42-acetoxy-4,8,12,16,20,24,28,32,36,40-decamethyldotetraconta-4E,8E,12E,16Z,20Z,24Z,28Z,32Z,36Z-nonaenal | 444765-66-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 42-acetoxy-4,8,12,16,20,24,28,32,36,40-decamethyldotetraconta-4E,8E,12E,16Z,20Z,24Z,28Z,32Z,36Z-nonaenal
• CAS: 444765-66-6
• 化学式: C₅₄H₈₈O₃
• 分子量: 785.291
• InChiKey: JJUPTRVVLCDCJQ-WIEVYZSASA-N

反应信息

• 作为反应物：
  描述：

  42-acetoxy-4,8,12,16,20,24,28,32,36,40-decamethyldotetraconta-4E,8E,12E,16Z,20Z,24Z,28Z,32Z,36Z-nonaenal 在 3 A molecular sieve 、 potassium carbonate 作用下， 以 甲醇 、 乙醚 、 苯 为溶剂， 反应 6.58h， 生成 3,7,11,15,19,23,27,31,34,39-decamethyl-42-(1-naphthyl)aminodotetraconta-6Z,10Z,14Z,18Z,22Z,26Z,30E,34E,38E-nonaen-1-ol
  参考文献：
  名称：

  摘要：

  A series of fluorescent dolichyl phosphates containing the (1-naphthyl)amino group in the omega-fragment of the chain and possessing a definite distance between fluorophoric and phosphate groups were synthesized for studying the interactions of dolichyl phosphates with enzymes and biological membranes. The corresponding terminal 2,3-dihydrohexadeca-, 2,3-dihydroundeca-, and 2,3-dihydrooctaprenol epoxides were obtained from racemic dolichols (prepared from natural polyprenol mixtures) by van Tamelen epoxidation of their omega-isoprene unit and separated by preparative HPLC. These epoxides were converted to aldehydes, which were subjected to reductive amination with 1-aminonaphthalene and NaBH4 with subsequent phosphorylation of the resulting amino alcohols.

  DOI：

  10.1023/a:1015034309170
• 作为产物：
  描述：

  3,7,11,15,19,23,27,31,35,39,43-undecamethyl-42,43-epoxytetraconta-6Z,10Z,14Z,18Z,22Z,26Z,30E,34E,38E-nonaen-1-yl acetate 在 过碘酸 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 以82%的产率得到42-acetoxy-4,8,12,16,20,24,28,32,36,40-decamethyldotetraconta-4E,8E,12E,16Z,20Z,24Z,28Z,32Z,36Z-nonaenal
  参考文献：
  名称：

  摘要：

  A series of fluorescent dolichyl phosphates containing the (1-naphthyl)amino group in the omega-fragment of the chain and possessing a definite distance between fluorophoric and phosphate groups were synthesized for studying the interactions of dolichyl phosphates with enzymes and biological membranes. The corresponding terminal 2,3-dihydrohexadeca-, 2,3-dihydroundeca-, and 2,3-dihydrooctaprenol epoxides were obtained from racemic dolichols (prepared from natural polyprenol mixtures) by van Tamelen epoxidation of their omega-isoprene unit and separated by preparative HPLC. These epoxides were converted to aldehydes, which were subjected to reductive amination with 1-aminonaphthalene and NaBH4 with subsequent phosphorylation of the resulting amino alcohols.

  DOI：

  10.1023/a:1015034309170