2-三(苯基)膦亚基乙酰胺 | 38821-11-3

• 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: 2-三(苯基)膦亚基乙酰胺
• 英文名称: 2-(triphenylphosphoranylidene)acetamide
• 英文别名: carbamoylmethylene-triphenylphosphorane；Acetamide, 2-(triphenylphosphoranylidene)-；2-(triphenyl-λ5-phosphanylidene)acetamide
• CAS: 38821-11-3
• 化学式: C₂₀H₁₈NOP
• 分子量: 319.343
• InChiKey: NKFMHVSOHCEONZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  43.1
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 海关编码：
  2931900090

反应信息

• 作为反应物：
  描述：

  2-三(苯基)膦亚基乙酰胺 在 三乙胺 作用下， 以 甲醇 、 1,2-二氯乙烷 为溶剂， 生成 N-carbomethoxy-triphenylphosphinimine
  参考文献：
  名称：

  New phosphonium ylides by functionalization of triphenylphosphoranylideneacetamide

  摘要：

  Triphenylphosphoranylideneacetamide undergoes Michael reactions with several acceptors, giving rise, apart from the normal Michael adducts, to the formation of different products like glutarimide ylides and stabilized iminophosphoranes. Wittig reactions with these new ylides lead to a variety of alpha,beta-unsaturated carbonyl compounds.

  DOI：

  10.1016/s0040-4039(00)91662-9
• 作为产物：
  描述：

  (2-amino-2-oxoethyl)triphenylphosphonium chloride 在 sodium hydroxide 作用下， 以79%的产率得到2-三(苯基)膦亚基乙酰胺
  参考文献：
  名称：

  高度官能化的6-取代的蝶啶的合成。

  摘要：

  描述了由相应的6-醛合成多官能的6-取代的蝶啶的方法。烯烃，酯，酮，酰胺，氰基，肟，溴，甲氧基和二羟基官能团主要都是通过改进的方法学引入的，以使用2-硫代烷基-6-甲酰基蝶啶为底物的Wittig反应。难以对来自Wittig反应的烯烃进行进一步的修饰，但是使用配体辅助的四氧化催化可以将其选择性转化为vic-二醇。这些方法是用于制备可能用作四氢生物蝶呤活性调节剂或用作二氢蝶呤醛缩醛酶抑制剂的化合物的广泛方法的组成部分。

  DOI：

  10.1039/b211564f
• 作为试剂：
  描述：

  methyl 2-<(2,3-O-isopropylidene-5-O-trityl-β-D-ribofuranosyl)methyl>fumaramate 在 二甲基硫 、 臭氧 、 2-三(苯基)膦亚基乙酰胺 作用下， 生成 2-<(2,3-O-isopropylidene-5-O-trityl-β-D-ribofuranosyl)methyl>maleimide
  参考文献：
  名称：

  同源-C-核苷的一般合成

  摘要：

  氢化铝锂还原甲基 (2,3-O-isopropylidene-5-O-trityl-β-D-ribofuranosyl) 乙酸酯得到 2-(2,3-O-isopropylidene-5-O-trityl-β-D-呋喃核糖）乙醇。随后的甲苯磺酰化、氰化物离子置换、腈水解和重氮甲烷甲基化得到 3-(2,3-O-isopropylidene-5-O-trityl-β-D-ribofuranosyl)propionate 丙酸甲酯。碱促进甲酰化，然后用碘甲烷进行甲基化，形成 2-[(2,3-O-isopropylidene-5-O-trityl-β-D-ribofuranosyl)methyl]-3-甲氧基丙烯酸甲酯。甲氧基丙烯酸酯和尿素的碱催化缩合，然后脱保护产生 5-[(β-D-呋喃核糖基)甲基]尿嘧啶。以类似的方式，甲氧基丙烯酸酯与硫脲或胍缩合后，分别得到 5-[(β-D-呋喃核糖基)甲基]-2-硫尿嘧啶和

  DOI：

  10.1246/bcsj.56.2700

文献信息

• [EN] COMPOUNDS MODULATING PROTEIN RECRUITMENT AND/OR DEGRADATION<br/>[FR] COMPOSÉS MODULANT LE RECRUTEMENT ET/OU LA DÉGRADATION DE PROTÉINES
  申请人：ORIONIS BIOSCIENCES INC

  公开号：WO2021126973A1

  公开（公告）日：2021-06-24

  The invention provides cereblon binders for the degradation of proteins by the ubiquitin proteasome pathway for therapeutic applications.

  这项发明提供了用于通过泛素蛋白酶体途径降解蛋白质的 cereblon 结合物，用于治疗应用。
• <i>C</i>-Nucleosides and related compounds. XV. The synthesis of <scp>D</scp>,<scp>L</scp>-2′-<i>epi</i>-showdomycin and <scp>D</scp>,<scp>L</scp>-showdomycin
  作者：George Just、T. J. Liak、Mu-Ill Lim、Pierre Potvin、Youla S. Tsantrizos

  DOI：10.1139/v80-322

  日期：1980.10.1

  The conversion of the Diels–Alder adduct of methyl β-nitroacrylate with furan to the title compounds and to D,L-2,5-anhydroglucose derivatives is described.

  将甲基β-硝基丙烯酸酯与呋喃的Diels–Alder加合物转化为标题化合物和D,L-2,5-无水葡萄糖衍生物的过程被描述。
• The synthesis and evaluation of 6-alkylidene-2'β-substituted penam sulfones as β-lactamase inhibitors
  作者：John D. Buynak、A.Srinivasa Rao、Venkata Ramana Doppalapudi、Greg Adam、Peter J. Petersen、Sirishkumar D. Nidamarthy

  DOI：10.1016/s0960-894x(99)00325-x

  日期：1999.7

  Penicillin sulfones, which structurally incorporate both a 6-position alkylidene substituent and a 2'beta substituent, have been synthesized and evaluated as inhibitors of class C and class A serine beta-lactamases. Incorporation of the 2'beta-substituent generally improves inhibitory activity. Substituents that improve transport across the bacterial cell membrane have also been incorporated.

  已经合成并在结构上结合了6-位亚烷基取代基和2'β取代基的青霉素砜，并被评估为C类和A类丝氨酸β-内酰胺酶的抑制剂。2'β-取代基的掺入通常改善抑制活性。还掺入了改善跨细菌细胞膜运输的取代基。
• Process for the manufacture of 1-sulpho-2-oxoazetidine carboxylic acid
  申请人：Hoffmann-La Roche Inc.

  公开号：US04652651A1

  公开（公告）日：1987-03-24

  The manufacture of 1-sulpho-2-oxazetidine derivatives of the formula ##STR1## in which Het is an optionally amino-substituted, 5- or 6-membered, aromatic heterocycle containing 1 or 2 nitrogen atoms and optionally also an oxygen or sulphur atom, R.sup.1 is hydrogen, lower alkyl, phenyl-lower alkyl, lower alkanoyl, lower alkoxycarbonyl, lower alkenyl-lower alkyl, lower alkoxycarbonyl-lower alkyl, phenyl-lower-alkoxycarbonyl-lower alkyl, nitrophenyl-lower-alkoxycarbonyl-lower alkyl or carboxy-lower alkyl and R.sup.2 is hydrogen, lower alkyl, lower alkenyl, lower alkynyl, lower alkoxycarbonyl, lower alkanoyloxy-lower alkyl, lower alkoxycarbonyl-lower alkenyl, hydroxyiminomethyl, lower alkoxyiminomethyl, carbamoyl, carbamoyl-lower alkenyl or carbamoyloxy-lower alkyl, the group .dbd.NOR.sup.1 being present at least partially in the syn-form, in racemic form or in the form of the 3S-enantiomer, and of readily hydrolyzable esters and pharmaceutically compatible salts of these compounds, by acylating a compound of the formula ##STR2## in which R.sup.20 equals R.sup.2 or can also represent a 2,2-dimethyl-1,3-dioxolan-4-yl group and R.sup.3 is hydrogen or sulpho, or a salt thereof with a thioester of the formula ##STR3## in which Het is as above and R.sup.10 has any of the values of R.sup.1 except carboxy-lower alkyl, and can also represent a tri-lower alkyl-silyl-lower-alkoxycarbonyl-lower alkyl group or a carboxy-lower alkyl group converted into a readily hydrolyzable ester group, and the group .dbd.NOR.sup.10 is present at least partially in the syn-form, and carrying out subsequent steps (N-sulphonation, conversion of R.sup.20 into R.sup.2, R.sup.10 into R.sup.1), some of which are optional. The invention also provides certain novel products of formula I and benzthiazolyl thioesters of formula III per se and the preparation of the benzthiazolyl thioesters by esterifying corresponding carboxylic acids. Finally, the invention provides a process for the preparation of carboxylic acids in which R.sup.1 is t-alkoxycarbonylmethyl. The compounds of formula I have antimicrobial activity.

  该专利描述了一种制备1-磺酸-2-噁唑环丙烷衍生物的方法，其化学式为##STR1##其中Het是一个含有1或2个氮原子和可能还有一个氧原子或硫原子的可选氨基取代的5或6元芳香杂环，R.sup.1是氢、低烷基、苯基-低烷基、低烷酰、低烷氧羰基、低烯基-低烷基、低烷氧羰基-低烷基、苯基-低烷氧羰基-低烷基、硝基苯基-低烷氧羰基-低烷基或羧基-低烷基，R.sup.2是氢、低烷基、低烯基、低炔基、低烷氧羰基、低烷酰氧基-低烷基、低烷氧羰基-低烯基、羟基亚胺甲基、低烷氧亚胺甲基、氨甲酰基、氨甲酰基-低烯基或氨甲酰氧基-低烷基，.dbd.NOR.sup.1基团至少部分以syn-形式存在，是外消旋形式或3S-对映体形式，以及这些化合物的易水解酯和药用兼容盐的制备方法。
• 2-Substituted Glutarimides via Preformed Wittig Reagents
  作者：M. J. Wanner、G. J. Koomen

  DOI：10.1055/s-1988-27558

  日期：——

  Triphenylphosphoranylideneacetamide (1) reacts with some Michael-acceptors to give crystalline 2-triphenylphosphoranylidene glutarimides. The Wittig reaction of 2 with several aldehydes in refluxing 1,2-dichloroethane affords the corresponding 2-alkylideneglutarimides 7 in 50-98% yield.

  三苯基膦烯乙酰胺（1）与一些迈克尔受体反应，生成结晶的2-三苯基膦烯戊二酰胺。将2与几种醛在回流的1,2-二氯乙烷中进行维蒂希反应，可得到相应的2-烷基烯戊二酰胺7，产率为50-98%。