2-(甲基磺酰氧基)乙酸乙酯 | 29169-19-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 中文名称: 2-(甲基磺酰氧基)乙酸乙酯
• 英文名称: ethyl methanesulfonyloxyacetate
• 英文别名: ethyl α-methanesulfonyloxyacetate；methylsulfonyloxy ethyl acetate；methanesulfonyloxy-acetic acid ethyl ester；Methansulfonyloxy-essigsaeure-aethylester；ethyl 2-methylsulfonylacetate；ethyl 2-methylsulfonyloxyacetate
• CAS: 29169-19-5
• 化学式: C₅H₁₀O₅S
• 分子量: 182.197
• InChiKey: OGGLBHZTDSTZND-UHFFFAOYSA-N

物化性质

• 沸点：
  148 °C(Press: 9 Torr)
• 密度：
  1.317 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  11
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  78
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-(甲基磺酰氧基)乙酸乙酯 在 sodium azide 作用下， 生成 叠氮乙酸乙酯
  参考文献：
  名称：

  Design, synthesis and evaluation of potent thymidylate synthase X inhibitors

  摘要：

  Three synthesized series of compounds based on a thiazolidine core allowed identification of potent inhibitors of thymidylate synthase X. The evaluation of the catalytic activity of the enzyme in the presence of these molecules revealed two distinct classes of compounds that inhibit ThyX with submicromolar concentrations, which could lead, after optimization, to effective inhibitors with potential biomedical interest. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.04.080
• 作为产物：
  描述：

  乙醇酸乙酯 、 甲基磺酰氯 在 三乙胺 作用下， 以 乙酸乙酯 为溶剂， 反应 1.0h， 以95%的产率得到2-(甲基磺酰氧基)乙酸乙酯
  参考文献：
  名称：

  PRODUCTION OF COMPOUNDS COMPRISING CF30 GROUPS

  摘要：

  本发明涉及一种利用含有至少一个基团Y的化合物制备含有CF3O基团的化合物的方法，其中Y=—Hal，—OSO2(CF2)zF，—OSO2CzH2z+1(z=1-10)，—OSO2F，—OSO2Cl，—OC(O)CF3—或—OSO2Ar；涉及一种利用KOCF3和/或RbOCF3制备含有CF3O基团的化合物的方法，以及涉及含有CF3O基团的新化合物及其用途。

  公开号：

  US20110082312A1

文献信息

• THE PREPARATION AND SOME CLEAVAGE REACTIONS OF ALKYL AND SUBSTITUTED ALKYL METHANESULPHONATES: THE SYNTHESIS OF FLUORIDES, IODIDES, AND THIOCYANATES
  作者：F. L. M. Pattison、J. E. Millington

  DOI：10.1139/v56-099

  日期：1956.6.1

  Representative esters of methanesulphonic acid were synthesized, and cleaved to form the corresponding fluorides, iodides, and thiocyanates. From this work was developed a convenient laboratory procedure for converting alcohols to fluorides.

  合成了具有代表性的甲磺酸酯，并裂解形成相应的氟化物、碘化物和硫氰酸酯。从这项工作中开发了一种方便的实验室程序，用于将醇转化为氟化物。
• 一种噁唑烷酮类抗菌药物中间体的合成方法
  申请人：中国科学院上海药物研究所

  公开号：CN111471041B

  公开（公告）日：2022-09-20

  本发明公开了一种噁唑烷酮类抗菌药物中间体的合成方法，包括以下步骤：(1)乙酸酯衍生物IV‑1和2,5‑二取代吡啶IV‑2在金属试剂的作用下在有机溶剂中发生反应得到化合物IV‑3；(2)化合物IV‑3在还原剂的存在下在有机溶剂中发生还原反应，得到化合物IV‑4；(3)化合物IV‑4与甲胺溶液反应得到化合物IV‑5；(4)化合物IV‑5与手性酸在20‑100℃下进行成盐反应，所得的盐经重结晶后，再在碱的作用下解离，得到化合物III‑4；(5)化合物III‑4在环化试剂的存在下进行环化反应得到所述的噁唑烷酮类抗菌药物中间体II‑8。本方法克服了现有技术采用易爆叠氮化合物和昂贵金属催化剂的缺点，反应条件温和安全、试剂易购买、成本低、缩短反应步骤，避免柱层析，利于工业化生产。
• 由吡啶盐制备4,5-二取代1,2,3-三氮唑的方法
  申请人：北京理工大学

  公开号：CN108358859A

  公开（公告）日：2018-08-03

  本发明涉及一种合成4,5‑二取代1,2,3‑三氮唑类化合物的方法，所述的方法为：以吡啶、卤代烃、磺酸酯、醛和叠氮化钠为原料，一锅法、室温反应；该合成方法无需含金属的催化剂，具有合成产物的收率高、反应条件温和、官能团兼容性好等优点；本发明提供的方法操作步骤简单，反应条件温和且底物适用范围广；该方法具有创新性及潜在的实用价值；适合工业化生产。
• Modulators of peroxisome proliferator activated receptors
  申请人：Brooks Alisa Dawn

  公开号：US20050020684A1

  公开（公告）日：2005-01-27

  Disclosed is a compound represented by Structural Formula (I): Ar is a substituted or unsubstituted aromatic group. Q is a covalent bond, —CH 2 — or —CH 2 CH 2 —; W is a substituted or unsubstituted alkylene or a substituted or unsubstituted heteroalkylene linking group from two to ten atoms in length, preferably from two to seven atoms in length. Phenyl Ring A is optionally substituted with up to four substituents in addition to R 1 and W, R 2 is (CH 2 ) n —CH(OR 2 )—(CH 2 ) n E, —(CH)═C(OR 2 )—(CH 2 ) n E, —(CH 2 ) n —CH(Y)—(CH 2 ) m E or (CH)═C(Y)(CH 2 ) m E; wherein E is COOR 3 , C 1 -C 3 alkylnitrile, carboxamide, sulfonamide, acylsulfonamide or tetrazole and wherein sulfonamide, acylsulfonamide and tetrazole are optionally substituted with one or more substituents independently selected from: C 1 -C 6 alkyl, haloalkyl and aryl-C o - 4 -alkyl; R 2 is H, an aliphatic group, a substituted aliphatic group, haloalkyl, an aromatic group, a substituted aromatic group, —COR 4 , —COOR 4 , —CONR 5 R 6 , —C(S)R 4 , —C(S)OR 4 or C(S)NR 5 R 6 , R 3 is H, an aliphatic group, a substituted aliphatic group, an aromatic group or a substituted aromatic group. Y is O—, CH 2 —, CH 2 CH 2 — or CH═CH— and is bonded to a carbon atom in Phenyl Ring A that is ortho to R 1 . R 4 -R 6 are independently H, an aliphatic group, a substituted aliphatic group, an aromatic group or a substituted aromatic group. n and m are independently 0, 1 or 2.

  本发明公开了一种由结构式（I）表示的化合物：其中Ar是取代或未取代的芳香基团。Q是共价键，-CH2-或-CH2CH2-; W是取代或未取代的烷基或取代或未取代的异烷基连接基，长度为两到十个原子，优选长度为两到七个原子。苯环A可选地与R1和W以外的最多四个取代基取代，R2是（CH2）n-CH（OR2）-（CH2）nE，-（CH）=C（OR2）-（CH2）nE，-（CH2）n-CH（Y）-（CH2）mE或（CH）=C（Y）（CH2）mE;其中E是COOR3，C1-C3烷基腈，羧酰胺，磺酰胺，酰基磺酰胺或四唑，磺酰胺，酰基磺酰胺和四唑可选地与一个或多个取代基取代，独立地选自：C1-C6烷基，卤代烷基和芳基-Co-4-烷基; R2是H，脂肪基，取代脂肪基，卤代烷基，芳基，取代芳基，-COR4，-COOR4，-CONR5R6，-C（S）R4，-C（S）OR4或C（S）NR5R6，R3是H，脂肪基，取代脂肪基，芳基或取代芳基。Y是O-，CH2-，CH2CH2-或CH═CH-，并与Phenyl环A中与R1相邻的碳原子键合。R4-R6独立地是H，脂肪基，取代脂肪基，芳基或取代芳基。n和m独立地为0、1或2。
• Synthesis of no-carrier-added [18F]fluoroacetate
  作者：Jae Min Jeong、Dong Soo Lee、June-Key Chung、Myung Chul Lee、Chang-Soon Koh、Sam Sik Kang

  DOI：10.1002/(sici)1099-1344(199705)39:5<395::aid-jlcr985>3.0.co;2-4

  日期：1997.5

  To synthesize no-carrier-added potassium [F-18]fluoroacetate, O-mesyl glycolate ethyl ester and O-tosyl glycolate ethyl ester were synthesized as precursors. These precursors were radiolabeled by reacting with dried tetrabutylammonium [F-18]fluoride in the presence of tetrabutylammonium bicarbonate. O-Mesyl glycolate ethyl ester showed higer F-18 incorporation (77.6% at 100 degrees C) than O-tosyl glycolate ethyl ester (63.2% at 100 degrees C). Resulting [F-18]fluoroacetate ethyl ester was hydrolyzed quantitatively by heating in 1 M potassium hydroxide solution. The [F-18]fluoroacetate was adsorbed to strong anion exchange resin and washed with excess water. Following elution with 1 M sodium bicarbonate solution and passing through Sep-Pak neutral alumina column, the [F-18]fluoroacetate was obtained with 24.5% recovery (non-decay-corrected). Total labeling time from drying F-18 to final product was 70 to 90 min.