N-甲基-N-(2-氧代乙基)苯甲酰胺 | 298706-10-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: N-甲基-N-(2-氧代乙基)苯甲酰胺
• 英文名称: N-methyl-N-(2-oxoethyl)benzamide
• CAS: 298706-10-2
• 化学式: C₁₀H₁₁NO₂
• mdl: MFCD11583198
• 分子量: 177.203
• InChiKey: NDDYDVVEILKJFK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-甲基-N-(2-氧代乙基)苯甲酰胺 在 hydroxylamine resin 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 生成 (+/-)-3-(3-Cyclopentyloxy-4-methoxyphenylsulfonyl)-4-(N-methyl-N-benzoylamino)-butyrohydroxamic acid
  参考文献：
  名称：

  Solid-phase synthesis of an arylsulfone hydroxamate library

  摘要：

  Synthesis of an arylsulfone hydroxamate lead optimization library is presented. Biological activity of representative examples is given to demonstrate the value of this approach for lead optimization. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00285-7
• 作为产物：
  描述：

  N-(2-羟乙基)-N-甲基苯甲酰胺 在 sodium hypochlorite 、 4-hydroxy-2,2,6,6-tetramethylpiperidine-1-oxyl 、 硫酸 、 碳酸氢钠 、 sodium bromide 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 0.05h， 以50%的产率得到N-甲基-N-(2-氧代乙基)苯甲酰胺
  参考文献：
  名称：

  Technical Production of Aldehydes by Continuous Bleach Oxidation of Alcohols Catalyzed by 4-Hydroxy-TEMPO

  摘要：

  Aldehydes can be easily prepared from the corresponding alcohols in good to excellent yields by oxidation with technical bleach and catalytic amounts of 4-hydroxy-2,2,6,6-tetramethylpiperidine-1-oxyl (1b, 4-hydroxy TEMPO, "HOT"). Whereas the well-known batch process performed on lab scale is not suitable for the technical synthesis especially of activated P-substituted aldehydes, this transformation can be performed continuously in a simple tube reactor. This layout meets all requirements necessary for the process, i.e., turbulent mixing of the biphasic mixture, removal of heat, short contact times, and high output. Thus, a single tube of 3 mm diameter renders about 60 mol of aldehyde per day.

  DOI：

  10.1021/op050040t

文献信息

• Stereoselective Synthesis of 2‐Oxyenamides**
  作者：Sara‐Cathrin Krieg、Jennifer Grimmer、Annika Maria Pick、Harald Kelm、Martin Breugst、Georg Manolikakes

  DOI：10.1002/ejoc.202200772

  日期：2022.8.19

  An improved method for the stereoselective synthesis of (Z)-2-oxyneamides is described. This 2nd generation route is based on readily available aminoacetaldehyde dimethyl acetal as common building block for the preparation of various acylated and sulfonylated 2-oxyenamides. DFT calculations show a strong thermodynamic preference for the Z-oxyenamide products.

  描述了一种改进的 ( Z )-2-oxyneamides 立体选择性合成方法。该第 2代路线基于容易获得的氨基乙醛二甲基缩醛作为制备各种酰化和磺酰化 2-氧酰胺的常用构件。DFT 计算显示对 Z-氧酰胺产品具有强烈的热力学偏好。
• Maytansinoids, their production and use
  申请人：Takeda Chemical Industries, Ltd.

  公开号：EP0011276A1

  公开（公告）日：1980-05-28

  Novel maytansinoids of the formula: wherein R1 is hydrogen atom, an alkyl group which may optionally be substituted or a group of the formula: -A1-Y1 wherein A' is an alkylene group or a bond, and Y1 is a cycloalkyl, phenyl, indolyl or imidazolyl group which may optionally be substituted, R2 is hydrogen atom, an alkyl, cycloalkyl or benzyl group, R3 is hydrogen atom, an alkyl group which may optionally be substituted, alkoxy, bornyloxy, isobornyloxy, benzyloxy group or a group of the formula: -A2-Y2 wherein A2 is an alkylene group or a bond, and Y2 is an alicyclic hydrocarbon, phenyl or heterocyclic group which may optionally be substituted, provided that R3 is not an unsubstituted C1-4 alkyl group when both R' and R2 are methyl group, have antimicrobial antimitotic and antitumor activities.

  式中的新型美坦素类化合物： 式中 R1 是氢原子、可任选被取代的烷基或式中的一个基团：-其中 A'是亚烷基或键，Y1 是可选择被取代的环烷基、苯基、吲哚基或咪唑基、 R2 是氢原子、烷基、环烷基或苄基、 R3 是氢原子、可任选被取代的烷基、烷氧基、硼氧基、异硼氧基、苄氧基或式中的一个基团：-A2-Y2，其中 A2 是亚烷基或键，Y2 是脂环烃、苯基或杂环基（可选择被取代），条件是当 R' 和 R2 都是甲基时，R3 不是未被取代的 C1-4 烷基。
• Demethyl maytansinoids and methods for producing them
  申请人：Takeda Chemical Industries, Ltd.

  公开号：EP0004466A1

  公开（公告）日：1979-10-03

  Novel demethylmaytansinoids representable by the formula: |wherein X is CI or H; R, is H or acyl group| are produced from maytansinoids by means of enzymic transformation. The demethylmaytansinoids are useful as antifungal, antiprotozoal or antitumour agents.

  可按以下公式表示的新型去甲基 maytansinoids：|其中 X 为 CI 或 H；R 为 H 或酰基： |其中，X 是 CI 或 H；R，是 H 或酰基。去甲基美坦素可用作抗真菌剂、抗原虫剂或抗肿瘤剂。
• Dechloromaytansinoids, their production and use and pharmaceutical compositions containing them
  申请人：Takeda Chemical Industries, Ltd.

  公开号：EP0011277A1

  公开（公告）日：1980-05-28

  Novel dechloromaytansinoids of the formula: wherein R is H, or acyl having 1 to 20 carbon atoms, have antimitotic, antitumor and antimicrobial activities.

  式中 R 为 H 或具有 1 至 20 个碳原子的酰基的新型脱氯美坦类化合物具有抗有丝分裂、抗肿瘤和抗菌活性。
• Novel 20-0-acylmaytansinoids, process for their preparation and pharmaceutical compositions containing them
  申请人：Takeda Chemical Industries, Ltd.

  公开号：EP0014402A1

  公开（公告）日：1980-08-20

  Novel 20-demethoxy-20-acyloxymaytansinoids representable by the formula: [wherein X is chlorine or hydrogen; R1 is hydrogen or acyl group; R2 is acyl group] are produced from 20-demethoxy-20-hydroxymaytansinoids by means of acylation. The compounds are useful as antifungal, antiprotozoal or antitumor agent.

  由 20-去甲氧基-20-羟基美坦素通过酰化反应制得的新型 20-去甲氧基-20-酰氧基美坦素： [其中 X 为氯或氢；R1 为氢或酰基；R2 为酰基]是由 20-去甲氧基-20-羟基美坦素通过酰化反应制得的。 这些化合物可用作抗真菌剂、抗原虫剂或抗肿瘤剂。