N-methoxy-N-methylacetamide-d₃ | 132289-60-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N-methoxy-N-methylacetamide-d₃
• 英文别名: N-Methoxy-N-methylacetamide-d3；2,2,2-trideuterio-N-methoxy-N-methylacetamide
• CAS: 132289-60-2
• 化学式: C₄H₉NO₂
• 分子量: 106.097
• InChiKey: OYVXVLSZQHSNDK-FIBGUPNXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.03
• 重原子数：
  7.0
• 可旋转键数：
  2.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  29.54
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  N-methoxy-N-methylacetamide-d₃ 在 lithium diisopropyl amide 作用下， 生成 C₄H₇⁽²⁾H₂NO₂
  参考文献：
  名称：

  A new mode of reactivity of N-methoxy-N-methylamides with strongly basic reagents

  摘要：

  DOI：

  10.1016/s0040-4039(00)97039-4
• 作为产物：
  描述：

  乙酰氯-d3 、 二甲羟胺盐酸盐 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以98%的产率得到N-methoxy-N-methylacetamide-d₃
  参考文献：
  名称：

  Modified Shapiro Reactions with Bismesitylmagnesium As an Efficient Base Reagent

  摘要：

  Bismesitylmagnesium has been shown to successfully mediate the Shapiro reaction. A range of tosylhydrazones has been subjected to the developed system, which furnishes exceptionally high incorporation of the introduced electrophiles and good yields of the functionalized styrenes. At conveniently accessible temperatures and with a comparably small excess of base reagent, this protocol offers an efficient alternative to the lithium-mediated process. Importantly, 1.05 equiv of Welnreb amides are sufficient to obtain aryl enones in good yields.

  DOI：

  10.1021/ol300652k

文献信息

• Transition-Metal-Free Deacylative Cleavage of Unstrained C(sp³)–C(sp²) Bonds: Cyanide-Free Access to Aryl and Aliphatic Nitriles from Ketones and Aldehydes
  作者：Jing-Jie Ge、Chuan-Zhi Yao、Mei-Mei Wang、Hong-Xing Zheng、Yan-Biao Kang、Yadong Li

  DOI：10.1021/acs.orglett.5b03367

  日期：2016.1.15

  cleavage for the synthetically practical oxidative amination of ketones and aldehydes to nitriles is first described, using cheap and commercially abundant NaNO2 as the oxidant and the nitrogen source. Various nitriles bearing aryl, heteroaryl, alkyl, and alkenyl groups could be smoothly obtained from ketones and aldehydes in high yields, avoiding highly toxic cyanides or transition metals.

  首先描述了一种无过渡金属的脱酰基C（sp 3）–C（sp 2）键裂解的方法，该方法用于合成和实际的酮和醛氧化胺化成腈，使用廉价且商业上充裕的NaNO 2作为氧化剂和氮源。可以从酮和醛中以高收率平稳地获得各种带有芳基，杂芳基，烷基和烯基的腈，避免了剧毒的氰化物或过渡金属。
• Site-Specific and Degree-Controlled Alkyl Deuteration via Cu-Catalyzed Redox-Neutral Deacylation
  作者：Xukai Zhou、Tingting Yu、Guangbin Dong

  DOI：10.1021/jacs.2c04382

  日期：2022.6.8

  Deuterated organic compounds have become increasingly important in many areas; however, it remains challenging to install deuterium site-selectively to unactivated aliphatic positions with control of the degree of deuteration. Here, we report a Cu-catalyzed degree-controlled deacylative deuteration of diverse alkyl groups with the methylketone (acetyl) moiety as a traceless activating group. The use

  氘代有机化合物在许多领域变得越来越重要；然而，通过控制氘化程度将氘选择性地安装到未激活的脂肪族位置仍然具有挑战性。在这里，我们报告了铜催化的不同烷基的度控制脱酰氘化，甲基酮（乙酰基）部分作为无痕活化基团。的使用-methylpicolino-hydrazonamide (MPHA) 促进有效的芳构化驱动的 C-C 裂解。可以选择性地实现特定站点的单、双和三氘化。该反应是氧化还原中性的，具有广泛的官能团耐受性。该方法的实用性已在形成一套完整的氘代乙基、与 Diels-Alder 反应合并、净脱乙烯基氘化以及合成 d 2 -Austedo 类似物方面得到证明。
• GRAHAM, SAMUEL E.;SCHOLZ, THOMAS H., TETRAHEDRON LETT., 31,(1990) N4, C. 6269-6272
  作者：GRAHAM, SAMUEL E.、SCHOLZ, THOMAS H.

  DOI：——

  日期：——