3,4-dipivaloylfuroxan | 21443-64-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3,4-dipivaloylfuroxan
• 英文别名: 3,4-di(2,2-dimethylpropanoyl)-1,2,5-oxadiazole-2-oxide；3,4-dipivaloyl-1,2,5-oxadiazole 2-oxide；3,4-bis(pivaloyl)furoxan；3,4-Bis-(trimethyl-acetyl)-furoxan；2,2,2',2'-tetramethyl-1,1'-(2-oxy-furazan-3,4-diyl)-bis-propan-1-one；1-[4-(2,2-dimethylpropanoyl)-5-oxido-1,2,5-oxadiazol-5-ium-3-yl]-2,2-dimethylpropan-1-one
• CAS: 21443-64-1
• 化学式: C₁₂H₁₈N₂O₄
• mdl: MFCD01895885
• 分子量: 254.286
• InChiKey: YSQYWYIWDAJVPA-UHFFFAOYSA-N

物化性质

• 沸点：
  371.3±52.0 °C(Predicted)
• 密度：
  1.17±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  85.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3,4-dipivaloylfuroxan 在 氯化铵 作用下， 以 乙醇 为溶剂， 反应 24.0h， 生成 1-[4-(2,2-Dimethyl-propionyl)-2-oxy-furazan-3-yl]-2,2-dimethyl-propan-1-one oxime 、 1-(4-{1-[(E)-Hydroxyimino]-2,2-dimethyl-propyl}-2-oxy-furazan-3-yl)-2,2-dimethyl-propan-1-one
  参考文献：
  名称：

  Ring-opening and recyclization of 3,4-diacylfuroxans by nitrogen nucleophiles

  摘要：

  Interaction of 3,4-diacylfuroxans with hydroxylamine hydrochloride results in the formation of substituted 4,5-bis (hydroximino)-4,5-dihydroisoxazoles, whereas the reaction of 3,4-bis(4-methylfurazanoyl-3)furoxan with hydrazine hydrate in acetic acid affords 3-[4,5-bis(hydroximino)-4,5-dihydro-]H-pyrazol-3-yl]-4-methylfurazan. N-Acyl-, N-nitro-, N-alkyl- and N-adamantyl derivatives of the latter compound have been synthesized. X-Ray structure determinations together with density functional theoretical calculations are reported. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)01633-2
• 作为产物：
  描述：

  频哪酮 在 硝酸 、 sodium nitrite 作用下， 以 水 、 溶剂黄146 为溶剂， 反应 48.0h， 以25%的产率得到3,4-dipivaloylfuroxan
  参考文献：
  名称：

  Synthesis of 3,4-bis(pivaloyl)furoxan

  摘要：

  DOI：

  10.1007/bf02251811

文献信息

• 一种由甲基酮出发直接合成氧化呋咱的方法
  申请人：中国科学院青岛生物能源与过程研究所

  公开号：CN110615771A

  公开（公告）日：2019-12-27

  一种由甲基酮出发直接合成氧化呋咱的方法，属于有机化学合成技术领域。本申请以甲基酮为原料，与绿色硝化试剂亚硝酸叔丁酯(TBN)在空气或氧气气氛下，以乙腈、甲苯或1,4‑二氧六环作为反应溶剂，通过自由基反应，直接合成获得氧化呋咱。该方法合成过程中不使用金属催化剂、无酸、无碱，利用亚硝酸叔丁酯直接参与反应，亚硝酸叔丁酯不仅价格低廉而且官能团兼容性好，是非常绿色的硝化试剂。并且甲基酮是可以直接商业购买的，与传统合成方法相比缩减了反应路径，省却了原料制备的工作量。同时该方法只生成目标产物氧化呋咱，减少了环境污染和产物后处理的困难。
• Synthesis of Furoxans and Isoxazoles via Divergent [2 + 1 + 1 + 1] Annulations of Sulfoxonium Ylides and ^tBuONO
  作者：Zhonghe Tang、Yao Zhou、Qiuling Song

  DOI：10.1021/acs.orglett.9b01876

  日期：2019.7.5

  isoxazoles in which the [2 + 1 + 1 + 1] annulation reaction of sulfoxonium ylides is reported for the first time. When the reaction was performed using tBuONO as the nitrogen source without metal catalyst, the desired furoxans were obtained in decent yields with wide substrate scope. Isoxazoles bearing three carbonyl groups were achieved when the reaction was conducted using Cu(TFA)2 as catalyst.

  我们已经提出了一种简单的新方法，用于呋喃喃和异恶唑的分散组装，其中首次报道了亚砜基sulf的[2 +1 + 1 +1]环化反应。当使用t BuONO作为氮源而不使用金属催化剂进行反应时，可以在宽范围的底物范围内以适当的收率获得所需的呋喃烷。当使用Cu（TFA）2作为催化剂进行反应时，获得带有三个羰基的异恶唑。
• Daniewski,A.R.; Urbanski,T., Roczniki Chemii, 1968, vol. 42, p. 289 - 296
  作者：Daniewski,A.R.、Urbanski,T.

  DOI：——

  日期：——
• Modulators of sperm hypermotility and uses thereof
  申请人：Chong A. Jayhong

  公开号：US20070004785A1

  公开（公告）日：2007-01-04

  The invention provides novel compositions and compounds that inhibit CatSper channel activity, that preferentially inhibits sperm hyperactivity over sperm motility, or both. The compounds of the invention are useful as contraceptive agents that may be adminstered to males, females, or concurrently to both sexual partners. The invention further provides methods of conducting drug discovery business and of conducting a reproductive medicine business. The invention also provides methods of identifying compounds that modulate sperm hypermotility.
• MODULATORS OF SPERM HYPERMOBILITY AND USES THEREOF
  申请人：Hydra Biosciences, Inc.

  公开号：US20130123310A1

  公开（公告）日：2013-05-16

  The invention provides novel compositions and compounds that inhibit CatSper channel activity, that preferentially inhibits sperm hyperactivity over sperm motility, or both. The compounds of the invention are useful as contraceptive agents that may be adminstered to males, females, or concurrently to both sexual partners. The invention further provides methods of conducting drug discovery business and of conducting a reproductive medicine business. The invention also provides methods of identifying compounds that modulate sperm hypermotility.