反应 #81753

ord-4793d58f7cc5434ca4f47852a0b25bcd

反应方程式

C=CCCCCSc1nc(N)c2ncn([C@@H]3O[C@H](COP(=O)([O-])OP(=O)([O-])OP(=O)([O-])[O-])[C@@H](O)[C@H]3O)c2n1.[NH4+].[NH4+].[NH4+].[NH4+]
2-(5-hexenylthio)adenosine 5'-triphosphate tetraammonium salt
C=CCCCCSc1nc(N)c2ncn([C@@H]3O[C@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]3O)c2n1
2-(5-Hexenylthio)adenosine 5'-triphosphate
→
C=CCCCCSc1nc(N)c2ncn([C@@H]3O[C@H](COP(=O)([O-])OP(=O)([O-])[O-])[C@@H](O)[C@H]3O)c2n1.[NH4+].[NH4+].[NH4+]
2 -(5 -Hexenylthio) adenosine 5'-diphosphate trisammonium salt

反应物

C=CCCCCSc1nc(N)c2ncn([C@@H]3O[C@H](COP(=O)([O-])OP(=O)([O-])OP(=O)([O-])[O-])[C@@H](O)[C@H]3O)c2n1.[NH4+].[NH4+].[NH4+].[NH4+]
2-(5-hexenylthio)adenosine 5'-triphosphate tetraammonium salt
—
II
C=CCCCCSc1nc(N)c2ncn([C@@H]3O[C@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]3O)c2n1
2-(5-Hexenylthio)adenosine 5'-triphosphate

试剂

无

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    其他solvent system I, 7.4 min (>98% purity)

实验过程

NMR of 2-(5-hexenylthio)adenosine 5'-triphosphate tetraammonium salt: 1H NMR (D2) d: 8.41 (S, 1H, H-8), 6.13 (d, J=5.7 Hz, 1H, H-1'), 4.64 (m, 1H, H-3'), 4.37 (m, 1H, H-4'), 4.24 (din, 2H, H-5'). High Res. FAB: calcd. for C16H25O13N5P3S: 620.0382. Found: 620.0428. Retention time: 7.7 min (91% purity) using solvent system I, 7.4 min (>98% purity) using solvent system II. 2-(5-Hexenylthio)adenosine 5'-triphosphate was also synthesized by the triphosphorylation procedure recited in Example 1.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US05620676uspto-grants-1997_04