Methyl 4-(diethyl phosphono)-3-methyl-2-butenoate | 19945-48-3

• 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 4-(diethyl phosphono)-3-methyl-2-butenoate
• 英文别名: cis-3-Methoxycarbonyl-2-methyl-propen-(2)-phosphonsaeure-diaethylester；Diethyl-(Z)-3-methoxycarbonyl-2-methallylphosphonat；Methyl (2Z)-4-(diethoxyphosphinyl)-3-methyl-2-butenoate；methyl (Z)-4-diethoxyphosphoryl-3-methylbut-2-enoate
• CAS: 19945-48-3
• 化学式: C₁₀H₁₉O₅P
• 分子量: 250.232
• InChiKey: UBBRMCHLUWPZKH-CLFYSBASSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  16
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  β-Cyclofarnesal 、 Methyl 4-(diethyl phosphono)-3-methyl-2-butenoate 生成 7,8-Dihydroretinsaeure
  参考文献：
  名称：

  Dihydroretinoic acids and their derivatives. Synthesis and biological activity

  摘要：

  The syntheses of the ring and four side-chain dihydroretinoic acids and/or their esters, 3-7, are described. The syntheses of several other retinoids containing a substituted aromatic ring are also included. The biological activity of the compounds was evaluated in vivo in a chemically induced mouse skin papilloma test and in vitro in two vitamin A deficient assays. The activity observed for 1a, 1c, and 2a in the former test was partially retained in the dihydro derivatives 4b, 4c, and 6b. Similar results were found in the in vitro assays.

  DOI：

  10.1021/jm00217a011
• 作为产物：
  描述：

  4-二乙基膦酰基-3-甲基-2-丁烯酸甲酯 生成 Methyl 4-(diethyl phosphono)-3-methyl-2-butenoate
  参考文献：
  名称：

  KRYSHTAL, G. V.;SEREBRYAKOV, EH. P.;SUSLOVA, L. M.;YANOVSKAYA, L. A., IZV. AN CCCP. CEP. XIM.,(1988) N 10, S. 2377-2382

  摘要：

  DOI：

文献信息

• Carotenoids and related compounds. Part XVIII. Synthesis of cis- and di-cis-polyenes by reactions of the Wittig type
  作者：Gerald Pattenden、B. C. L. Weedon

  DOI：10.1039/j39680001984

  日期：——

  Some claims to have achieved “cis-olefination” have been re-examined.

  对已经实现“顺式-烯烃化”的一些主张进行了重新审查。
• KRYSHTAL, G. V.;SEREBRYAKOV, EH. P.;SUSLOVA, L. M.;YANOVSKAYA, L. A., IZV. AN CCCP. CEP. XIM.,(1988) N 10, S. 2377-2382
  作者：KRYSHTAL, G. V.、SEREBRYAKOV, EH. P.、SUSLOVA, L. M.、YANOVSKAYA, L. A.

  DOI：——

  日期：——
• Dihydroretinoic acids and their derivatives. Synthesis and biological activity
  作者：Beverly A. Pawson、H. C. Cheung、Ru-Jen L. Han、Patrick W. Trown、Margaret Buck、Roseanne Hansen、W. Bollag、U. Ineichen、H. Pleil

  DOI：10.1021/jm00217a011

  日期：1977.7

  The syntheses of the ring and four side-chain dihydroretinoic acids and/or their esters, 3-7, are described. The syntheses of several other retinoids containing a substituted aromatic ring are also included. The biological activity of the compounds was evaluated in vivo in a chemically induced mouse skin papilloma test and in vitro in two vitamin A deficient assays. The activity observed for 1a, 1c, and 2a in the former test was partially retained in the dihydro derivatives 4b, 4c, and 6b. Similar results were found in the in vitro assays.