A MODEL REACTION FOR ASSESSING THE COUPLING AND CHIRAL EFFICIENCY OF REAGENTS IN DEPSIDE BOND FORMATION

被引：13

作者：

DAVIES, JS

HOWE, J

LEBRETON, M

机构：

[1] Department of Chemistry, University of Wales, Swansea, Swansea, SA2 8PP, Singleton Park

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2 | 1995年 / 12期

关键词：

D O I：

10.1039/p29950002335

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The formation of Fmoc-L-Ala-L-Phlac-OBzl (and Fmoc-D-Ala-L-Phlac-OBzl if there is racemisation) has been monitored by HPLC analysis for a number of coupling conditions between Fmoc-L-Ala-OH and H-Phlac-OBzl.dagger For this depside link formation it is revealed that CDI, DCC/DMAP and mixed anhydride couplings gave yields near to 50%. Couplings via TBTU, TNTU and TSTU gave lower yields. The best yields were achieved by acid chloride (61%), urethane-N-carboxyanhydrides (80%) and by PyBroP coupling (82%).

引用

页码：2335 / 2339

页数：5

共 38 条

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[2]

BENOITON NL, 1994, INT J PEPT PROT RES, V44, P399

[3]

Bodansky M., 1979, PEPTIDES, V1, P105

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