methyl 3-(4-oxocyclohex-2-enyl)propionate | 106553-81-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: methyl 3-(4-oxocyclohex-2-enyl)propionate
• 英文别名: methyl 4-oxocyclohex-2-enepropionate；methyl 3-(4-oxocyclohex-2-en-1-yl)propanoate
• CAS: 106553-81-5
• 化学式: C₁₀H₁₄O₃
• 分子量: 182.219
• InChiKey: XERHKAIIWYWZIM-UHFFFAOYSA-N

物化性质

• 沸点：
  274.8±19.0 °C(Predicted)
• 密度：
  1.069±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl 3-(4-oxocyclohex-2-enyl)propionate 生成 2-[[(4aR,7E,8S,8aR)-2-oxo-7-tetradecylidene-4,4a,5,6,8,8a-hexahydro-3H-chromen-8-yl]sulfanyl]acetic acid
  参考文献：
  名称：

  SABOL, JEFFREY S.;WEINTRAUB, PHILIP M.;CREGGE, ROBERT J., 197TH ACS NAT. MEET., DALLAS, TEX., APR. 9-14, 1989, WASHINGTON (D. C.),(+

  摘要：

  DOI：
• 作为产物：
  描述：

  1-甲氧基二环[2.2.2]辛基-5-烯-2-羧酸甲酯 生成 methyl 3-(4-oxocyclohex-2-enyl)propionate
  参考文献：
  名称：

  SABOL, JEFFREY S.;WEINTRAUB, PHILIP M.;CREGGE, ROBERT J., 197TH ACS NAT. MEET., DALLAS, TEX., APR. 9-14, 1989, WASHINGTON (D. C.),(+

  摘要：

  DOI：

文献信息

• Cyclohexanealkanoic acids
  申请人：Merrell Dow Pharmaceuticals Inc.

  公开号：US04622422A1

  公开（公告）日：1986-11-11

  The present invention is directed to 2-hydroxy-4-alkylidenecyclohexanealkanoic acids having a mercaptoalkanoic acid substituent at the 3-position. Esters and amides corresponding to the acids referred to above are also encompassed by the present invention. These compounds are useful in the treatment of bronchial asthma and they are obtained by the reaction of an appropriate 2,3-epoxy-4-alkylidenecyclohexanealkanoate with a mercapto alkanoic acid ester in the presence of a tertiary amine. The indicated process gives the esters of the present invention which can be hydrolyzed to the corresponding free acids by standard procedures. The compounds described can be subjected to other known reactions to give the other compounds of the present invention.

  本发明涉及在3位具有巯基烷酸取代基的2-羟基-4-烷基烯基环己烷烷酸。本发明还包括与上述酸对应的酯和酰胺。这些化合物在支气管哮喘的治疗中很有用，它们是通过在三级胺存在下将适当的2,3-环氧基-4-烷基烯基环己烷酸酯与巯基烷酸酯反应而获得的。所述过程给出了本发明的酯，可以通过标准程序水解为相应的自由酸。所述化合物可以经受其他已知反应以给出本发明的其他化合物。
• Conformationally restricted leukotriene antagonists. Stereoselective synthesis of some leukotriene D4 analogs
  作者：Jeffrey S. Sabol、Philip M. Weintraub、Thomas H. Gieske、Robert J. Cregge

  DOI：10.1016/s0040-4020(01)86751-x

  日期：——

  The stereocontrolled synthesis of conformationally restricted LTD4 analogs 2a, b is described. Epoxidation of enone 4 affords a 2.4:1 mixture of trans-epoxide 5 and cis-epoxide 9. Stereocontrolled elaboration of each epoxide to final product involves stereoselective Wittig olefination to Z-olefins 6 and 10, regiospecifie epoxide ring opening with methyl mercaptoacetate to diesters 8 and 12, and saponification

  描述了构象受限的LTD 4类似物2a，b的立体控制合成。烯酮4的环氧化可提供反式环氧5和顺式环氧9的2.4：1混合物。每个环氧化物的立体控制精加工涉及到立体选择性Wittig烯化为Z-烯烃6和10，区域特定的环氧化物开环，巯基乙酸甲酯制备为二酯8和12，以及皂化为2a，b。
• SABOL, JEFFREY S.;WEINTRAUB, PHILIP M.;GIESKE, THOMAS H.;CREGGE, ROBERT J+, TETRAHEDRON, 46,(1990) N2, C. 4155-4160
  作者：SABOL, JEFFREY S.、WEINTRAUB, PHILIP M.、GIESKE, THOMAS H.、CREGGE, ROBERT J+

  DOI：——

  日期：——
• US4622422A
  申请人：——

  公开号：US4622422A

  公开（公告）日：1986-11-11
• SABOL, JEFFREY S.;WEINTRAUB, PHILIP M.;CREGGE, ROBERT J., 197TH ACS NAT. MEET., DALLAS, TEX., APR. 9-14, 1989, WASHINGTON (D. C.),(+
  作者：SABOL, JEFFREY S.、WEINTRAUB, PHILIP M.、CREGGE, ROBERT J.

  DOI：——

  日期：——