methyl 3,6-dioxoheptanoate ethylene 6-acetal | 75981-15-6

• 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: methyl 3,6-dioxoheptanoate ethylene 6-acetal
• 英文别名: 2-<4-(carboxymethyl)-3-oxobutyl>-2-methyl-1,3-dioxolane；methyl 5-(2-methyl-1,3-dioxolan-2-yl)-3-oxopentanoate；methyl 2-methyl-β-oxo-1,3-dioxolane-2-valerate；Methyl 2-methyl-beta-oxo-1,3-dioxolane-2-valerate
• CAS: 75981-15-6
• 化学式: C₁₀H₁₆O₅
• 分子量: 216.234
• InChiKey: CAJIBTGUNFYVQL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  15
• 可旋转键数：
  6
• 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：

  methyl 3,6-dioxoheptanoate ethylene 6-acetal 在 palladium on activated charcoal 盐酸 、 氢氧化钾 、 sodium hydroxide 、 氢气 、 sodium hydride 、 溶剂黄146 、 三乙胺 作用下， 以 甲醇 、 甲苯 为溶剂， 生成 (+)-4-norestr-3(5)-ene-2,17-dione
  参考文献：
  名称：

  dinordrin和18-homodinordrin的全合成

  摘要：

  描述了一种短而灵活的合成途径：A：B-反式A-正甾体。

  DOI：

  10.1039/c39800000472
• 作为产物：
  描述：

  乙酰丙酸甲酯 在 氢氧化钾 、 对甲苯磺酸 、 N,N'-羰基二咪唑 、 原甲酸三甲酯 作用下， 以 苯 为溶剂， 反应 34.0h， 生成 methyl 3,6-dioxoheptanoate ethylene 6-acetal
  参考文献：
  名称：

  Study of the Rearrangements of Oxonium Ylides Generated from Ketals

  摘要：

  Intramolecular exposure of cyclic ketals to metal carbenoids generates a proposed oxonium ylide intermediate that subsequently rearranges to one of three general products. The product resulting from a 1,2-shift to the ketal carbon is favored by larger ketals that lack radical stabilizing groups. A bridged bicyclic structure is formed by competitive 1,2-shift to the exocyclic carbon of the ketal and is favored by smaller ketal ring sizes that possess radical-stabilizing groups. An alternative beta-elimination pathway can also operate when neither of the 1,2-shift pathways are favored. The enol ether that is formed in this latter pathway rearranges easily to an isomeric dioxene.

  DOI：

  10.1021/jo961896m

文献信息

• Alternative synthetic approaches to rac-progesterone by way of the classic Johnson cationic polycyclization strategy
  作者：Rimantas Slegeris、Gregory B. Dudley

  DOI：10.1016/j.tet.2016.03.041

  日期：2016.6

  Three alternative synthetic entries into Johnson's classic synthesis of rac-progesterone are presented in this manuscript. ent-Progesterone, the non-natural enantiomer of progesterone, has recently been identified as a potential alternative to progesterone for investigations into possible prevention and treatment of traumatic brain injury (TBI). Difficulties in accessing ent-progesterone in large quantities

  本手稿介绍了Johnson的经典rac-孕酮合成方法的三种替代方法。耳鼻喉科孕酮，孕酮的非天然的对映体，最近已被确定为一个潜在的替代黄体酮调查可能的预防和治疗创伤性脑损伤（TBI）的。大量获取对-孕酮的困难使得无法对其进行更彻底的研究。本文描述和讨论了产生合成rac-孕酮的策略。
• Analgesic composition of pyrazolo(1,5-A) pyrimidines
  申请人：Otsuka Pharmaceutical Factory Inc.

  公开号：US05843951A1

  公开（公告）日：1998-12-01

  The invention provides an analgesic composition containing as an active ingredient a specific pyrimidine derivative represented by one of the follwing formulas (1) to (3): ##STR1## wherein the substituents are as defined herein. This composition exhibits potent analgesic activity and is effective for alleviating various types of pain such as postoperative pain.

  本发明提供一种镇痛组合物，其活性成分为特定嘧啶衍生物之一，所述特定嘧啶衍生物由以下公式（1）至（3）之一表示： ##STR1## 其中置换基如本文所定义。该组合物表现出强效的镇痛活性，并且对于缓解各种类型的疼痛，如术后疼痛，具有有效性。
• Pyrazolo[1,5-a]pyrimidine derivatives
  申请人：Otsuka Pharmaceutical Factory, Inc.

  公开号：US05985882A1

  公开（公告）日：1999-11-16

  The invention provides pyrazolo[1,5-a]pyrimidine derivatives which are useful as potent analgesics and represented by the formula ##STR1## wherein R.sup.1 is lower alkenyl, hydroxy(lower)alkyl, (lower)alkylthio(lower)alkyl, (lower)alkanoyloxy(lower)alkyl, (lower)alkoxy(lower)alkyl, furyl or thienyl, R.sup.2 is pyridyl, 1-oxide-pyridyl, lower alkyl-substituted pyrazinyl, lower alkyl-substituted pyrimidinyl, or phenyl which may have 1 to 3 substituents selected from the group consisting of lower alkyl, lower alkoxy and halogen, R.sup.3 is hydrogen or halogen, and A is a single bond or lower alkylene.

  本发明提供了具有强效镇痛作用的吡唑并[1,5-a]嘧啶衍生物，其化学式为##STR1##其中，R.sup.1是较低的烯基，羟基(较低)烷基，(较低)烷基硫基(较低)烷基，(较低)酰氧基(较低)烷基，(较低)烷氧基(较低)烷基，呋喃基或噻吩基，R.sup.2是吡啶基，1-氧化吡啶基，较低烷基取代的吡嗪基，较低烷基取代的嘧啶基或苯基，其中可以选择1到3个取代基，所述取代基被选自较低烷基，较低烷氧基和卤素，R.sup.3是氢或卤素，A是单键或较低烷基。
• Pyrazolo\x9b1,5-a!pyrimidine derivative
  申请人：Otsuka Pharmaceutical Factory, Inc.

  公开号：US05707997A1

  公开（公告）日：1998-01-13

  The invention provides a pyrazolo\x9b1,5-a!pyrimidine derivative of the following formula (1): ##STR1## wherein R.sup.1, R.sup.3, R.sup.4, R.sup.5, R.sup.6, Q, A and n are defined in the description; and R.sup.2 is naphthyl, cycloalkyl, furyl, thienyl, optionally halogen-substituted pyridyl, optionally halogen-substituted phenoxy, or phenyl which may have 1 to 3 substituents selected from the group consisting of lower alkyl, lower alkoxy, halogen, nitro, halogen-substituted lower alkyl, halogen-substituted lower alkoxy, lower alkoxycarbonyl, hydroxyl, phenyl(lower)alkoxy, amino, cyano, lower alkanoyloxy, phenyl and di(lower)alkoxyphos-phoryl(lower)alkyl. This derivative is useful as a potent analgesic.

  本发明提供了以下式（1）的吡唑酮衍生物：##STR1## 其中，R.sup.1、R.sup.3、R.sup.4、R.sup.5、R.sup.6、Q、A和n在说明书中定义；而R.sup.2是萘基、环烷基、呋喃基、噻吩基、可选取卤素取代的吡啶基、可选取卤素取代的苯氧基或苯基，该苯基可能具有1至3个取代基，所述取代基被选择自下列群体：低碳基、低烷氧基、卤素、硝基、卤素取代的低碳基、卤素取代的低烷氧基、低烷氧羰基、羟基、苯基（低）烷氧基、氨基、氰基、低烷酰氧基、苯基和二（低）烷氧磷酰（低）烷基。该衍生物可用作有效的镇痛剂。
• PYRAZOLO [1,5-a]PYRIMIDINE DERIVATIVE
  申请人：OTSUKA PHARMACEUTICAL FACTORY, INC.

  公开号：EP0714898A1

  公开（公告）日：1996-06-05

  The invention provides a pyrazolo[1,5-a]pyrimidine derivative of the following formula (1): wherein R¹ is hydrogen, lower alkyl which may have thienyl, lower alkoxy, lower alkylthio, oxo or hydroxyl as a substituent, cycloalkyl, thienyl, furyl, lower alkenyl, or phenyl which may have 1 to 3 substituents selected from the group consisting of lower alkyl, lower alkoxy, phenylthio and halogen; R² is naphthyl, cycloalkyl, furyl, thienyl, optionally halogen-substituted pyridyl, optionally halogen-substituted phenoxy, or phenyl which may have 1 to 3 substituents selected from the group consisting of lower alkyl, lower alkoxy, halogen, nitro, halogen-substituted lower alkyl, halogen-substituted lower alkoxy, lower alkoxycarbonyl, hydroxyl, phenyl(lower)alkoxy, amino, cyano, lower alkanoyloxy, phenyl and di(lower)alkoxyphosphoryl(lower)alkyl; R³ is hydrogen, phenyl or lower alkyl; R⁴ is hydrogen, lower alkyl, lower alkoxycarbonyl, phenyl(lower)alkyl, optionally phenylthio-substituted phenyl, or halogen; R⁵ is hydrogen or lower alkyl; R⁶ is hydrogen, lower alkyl, phenyl(lower)alkyl, or benzoyl having 1 to 3 substituents selected from the group consisting of lower alkoxy, halogen-substituted lower alkyl and halogen; R¹ and R⁵ may conjointly form lower alkylene; Q is carbonyl or sulfonyl; A is a single bond, lower alkylene or lower alkenylene; and n is 0 or 1. This derivative is useful as a potent analgesic.

  本发明提供了下式（1）的吡唑并[1,5-a]嘧啶衍生物： 其中 R¹ 是氢、可具有噻吩基、低级烷氧基、低级烷硫基、氧代或羟基作为取代基的低级烷基、环烷基、噻吩基、呋喃基、低级烯基或可具有 1 至 3 个选自低级烷基、低级烷氧基、苯硫基和卤素的取代基的苯基；R² 是萘基、环烷基、呋喃基、噻吩基、任选卤素取代的吡啶基、任选卤素取代的苯氧基或苯基，可具有 1 至 3 个取代基，这些取代基可从低级烷基、低级烷氧基、卤素、硝基和卤素组成的组中选出、低级烷氧基、卤素、硝基、卤素取代的低级烷基、卤素取代的低级烷氧基、低级烷氧基羰基、羟基、苯基（低级）烷氧基、氨基、氰基、低级烷酰氧基、苯基和二（低级）烷氧基磷酰（低级）烷基；R³ 是氢、苯基或低级烷基；R⁴ 是氢、低级烷基、低级烷氧基羰基、苯基（低级）烷基、任选的苯硫基取代苯基或卤素；R⁵ 是氢或低级烷基；R⁶ 是氢、低级烷基、苯基（低级）烷基或具有 1 至 3 个取代基的苯甲酰基，取代基可从低级烷氧基、卤素取代的低级烷基和卤素组成的组中选出；R¹ 和 R⁵ 可共同形成低级亚烷基；Q 是羰基或磺酰基；A 是单键、低级亚烷基或低级亚烯基；n 是 0 或 1。这种衍生物可用作强效镇痛剂。