5-methyl-3-oxo-tetrahydro-thiophene-2-carboxylic acid methyl ester | 67525-85-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-methyl-3-oxo-tetrahydro-thiophene-2-carboxylic acid methyl ester
• 英文别名: 5-Methyl-3-oxo-tetrahydro-thiophen-2-carbonsaeure-methylester；methyl 5-methyl-3-oxo-tetrahydrothiophene-2-carboxylate；methyl 5-methyl-3-oxothiolane-2-carboxylate
• CAS: 67525-85-3
• 化学式: C₇H₁₀O₃S
• 分子量: 174.221
• InChiKey: HPVGHDJIQPDQNN-UHFFFAOYSA-N

物化性质

• 沸点：
  253.9±40.0 °C(Predicted)
• 密度：
  1.224±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  68.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-methyl-3-oxo-tetrahydro-thiophene-2-carboxylic acid methyl ester 在 sodium methylate 作用下， 以 甲醇 为溶剂， 生成 2-(4-Chloro-phenyl)-5-methyl-5,6-dihydro-2H-thieno[3,2-c]pyrazol-3-ol
  参考文献：
  名称：

  2-Phenyl-5,6-dihydro-2H-thieno[3,2-c]pyrazol-3-ol derivatives as new inhibitors of bacterial cell wall biosynthesis

  摘要：

  Twenty-five 2-phenyl-5,6-dihydro-2H-thieno[3,2-c]pyrazol-3-ol derivatives were synthesized for evaluation as new inhibitors of bacterial cell wall biosynthesis. Many of them demonstrated good inhibitory activity against Staphylococcus aureus MurB. MurC and MurD enzymes in vitro and antimicrobial activity against gram-positive bacteria including MRSA, VRE and PRSP, However. when they were tested in the presence of 4% bovine serum albumin, the MIC values increased to greater than 128 mug/mL against PRSP. None of the compounds demonstrated activity against gram-negative bacteria at MIC <32 mug/mL. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00471-2
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 sodium methylate 、 苯 作用下， 生成 5-methyl-3-oxo-tetrahydro-thiophene-2-carboxylic acid methyl ester
  参考文献：
  名称：

  Martani, Ricerca Scientifica, 1959, vol. 29, p. 520,524

  摘要：

  DOI：

文献信息

• Pharmaceutical compositions containing 1 or 2-mono and dialkyl
  申请人：Sharps Associates

  公开号：US03946111A1

  公开（公告）日：1976-03-23

  1,2-Dihydro-4H-thieno-[2,3-c][1]benzopyrans of the formulae ##SPC1## Wherein R is a lower alkyl group having 1 to 5 carbons, R.sub.1 is hydrogen or a lower alkyl group having 1 to 5 carbons, R.sub.2 is a lower alkyl group and R.sub.3 is an alkyl group having 1 to 20 carbon atoms, a phenyl-lower alkyl group or a cycloalkyl-lower alkyl group. The compounds have analgesic, antihypertensive, antidepressant, anticonvulsant, antianxiety, sedative-hypnotic and/or tranquilization activity.

  化学式为##SPC1##的1,2-二氢-4H-噻吩-[2,3-c][1]苯并吡喃类化合物，其中R是含有1至5个碳的低烷基，R.sub.1是氢或含有1至5个碳的低烷基，R.sub.2是低烷基，R.sub.3是含有1至20个碳的烷基、苯基-低烷基或环烷基-低烷基。该化合物具有镇痛、降压、抗抑郁、抗癫痫、抗焦虑、镇静催眠和/或镇定作用。
• An improved procedure for the preparation of 3-carbometfaoxy-4-oxotetrahydrothiopyran, 2- and 4-carbomethoxy-3-oxotetrahydrothiophene
  作者：Hsing-Jang Liu、Teng Ko Ngooi

  DOI：10.1139/v82-065

  日期：1982.2.15

  An improved procedure for the preparation of the title compounds 1-3 has been developed. Direct condensation of methyl 3-mercaptopropionate with methyl acrylate using sodium hydride as a base gave compound 1 in good yield. The reaction of methyl thioglycolate and methyl acrylate at 0 °C gave compound 2 as the major product whereas at lower temperature (−40 °C) isomer 3 was found as the major product

  已开发出制备标题化合物 1-3 的改进方法。使用氢化钠作为碱使3-巯基丙酸甲酯与丙烯酸甲酯直接缩合得到化合物1，收率良好。巯基乙酸甲酯和丙烯酸甲酯在 0 °C 下反应得到化合物 2 作为主要产物，而在较低温度 (-40 °C) 下发现异构体 3 作为主要产物。还进行了巯基乙酸甲酯与甲基丙烯酸甲酯和巴豆酸酯的缩合反应。
• [EN] SYNTHESIS OF DIHYDROTHIENO[3,2-d]PYRIMIDINE DIOLS AND SIMILAR PYRIMIDINE DIOLS<br/>[FR] SYNTHÈSE DE DIOLS DIHYDROTHIÉNO[3,2-d]PYRIMIDINIQUES ET DE DIOLS PYRIMIDINIQUES ANALOGUES
  申请人：BOEHRINGER INGELHEIM INT

  公开号：WO2009140127A3

  公开（公告）日：2010-01-28
• LIU, HSING-JANG;NGOOI, TENG, KO, CAN. J. CHEM., 1982, 60, N 4, 437-439
  作者：LIU, HSING-JANG、NGOOI, TENG, KO

  DOI：——

  日期：——
• US3946111A
  申请人：——

  公开号：US3946111A

  公开（公告）日：1976-03-23