diethyl (1,2-dichloro-2-oxoethyl)phosphonate | 34170-83-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物
• 英文名称: diethyl (1,2-dichloro-2-oxoethyl)phosphonate
• 英文别名: (chloro-chlorocarbonyl-methyl)-phosphonic acid diethyl ester；2-Chloro-2-diethoxyphosphorylacetyl chloride
• CAS: 34170-83-7
• 化学式: C₆H₁₁Cl₂O₄P
• 分子量: 249.031
• InChiKey: JFQKHPTWPWDUIO-UHFFFAOYSA-N

物化性质

• 沸点：
  272.7±30.0 °C(Predicted)
• 密度：
  1.348±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  13
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  diethyl (1,2-dichloro-2-oxoethyl)phosphonate 在 sodium azide 作用下， 以 乙醚 、 水 为溶剂， 反应 2.0h， 以89%的产率得到Azoture de l'acide 2-diethylphosphono-2-chloroethanoique
  参考文献：
  名称：

  Synthese de peptides modifies incorporant un motif phosphore n ou c terminal

  摘要：

  A general route to phosphopeptids with a 2-oxoalkylphosphonate moiety at the terminal N-aminogroup or with a 1-aminoalkylphosphonate moiety at the terminal C-carboxyl group is described. The method allows the preparation of various phosphopeptids with an alpha-alkylated carbon atom on the P-C bond from the very available dialkylphosphonoalcanoic acids as starting products.

  DOI：

  10.1016/s0040-4020(01)92278-1
• 作为产物：
  描述：

  二甲基(氯甲基)丙烯酯 在 正丁基锂 、 磺酰氯 作用下， 以 二氯甲烷 为溶剂， 反应 5.58h， 生成 diethyl (1,2-dichloro-2-oxoethyl)phosphonate
  参考文献：
  名称：

  A Facile and General, One-pot Synthesis of 2-Oxoalkane Phosphonates from Diethylphosphonocarboxylic Acid Chlorides and Organometallic Reagents

  摘要：

  报道了一种制备2-氧代烷基膦酸酯2的高效且通用的方法。通过使用二乙基2-烷酰基膦酰氯，可以直接在格氏试剂或铜酸盐试剂上引入1-取代的2-氧膦酸酯合成子。

  DOI：

  10.1055/s-1986-31739

文献信息

• A Useful Horner Reagent for the Synthesis of Some α-Methyl-α,β-Unsaturated<i>S</i>-Propyl Thioesters
  作者：Ph. Coutrot、C. Charbonnier、C. Grison

  DOI：10.1055/s-1991-26369

  日期：——

  S-Alkyl 2-(dialkoxyphosphoryl)alkanethioates 3 can readily be prepared by the reaction of 2-(dialkoxyphosphoryl)alkanoyl chlorides 1 with thiols 2 in the presence of triethylamine. Only S-propyl 2-(dialkoxyphosphoryl)propanethioate (3b) gave synthetically useful Horner reactions: it was converted into the α-potassiopropanethioate anion by treatment with potassium carbonate in a small amount of water at room temperature. The Horner reaction between this anion and aldehydes 4 gave various α,β-unsaturated thioesters 5 with an α-substituted methyl group. Application of this method to the cis/trans ethyl 2-formyl-3,3-dimethyl-1-cyclopropylcarboxylate esters 4f led to the 2-(propylthiocarbonyl)-2-propenyl pyrethroid derivatives 5f.

  S-烷基 2-（二烷氧基膦酰基）烷硫基酯 3 可方便地通过 2-（二烷氧基膦酰基）烷酰氯 1 与硫醇 2 在三乙胺存在下反应制备。仅 S-丙基 2-（二烷氧基膦酰基）丙硫基酯（3b）给出了合成上有用的 Horner 反应：在室温下用水处理时，它被转化为少量的碳酸钾处理后得到的 α-膦酸丙硫基酸根离子。该离子与醛 4 的 Horner 反应生成各种具有 α-取代甲基的 α,β-不饱和硫酯 5。将此方法应用于顺/反式乙基 2-甲酰基-3,3-二甲基-1-环丙基羧酸酯 4f 时，得到了具有 2-丙基硫代碳酰基-2-丙烯基的菊酯衍生物 5f。
• TRICYCLIC PYRIDONE COMPOUNDS AS JAK2 V617F INHIBITORS
  申请人：Incyte Corporation

  公开号：US20220002299A1

  公开（公告）日：2022-01-06

  The present application provides tricyclic pyridone compounds that modulate the activity of the V617F variant of JAK2, which are useful in the treatment of various diseases, including cancer.

  本申请提供了一种可以调节JAK2的V617F变体活性的三环吡啶酮化合物，可用于治疗包括癌症在内的各种疾病。
• Cycloaddition Reactions of (Diethylphosphono)ketenes
  作者：Jiro Motoyoshiya、Kozo Hirata

  DOI：10.1246/cl.1988.211

  日期：1988.2.5

  Methyl- and chloro(diethylphosphono)ketenes were found to add to cyclopentadiene or imines in unusual manner in the certain cases. Some chemical conversions and the Horner–Wittig reaction of the cycloadducts were examined.

  在某些情况下，发现甲基和氯（二乙基膦酰基）烯酮以不寻常的方式添加到环戊二烯或亚胺中。检查了环加合物的一些化学转化和霍纳-维蒂希反应。
• A new general approach to 4-substituted-3-halo-2-quinolones
  作者：Shuai Zhao、Yan-hong He、Di Wu、Zhi Guan

  DOI：10.1016/j.jfluchem.2010.01.008

  日期：2010.5

  A general procedure for the preparation of 4-substituted-3-halo-2-quinolones (halo = F, Cl, Br) utilizing 2-halo diethylphosphonoacetic acids (halo = F, Cl, Br) and o-aminophenylketones as the starting materials is described. The title compounds are obtained by an intramolecular Homer-Wadsworth-Emmons olefination of halogen-containing N-acyl-o-aminophenylketones. The transformation process is generally applicable under mild conditions. (C) 2010 Elsevier B.V All rights reserved.
• Coutrot, Philippe; Grison, Claude; Lachgar, Mohamed, Bulletin de la Societe Chimique de France, 1995, vol. 132, p. 925 - 942
  作者：Coutrot, Philippe、Grison, Claude、Lachgar, Mohamed、Ghribi, Abdelaziz

  DOI：——

  日期：——