3,7,11,15,19,23,27-heptamethyl-30-(1-naphthyl)aminotriaconta-6Z,10Z,14Z,18Z,22E,26E-hexaen-1-yl acetate | 444765-74-6

• 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: 3,7,11,15,19,23,27-heptamethyl-30-(1-naphthyl)aminotriaconta-6Z,10Z,14Z,18Z,22E,26E-hexaen-1-yl acetate
• CAS: 444765-74-6
• 化学式: C₄₉H₇₃NO₂
• 分子量: 708.124
• InChiKey: WRSYJXPPCBMKAH-HEDZSEHMSA-N

反应信息

• 作为反应物：
  描述：

  3,7,11,15,19,23,27-heptamethyl-30-(1-naphthyl)aminotriaconta-6Z,10Z,14Z,18Z,22E,26E-hexaen-1-yl acetate 在 potassium carbonate 、 四丁基磷酸氢铵 、 三氯乙腈 作用下， 以 甲醇 、 二氯甲烷 、 苯 为溶剂， 生成 3,7,11,15,19,23,27-heptamethyl-30-(1-naphthyl)aminotriaconta-6Z,10Z,14Z,18Z,22E,26E-hexaenyl phosphate diammonium salt
  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-octamethyl-30,31-epoxydotriaconta-6Z,10Z,14Z,18Z,22E,26E-hexaen-1-yl acetate 在 3 A molecular sieve 、 过碘酸 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 8.58h， 生成 3,7,11,15,19,23,27-heptamethyl-30-(1-naphthyl)aminotriaconta-6Z,10Z,14Z,18Z,22E,26E-hexaen-1-yl acetate
  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