Solution-Phase Parallel Synthesis of Carbamates Using Polymer-Bound N-Hydroxysuccinimide

Organic Letters

Volumn 4, Issue 22, 2002, Pages 3923-3926

  Sumiyoshi, Hirokazu ^a,b   Shimizu, Takafumi ^a,b   Katoh, Miho ^a,b   Baba, Yoshiyasu ^a,b   Sodeoka, Mikiko ^a,b  

^a TOHOKU UNIVERSITY   (Japan)

^b JAPAN SCIENCE AND TECHNOLOGY AGENCY   (Japan)

Author keywords

[No Author keywords available]

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ARTICLE;

EID: 0344110744     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol026756f     Document Type: Article

References (22)

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19. Reaction with N-hydroxymaleimide or Fmoc-Cl was assumed to be almost quantitative, and the loading of resin 2 or 4a was estimated from the original loading of the thiophenol group and the weight of the recovered resin 2 or 4a.
20. 1H NMR analysis.
21. Recently, solid-phase synthesis of carbamates using a large excess of alcohols and amines was reported. However, it requires an acid cleavage step to obtain the final product. See: Fernandez-Fomer, D.; Huerta, J. M.; Ferrer, M.; Casals, G.; Ryder, H.; Giralt, E.; Albericio, F. Tetrahedron Lett. 2002, 43, 3543-3546.
22. 2, and evaporation of the solvent.