3-(azidomethyl)-3-methyloxetane | 90683-29-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧杂环丁烷
• 英文名称: 3-(azidomethyl)-3-methyloxetane
• 英文别名: 3-azidomethyl-3-methyloxetane；AMMO；3-azidomethyl-3-methyl-oxetane
• CAS: 90683-29-7
• 化学式: C₅H₉N₃O
• mdl: MFCD22566025
• 分子量: 127.146
• InChiKey: XVLDLRUWOGLKIT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  9
• 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：
  23.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(azidomethyl)-3-methyloxetane 在 水 作用下， 以 乙醚 为溶剂， 反应 14.0h， 生成 3-甲基-3-胺甲基-1-氧杂环丁烷
  参考文献：
  名称：

  吡唑作为基于新戊烷的三脚架配体 RCH2C(CH2pyrazol-1-yl)3–n(CH2PR2)n 的供体功能——合成和配位化学

  摘要：

  CH3C(CH2Cl)3, 1 的氯官能团在亲核取代的条件下可以被吡唑基 (pz) 和咪唑基 (im) 残基取代，导致三足配体 CH3C(CH2X)3, X = pz, 2; X = im, 3. 作为将两个氮供体和一个磷供体引入三脚架配体的一种方式，O(CH2)2C(CH2Br)(CH2OMs), 8 中的 Br 和 OMs 功能被氮亲核试剂取代，随后已经开发出通过磷化物亲核试剂裂解氧杂环丁烷环得到 HOCH2C(CH2PPh2)(CH2X)2，分别提供 10a (X = pz) 和 10d (X = NEt2)。对于 10a 的合成，K-pz 用作亲核试剂，而 10d 在初始步骤中使用叠氮化物制备，然后必须在两个后续步骤中将其转化为 NEt2。氧杂环丁烷 8 的亲核功能在 THF 中被 K-pz 和 KPPh2 选择性取代以产生 O(CH2)2C(CH2PPh2)(CH2pz)，9b。氧杂环丁烷功能的磷化物裂解导致

  DOI：

  10.1002/(sici)1099-0682(199806)1998:6<675::aid-ejic675>3.0.co;2-m
• 作为产物：
  描述：

  1,1,1-三(羟甲基)乙烷 在 sodium azide 、 硫酸 、 四丁基溴化铵 、 氢溴酸 、 溶剂黄146 作用下， 以 水 为溶剂， 反应 2.0h， 生成 3-(azidomethyl)-3-methyloxetane
  参考文献：
  名称：

  叠氮基甲基取代的氧杂环丁烷的合成与共聚：统计嵌段共聚物的形态

  摘要：

  3,3-双（叠氮基甲基）氧杂环丁烷和3-叠氮基甲基-3-甲基氧杂环丁烷是通过季戊四醇和间苯二酚与氢溴酸，乙酸和硫酸的混合物溴化，然后在相转移催化剂TBAB的存在下环化而获得的，形成氧杂环丁烷环并用叠氮化物离子取代溴化物取代基。3，3-双-（叠氮甲基）氧杂环丁烷和3-叠氮甲基-3-甲基氧杂环丁烷的共聚反应在由三异丁基铝和水制备的催化体系的存在下进行。使用小角度和广角X射线衍射分析方法确定合成共聚物的无定形晶体和畴结构。我们还提供了有关这些统计共聚物中构象和弛豫转变的数据。

  DOI：

  10.1007/s10593-017-2128-3

文献信息

• Organic Compounds
  申请人：Maibaum Juergen Klaus

  公开号：US20090076062A1

  公开（公告）日：2009-03-19

  Disclosed are δ-amino-γ-hydroxy-ω-aryl-alkanoic acid amide compounds of formula (I) and the salts thereof, having renin-inhibiting properties. Also disclosed are pharmaceutical compositions comprising these compounds and methods of administering them for the treatment of hypertension, atherosclerosis, unstable coronary syndrome, congestive heart failure, cardiac hypertrophy, cardiac fibrosis, cardiomyopathy postinfarction, unstable coronary syndrome, diastolic dysfunction, chronic kidney disease, hepatic fibrosis, complications resulting from diabetes, such as nephropathy, vasculopathy and neuropathy, diseases of the coronary vessels, restenosis following angioplasty, raised intra-ocular pressure, glaucoma, abnormal vascular growth, hyperaldosteronism, cognitive impairment, alzheimers, dementia, anxiety states and cognitive disorders.

  揭示了具有抑制肾素作用的δ-氨基-γ-羟基-ω-芳基-烷酸酰胺化合物的化学式(I)及其盐。还揭示了包括这些化合物的药物组合物以及用于治疗高血压、动脉粥样硬化、不稳定性冠状动脉综合征、充血性心力衰竭、心肌肥大、心脏纤维化、心肌梗死后心肌病、不稳定性冠状动脉综合征、舒张功能障碍、慢性肾病、肝纤维化、糖尿病并发症（如肾病、血管病和神经病变）、冠状血管疾病、血管成形术后再狭窄、眼内压升高、青光眼、异常血管生长、高醛固酮症、认知障碍、阿尔茨海默病、痴呆症、焦虑状态和认知障碍的治疗方法。
• Solvent-free process for the synthesis of energetic oxetane monomers
  申请人：Aerojet-General Corporation

  公开号：US05523424A1

  公开（公告）日：1996-06-04

  This invention relates to a process for the preparation of mono- and bis(azidomethyl)oxetanes. These compounds are prepared by combining a mono- or bis-X-oxetane (wherein X is, for example, a tosylate, mesylate, halogen, etc.) with an aqueous solution of a metallic azide and a phase transfer catalyst. Mono- and bis(azidomethyl)oxetanes can be polymerized to form homopolymers and copolymers with load bearing polyether backbones and highly energetic pendant groups. Such homopolymers and copolymers of the present invention are useful as energetic binders in high-energy formulations, such as propellants, explosives, and gasifiers.

  本发明涉及一种制备单烷基和双烷基（叠氮甲基）氧杂环己烷的方法。这些化合物通过将单烷基或双烷基X-氧杂环己烷（其中X可以是tosylate、mesylate、卤素等）与金属叠氮化合物和相转移催化剂的水溶液结合而制备得到。单烷基和双烷基（叠氮甲基）氧杂环己烷可以聚合形成具有承载聚醚骨架和高能量侧链基团的同聚物和共聚物。本发明的这种同聚物和共聚物可用作高能量配方中的能量粘合剂，例如推进剂、炸药和气化剂。
• SYNTHESIS OF ENERGETIC THERMOPLASTIC ELASTOMERS CONTAINING BOTH POLYOXIRANE AND POLYOXETANE BLOCKS
  申请人：Sanderson Andrew J.

  公开号：US20090088506A1

  公开（公告）日：2009-04-02

  This thermoplastic elastomer is present in a substantially solid state suitable for use as a binder for a propellant, explosive, and/or gas generant of a supplemental restraint system. The thermoplastic elastomer is formed from a composition including A blocks which are crystalline at temperatures below about 75° C. and B blocks which are amorphous at temperatures above about −20° C. The A blocks are derived from oxetane derivatives and the B blocks are derived from oxiranes and derivatives thereof. The A blocks and B blocks are end-capped with a diisocyanate having a first isocyanate moiety that is substantially more reactive with the terminal groups of the blocks than the second isocyanate moiety, whereby the more reactive first isocyanate moiety is capable of reacting with the terminal groups of the blocks, leaving the less reactive second isocyanate moiety free and unreacted. The end-capped A blocks and the end-capped B blocks are linked together with a linking compound having two isocyanate-reactive groups which are sufficiently unhindered to react with the free and unreacted isocyanate moieties of the end-capped polymers.

  这种热塑性弹性体在实质上固态存在，适用于作为辅助约束系统的推进剂、爆炸物和/或气体发生剂的粘合剂。该热塑性弹性体由一种组合物形成，其中A块在约75°C以下的温度下具有结晶性，而B块在约−20°C以上的温度下是非晶态的。A块源自氧杂环丙烷衍生物，而B块源自环氧烷及其衍生物。A块和B块的端基被二异氰酸酯端基化，其第一个异氰酸酯基团与块的端基相比，反应性更高，因此更具有反应性，能够与块的端基反应，留下较不反应的第二个异氰酸酯基团自由而未反应。端基化的A块和端基化的B块通过一种链接化合物连接在一起，该链接化合物具有两个异氰酸酯反应基团，这些反应基团足够不受阻碍地与端基化聚合物的自由未反应的异氰酸酯基团反应。
• Method for the synthesis of energetic thermoplastic elastomers in non-halogenated solvents
  申请人：Alliant Techsystems Inc.

  公开号：US06997997B1

  公开（公告）日：2006-02-14

  A method is provided for preparing thermoplastic elastomers. A blocks of the thermoplastic elastomers are crystalline at temperatures below about 60° C. and are derived from oxetane derivatives and/or tetrahydrofuran derivatives. B blocks of the thermoplastic elastomer are amorphous above about −20° C. and are derived from oxetanes, tetrahydrofuran, oxiranes, and derivatives thereof. According to this method, the A and B blocks are dissolved into solution containing a non-halogenated solvent, preferably tetrahydrofuran, then dried by azeotropic distillation. The dried blocks are end-capped with a diisocyanate, preferably a diisocyanate having one isocyanate moiety substantially more reactive with the terminal groups of the blocks than the other isocyanate moiety of the diisocyanate. The end-capped blocks are then linked together with a linking compound.

  本方法提供了一种制备热塑性弹性体的方法。该热塑性弹性体的A块在大约60°C以下的温度下是结晶的，来源于氧杂环戊烷衍生物和/或四氢呋喃衍生物。该热塑性弹性体的B块在大约-20°C以上是非晶态的，来源于氧杂环戊烷、四氢呋喃、环氧乙烷及其衍生物。根据该方法，A和B块被溶解在含有非卤素溶剂（优选四氢呋喃）的溶液中，然后通过共沸蒸馏干燥。干燥的块被二异氰酸酯端基化，优选具有一种异氰酸酯基团与块的末端基团反应性显著高于二异氰酸酯的另一种异氰酸酯基团的二异氰酸酯。然后，末端基团化的块与连接化合物连接在一起。
• Synthesis of <i>C</i>-Carbamoyl-1,2,3-triazoles by Microwave-Induced 1,3-Dipolar Cycloaddition of Organic Azides to Acetylenic Amides
  作者：Alan R. Katritzky、Sandeep K. Singh

  DOI：10.1021/jo026398u

  日期：2002.12.1

  1,3-Dipolar cycloaddition of organic azides 1, 2, or 3 to acetylenic amides 4 or 5 under solvent-free microwave irradiation produced the corresponding N-substituted C-carbamoyl-1,2,3-triazoles 7a-12a in good to excellent yields. Under similar reaction conditions, 1,3-dipolar cycloaddition of diazide 6 and acetylenic amide 4 gave the azido-triazole 13a.