Asymmetric synthesis of .ALPHA.-methylornithine.

Kirihata, Mitsunori; Mihara, Sei; Ichimoto, Itsuo; Ueda, Hiroo

doi:10.1271/bbb1961.42.185

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Reaction With Nn'-bis(benzyloxycarbony1)-s-methyl-1

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1992

1995

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“…Fi-mic DL-C"-methyl-ornithine 8 was synthesized and resolved as previously reported (10, [19][20][21]. Fi-mic DL-C"-methyl-ornithine 8 was synthesized and resolved as previously reported (10, [19][20][21].…”

Section: Reaction With Nn'-bis(benzyloxycarbony1)-s-methyl-mentioning

confidence: 88%

Synthesis of optically pure C^α‐methyl‐arginine

Tian

Edwards

Roeske

1992

International Journal of Peptide and Protein Research

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

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