한호규 마혜덕 신동윤 허정회 한민수 남기달 2024-01-20T21:06:12Z 2024-01-20T21:06:12Z 2021-09-06 2009-06 1229-4160 https://pubs.kist.re.kr/handle/201004/132424 N-(2-Deoxy-β-D-glucopyranosyl)-N'-(4-aminomethyl-2-imino-1,3-thiazoline)urea derivatives 7 were synthesized from a reaction of isocyanato-β-D-glucopyranose 6 with 4-aminomethyl-2-phenylimino-1,3-thiazoline derivatives 4. β-D-glucopyranosyl isothiocyanate 6 was obtained by a dehydrochlorination of β-D-glucosamine hydrogenchloride salt 5 followed by the reaction of triphogene, which was unstable to isolate at room temperature. 4-Phthalimidyl-1,3-thiazoline dervitives 3 were prepared by a reaction of α-bromoketophthalimide 1 with the corresponding N-methyl-N'-phenylthioureas 2, of which phthalimidyl protecting group was deprotected by the treatment of methylamine to give the 4-aminomethyl-1,3-thiazolines 4. The effective methodology for synthesis of β-D-glucopyranose derivatives in which ureido function was introduced at C-2 was presented from this study. Korean 한국키틴키토산학회 N-(2-Deoxy-β-D-glucopyranosyl)-N'-(4-aminomethyl-2-imino-1,3-thiazoline)urea 유도체의 합성 A Synthesis of N-(2-Deoxy-β-D-glucopyranosyl)-N'-(4-aminomethyl-2-imino-1,3-thiazoline)urea Derivatives Article 2 Journal of Chitin and Chitosan, v.14, no.2, pp.101 - 106 Journal of Chitin and Chitosan 14 2 101 106 kci ART001361832 β-D-glucosamine isocyanate triphosgene thiazoline phthalimide β-D-glucosamine isocyanate triphosgene thiazoline phthalimide