÉTAMINE-HOMOARGININE
  申请人：SHIRE PHARMACEUTICALS INC

  公开号：WO2019199724A1

  公开（公告）日：2019-10-17

  Disclosed are improved amphetamine-homoarginine conjugate salts, including compositions thereof. These amphetamine-homoarginine conjugate salts and compositions are useful for treating certain disorders, such as attention deficit hyperactivity disorder (ADHD), ADD, as well as fatigue, cognitive dysfunction, and/or inattention associated with various disorders.

  公开了改进的安非他命-同型精氨酸共轭盐，包括它们的组成。这些安非他命-同型精氨酸共轭盐和组成物对于治疗某些疾病非常有用，例如注意力缺陷多动症（ADHD）、ADD以及与各种疾病相关的疲劳、认知功能障碍和/或注意力不集中。
• Cannabinoid pouch
  申请人：NordicCan A/S

  公开号：US11166935B2

  公开（公告）日：2021-11-09

  A pouch designed for administration of an active ingredient in the oral cavity is disclosed, the pouch containing an amount of one or more cannabinoids. Also, pouches for use as a medicament, for use in alleviation of pain, and for use in mitigation of appetite deficiency are disclosed. Further, a method of alleviation of pain and a method of mitigation of appetite deficiency using the pouch are disclosed.

  公开了一种用于在口腔中施用活性成分的药袋，药袋中含有一定量的一种或多种大麻素。此外，还公开了用作药物、用于减轻疼痛和用于缓解食欲不振的小袋。此外，还公开了使用小袋减轻疼痛的方法和减轻食欲不振的方法。
• Spirolactones from Dirhodium(II)-Catalyzed Diazo Decomposition with Regioselective Carbon-Hydrogen Insertion
  作者：Michael P. Doyle、Alexey B. Dyatkin

  DOI：10.1021/jo00115a018

  日期：1995.5

  Dirhodium(II) caprolactamate, Rh-2(cap)(4), catalyzes diazo decomposition of cycloalkylmethyl diazoacetates which form spirolactones in moderate to high yield by insertion into a tertiary carbon-hydrogen bond. Similar results are obtained with diazoacetates derived from tetrahydropyran-2-methanol and tetrahydrofurfuryl alcohol but not from cyclopropylmethanol. With tetrahydrofuran-3-ylmethyl diazoacetate, Rh-2(cap)(4) catalysis promotes delta-lactone formation via insertion into the oxygen-activated secondary C-H bond instead of gamma-lactone formation by carbene insertion into the unactivated tertiary C-H bond. However, when both 1,5- and 1,6-positions are activated for insertion by adjacent oxygen atoms, as in (2,2-dimethyl-1,3-dioxolan-4-yl)methyl diazoacetate, five-membered ring formation occurs exclusively in Rh-2(cap)(4)-catalyzed reactions, whereas use of dirhodium(II) acetate leads to both insertion products.