PYBOP AND PYBROP - 2 REAGENTS FOR THE DIFFICULT COUPLING OF THE ALPHA,ALPHA-DIALKYL AMINO-ACID, AIB

被引:208
作者
FREROT, E [1 ]
COSTE, J [1 ]
PANTALONI, A [1 ]
DUFOUR, MN [1 ]
JOUIN, P [1 ]
机构
[1] CTR CNRS INSERM PHARMACOL ENDOCRINOL,F-34094 MONTPELLIER 5,FRANCE
关键词
D O I
10.1016/S0040-4020(01)80922-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The difficult coupling of alpha-aminoisobutyric acid (Aib) was carried out using PyBOP(R) and PyBroP in a comparative study with BOP and BroP. These reagents gave good results under simple conditions (one pot, r.t., 1 h). Coded amino acids could be coupled with Aib using PyBOP under standard conditions of peptide synthesis without racemization whereas the coupling of two Aib residues required PyBroP/DMAP. A fragment containing an Aib C-terminal could be coupled without epimerization of the penultimate residue.
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页码:259 / 270
页数:12
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