반응 #1273

ord-1c6890bb15744174b710f1c89858ac54

반응 방정식

CCCCOC(=O)C(CCc1c[n+](CCCCC(NC(=O)OCc2ccccc2)C(=O)OC(C)(C)C)cc(O)c1CC(NC(=O)OCc1ccccc1)C(=O)OC(C)(C)C)NC(=O)OCc1ccccc1
pyridinium salt
CCCCOC(=O)C(CCc1c[n+](CCCCC(NC(=O)OCc2ccccc2)C(=O)OC(C)(C)C)cc(O)c1CC(NC(=O)OCc1ccccc1)C(=O)OC(C)(C)C)NC(=O)OCc1ccccc1
3-hydroxy-1-(5-benzoxycarbonylamino-5-t-butoxycarbonyl-pentyl)-4-(2-benzyloxycarbonylamino-2-t-butoxycarbonyl-ethyl)-5-(3-benzyloxycarbonylamino-3-butoxycarbonylpropyl) pyridinium
Br
HBr
→
N[C@H](CCCC[n+]1cc(O)c(C[C@H](N)C(=O)O)c(CC[C@H](N)C(=O)O)c1)C(=O)[O-]
deoxypyridinoline

반응물

CCCCOC(=O)C(CCc1c[n+](CCCCC(NC(=O)OCc2ccccc2)C(=O)OC(C)(C)C)cc(O)c1CC(NC(=O)OCc1ccccc1)C(=O)OC(C)(C)C)NC(=O)OCc1ccccc1
pyridinium salt
CCCCOC(=O)C(CCc1c[n+](CCCCC(NC(=O)OCc2ccccc2)C(=O)OC(C)(C)C)cc(O)c1CC(NC(=O)OCc1ccccc1)C(=O)OC(C)(C)C)NC(=O)OCc1ccccc1
3-hydroxy-1-(5-benzoxycarbonylamino-5-t-butoxycarbonyl-pentyl)-4-(2-benzyloxycarbonylamino-2-t-butoxycarbonyl-ethyl)-5-(3-benzyloxycarbonylamino-3-butoxycarbonylpropyl) pyridinium
Br
HBr

시약

없음

반응 조건

상세 조건
See reaction.notes.procedure_details.

실험 절차

reacting the pyridinium salt prepared in step (c) with HBr in an appropriate solvent to provide deoxypyridinoline.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US05723619uspto-grants-1998_03