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N-(9-Fluorenylmethoxycarbonyloxy)succinimide is the most efficient reagent for the selective preparation of N-(9-fluorenylmethoxycarbonyl) derivatives of hydroxy-amino acids. Dipeptide formation is lower than with the chloroformate, Fmoc-Cl. It is also employed in the synthesis of glycopeptides.
Reagent for the preparation of Fmoc derivatives of amino acids, avoiding problems arising from mixed anhydride formation; preferred especially for the protection of hydroxy amino acids: Can. J. Chem., 60, 976 (1982); Biopolymers, 22, 2157 (1983); Synthesis, 671 (1978). For peptide reagents, see Appendix 6.
Bartolami, E.; Gilles, A.; Dumy, P.; Ulrich, S. Synthesis of alpha-PNA containing a functionalized triazine as nucleobase analogue. Tetrahedron Lett. 2015, 56 (18), 2319-2323.
Wang, N.; Seko, A.; Takeda, Y.; Ito, Y. Preparation of asparagine-linked monoglucosylated high-mannose-type oligosaccharide from egg yolk. Carbohydr. Res. 2015, 411, 37-41.
Hazard Statements: H302-H317
Harmful if swallowed. May cause an allergic skin reaction.
Precautionary Statements: P261-P264b-P270-P272-P280g-P301+P312-P302+P352-P330-P333+P313-P363-P501c
Avoid breathing dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Do not eat, drink or smoke when using this product. Contaminated work clothing should not be allowed out of the workplace. Wear protective gloves. IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell. IF ON SKIN: Wash with plenty of soap and water. Rinse mouth. If skin irritation or rash occurs: Get medical advice/attention. Wash contaminated clothing before reuse. Dispose of contents/ container to an approved waste disposal plant