methyl 2-[[(2S)-2-[[2-[[2-[[(2S)-2-[[2-[[(8R,9S,13S,14S)-17-hydroxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-3-yl]oxy]acetyl]amino]-3-(4-hydroxyphenyl)propanoyl]amino]acetyl]amino]acetyl]amino]-3-phenylpropanoyl]amino]acetate | 501083-49-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: methyl 2-[[(2S)-2-[[2-[[2-[[(2S)-2-[[2-[[(8R,9S,13S,14S)-17-hydroxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-3-yl]oxy]acetyl]amino]-3-(4-hydroxyphenyl)propanoyl]amino]acetyl]amino]acetyl]amino]-3-phenylpropanoyl]amino]acetate
• CAS: 501083-49-4
• 化学式: C₄₅H₅₅N₅O₁₀
• 分子量: 825.959
• InChiKey: YHQLAVSCOWKPAJ-ZGQFSWATSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  60
• 可旋转键数：
  18
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  222
• 氢给体数：
  7
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  methyl 2-[[(2S)-2-[[2-[[2-[[(2S)-2-[[2-[[(8R,9S,13S,14S)-17-hydroxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-3-yl]oxy]acetyl]amino]-3-(4-hydroxyphenyl)propanoyl]amino]acetyl]amino]acetyl]amino]-3-phenylpropanoyl]amino]acetate 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 反应 5.0h， 生成 estradiol-3-O-CH2CO-Tyr-Gly-Gly-Phe-Gly-OH
  参考文献：
  名称：

  Studies on the Synthesis of Estrogen-GHRPS Linkers

  摘要：

  A series of linkers consisted of estrone, estradiol, and GHRPS (growth hormone releasing peptides) were prepared with carboxylmethyl or succinyl as the conjugated group. As a protective group in the side chain of Tyr, the Deb (2,6-dichlorobenzyl) in the intermediates which is unstable to HF can be removed in high yield in the presence of Pd/C (10%), H-2, and 4.4% formic acid in methanol.

  DOI：

  10.1081/scc-120018924
• 作为产物：
  描述：

  Glycine,O-[(2,6-dichlorophenyl)methyl]-N-[(1,1-dimethylethoxy)carbonyl]-L-tyrosylglycylglycyl-L-phenylalanyl-, methyl ester 在 palladium on activated charcoal N-甲基吗啉 、 盐酸 、 sodium tetrahydroborate 、 甲酸 、 氢气 、 1-羟基苯并三唑 、 N,N'-二环己基碳二亚胺 作用下， 以 甲醇 、 乙酸乙酯 为溶剂， 反应 27.0h， 生成 methyl 2-[[(2S)-2-[[2-[[2-[[(2S)-2-[[2-[[(8R,9S,13S,14S)-17-hydroxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-3-yl]oxy]acetyl]amino]-3-(4-hydroxyphenyl)propanoyl]amino]acetyl]amino]acetyl]amino]-3-phenylpropanoyl]amino]acetate
  参考文献：
  名称：

  Studies on the Synthesis of Estrogen-GHRPS Linkers

  摘要：

  A series of linkers consisted of estrone, estradiol, and GHRPS (growth hormone releasing peptides) were prepared with carboxylmethyl or succinyl as the conjugated group. As a protective group in the side chain of Tyr, the Deb (2,6-dichlorobenzyl) in the intermediates which is unstable to HF can be removed in high yield in the presence of Pd/C (10%), H-2, and 4.4% formic acid in methanol.

  DOI：

  10.1081/scc-120018924