- Preparations of Optically Active Homocysteine and Homocystine by Asymmetric Transformation of (RS)-1,3-Thiazane-4-carboxylic Acid
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DL-Homocysteine from (RS)-homocysteine thiolactone hydrochloride was subjected to reaction with formaldehyde in acetic acid to give (RS)-1,3-thiazane-4-carboxylic acid monohydrate .An asymmetric transformation of (RS)-THA*H2O was achieved via salt formation with optically active tartaric acid in the presence of salicylaldehyde in acetic acid.The (R)- and (S)-THA obtained, respectively, from the salt of (R)-THA with (2R,3R)-tartaric acid and its enantiomeric salt were treated with hydroxylamine hydrochloride to give D- and L-Hcy of 100percent optical purity, respectively, in 50percent yield from (RS)-HTL*HCl.Oxidation of D- and L-Hcy with hydrogen peroxide gave D- and L-homocystine, respectively, in 47percent yield.
- Miyazaki, Hideya,Ohta, Atsushi,Kawakatsu, Nobuyuki,Waki, Yukitaka,Gogun, Yasuhiro,et al.
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- Ring size of somatostatin analogues (ODT-8) modulates receptor selectivity and binding affinity
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The synthesis, biological testing, and NMR studies of several analogues of H-c[Cys3-Phe6-Phe7-DTrp8-Lys 9-Thr10-Phe11-Cys14]-OH (ODT-8, a pan-somatostatin analogue, 1)
- Erchegyi, Judit,Grace, Christy Rani R.,Samant, Manoj,Cescato, Renzo,Piccand, Veronique,Riek, Roland,Reubi, Jean Claude,Rivier, Jean E.
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p. 2668 - 2675
(2008/12/22)
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