Synthesis of optically pure C α ‐methyl‐arginine

1992; Wiley; Volume: 40; Issue: 2 Linguagem: Inglês

10.1111/j.1399-3011.1992.tb01459.x

ISSN

0367-8377

Autores

Zhenping Tian, Patrick J. B. Edwards, Roger W. Roeske,

Tópico(s)

Carbohydrate Chemistry and Synthesis

Resumo

Optically pure L‐(+)‐C α ‐methyl‐arginine and D‐(‐)‐C α ‐methyl‐arginine were synthesized. Experimental results indicated that DL‐ C α ‐methyl‐arginine methyl ester could be resolved by trypsin, but workup posed a technical difficulty. Chemical resolution at the stage of DL‐C α ‐methyl‐ornithine, followed by selective guanid‐ination using N,N ′‐di‐Cbz‐S‐methylisothiourea and hydrogenolysis provided a effective and practical method for the synthesis of optically pure C α ‐methyl‐arginine.

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