Synthesis of [1, 2‐ 13 C 2 ]‐S‐Lysine Hydrochloride | Zendy

Yuan SunShine | Zendy; Ajami Alfred M. | Zendy

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Synthesis of [1, 2‐ 13 C 2 ]‐S‐Lysine Hydrochloride

Author(s) -

Yuan SunShine,

Ajami Alfred M.

Publication year - 1989

Publication title -

journal of the chinese chemical society

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.329

H-Index - 45

eISSN - 2192-6549

pISSN - 0009-4536

DOI - 10.1002/jccs.198900066

Subject(s) - chemistry , yield (engineering) , catalysis , acetamide , hydrochloride , hydroformylation , lysine , carbon monoxide , cobalt , organic chemistry , medicinal chemistry , amino acid , biochemistry , materials science , rhodium , metallurgy

Cobalt catalyzed hydroformylation‐amidocarbonylation of 3‐cyanopropene by carbon‐13 monoxide and acetamide produced a [1,2‐ 13 C 2 ]‐labelled mixture of 5‐cyano‐2‐acetamidopentanoic acid and 4‐cyano‐3‐methyl‐2‐acetamidobutanoic acid (n to b ratio of 7 to 3. 55% yield). Acylase I resolution of this mixture gave the free S‐amino acids which could be separated by crystallization. Catalytic reduction of the cyano group of the straight chain acid furnished [1,2‐ 13 C 2 ] ‐S‐lysine. HCl.

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