[3-(13)C]-(3S,5S,6R)-4-benzyloxycarbonyl-3-{3'-[N,N'-di(benzyloxycarbonyl)-N''-(2'',2'',4'',6'',7''-pentamethyldihydrobenzofuran-5''-sulfonyl)guanidino]prop-1'-yl}-5,6-diphenylmorpholin-2-one | 1196980-21-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: [3-(13)C]-(3S,5S,6R)-4-benzyloxycarbonyl-3-{3'-[N,N'-di(benzyloxycarbonyl)-N''-(2'',2'',4'',6'',7''-pentamethyldihydrobenzofuran-5''-sulfonyl)guanidino]prop-1'-yl}-5,6-diphenylmorpholin-2-one
• 英文别名: benzyl (3S,5S,6R)-2-oxo-3-[3-[[(E)-N'-[(2,2,4,6,7-pentamethyl-3H-1-benzofuran-5-yl)sulfonyl]-N-phenylmethoxycarbonylcarbamimidoyl]-phenylmethoxycarbonylamino]propyl]-5,6-diphenyl-(313C)1,4-oxazinane-4-carboxylate
• CAS: 1196980-21-8
• 化学式: C₅₇H₅₈N₄O₁₁S
• 分子量: 1008.16
• InChiKey: YUTDQIDOGGFSRD-CVOJUIJKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.5
• 重原子数：
  73
• 可旋转键数：
  19
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  188
• 氢给体数：
  1
• 氢受体数：
  12

反应信息

• 作为产物：
  描述：

  偶氮二甲酸二异丙酯 、 [3-(13)C]-(3S,5S,6R)-4-benzyloxycarbonyl-5,6-diphenyl-3-(3'-hydroxyprop-1'-yl)morpholin-2-one 、 N,N'-di(benzyloxycarbonyl)-N''-(2,2,4,6,7-pentamethyldihydrobenzofuran-5-ylsulfonyl)guanidine 在 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 生成 二异丙基联亚氨基二碳胺 、 [3-(13)C]-(3S,5S,6R)-4-benzyloxycarbonyl-3-{3'-[N,N'-di(benzyloxycarbonyl)-N''-(2'',2'',4'',6'',7''-pentamethyldihydrobenzofuran-5''-sulfonyl)guanidino]prop-1'-yl}-5,6-diphenylmorpholin-2-one
  参考文献：
  名称：

  Enantioselective Syntheses of α-Fmoc-Pbf-[2-¹³C]-l-arginine and Fmoc-[1,3-¹³C₂]-l-proline and Incorporation into the Neurotensin Receptor 1 Ligand, NT₈₋₁₃

  摘要：

  Enantioselective syntheses of selectively labeled, orthogonally protected [2-C-13]L-arginine and [1,3-C-13(2)]-L-proline are described from the commercially available precursors [2-C-13]bromoacetic acid and potassium [C-13]cyanide, Interestingly the enhanced signal assigned to C-2 in the C-13 NMR spectrum of alpha-Fmoc-Pbf-[2-C-13]-L-arginine was very broad at room temperature. The two Fmoc-labeled amino acids were used to prepare [2-C-13]-Arg9 and [1,3-C-13(2)]-Pro 10 labeled ligand (NT8-13) by manual Fmoc-SPSS.

  DOI：

  10.1021/jo9014497

文献信息

• Enantioselective Syntheses of α-Fmoc-Pbf-[2-¹³C]-<scp>l</scp>-arginine and Fmoc-[1,3-¹³C₂]-<scp>l</scp>-proline and Incorporation into the Neurotensin Receptor 1 Ligand, NT₈₋₁₃
  作者：Chuanjun Song、Satita Tapaneeyakorn、Annabel C. Murphy、Craig Butts、Anthony Watts、Christine L. Willis

  DOI：10.1021/jo9014497

  日期：2009.12.4

  Enantioselective syntheses of selectively labeled, orthogonally protected [2-C-13]L-arginine and [1,3-C-13(2)]-L-proline are described from the commercially available precursors [2-C-13]bromoacetic acid and potassium [C-13]cyanide, Interestingly the enhanced signal assigned to C-2 in the C-13 NMR spectrum of alpha-Fmoc-Pbf-[2-C-13]-L-arginine was very broad at room temperature. The two Fmoc-labeled amino acids were used to prepare [2-C-13]-Arg9 and [1,3-C-13(2)]-Pro 10 labeled ligand (NT8-13) by manual Fmoc-SPSS.