2,7-Di-tert-butyl-Fmoc-P-OSu: a new polymer-supported reagent for the protection of the amino group.
The polymer-supported (2,7-di-tert-butyl-9-fluorenyl)methyl succinimidyl carbonate (Dtb-Fmoc-P-OSu), derived from (2,7-di-tert-butyl-9-fluorenyl)methyl chloroformate (Fmoc-Cl) and a polymeric N-hydroxysuccinimide (P-HOSu), has been used for the preparation of Dtb-Fmoc-protected amines and amino acids. After the N-protection reaction, the liberated P-HOSu can be recovered and reused. This Dtb-Fmoc-protection improves the solubility of the Fmoc-protected analogues.
Chinchilla
Rafael
R
Departamento de Química Orgánica, Universidad de Alicante, Apartado 99, Spain.
Dodsworth
David J
DJ
Nájera
Carmen
C
Soriano
José M
JM
D000588:Amines / Q000737:chemistry; D000596:Amino Acids / Q000737:chemistry*; D005449:Fluorenes / Q000737:chemistry*; D009930:Organic Chemicals / Q000138:chemical synthesis*; D011108:Polymers / Q000737:chemistry*; D013329:Structure-Activity Relationship; D013388:Succinimides / Q000138:chemical synthesis*
C470123:(2,7-di-tert-butyl-9-fluorenyl)methyl succinimidyl carbonate; D000588:Amines; D000596:Amino Acids; D005449:Fluorenes; C016456:N(alpha)-fluorenylmethyloxycarbonylamino acids; D009930:Organic Chemicals; D011108:Polymers; D013388:Succinimides