Novel deprotection method of Fmoc group under neutral hydrogenation conditions.
Novel deprotection method of the Fmoc (9-flurorenylmethoxycarbonyl) protective group under Pd/C-catalyzed hydrogenation conditions at room temperature was developed. The addition of CH(3)CN accelerated the deprotection of the Fmoc group, and also the application of H(2) pressure (3 atm) shows notable rate enhancement.
Maegawa
Tomohiro
T
Laboratory of Medicinal Chemistry, Gifu Pharmaceutical University, 5-6-1 Mitahora-higashi, Gifu 502-8585, Japan.
Fujiwara
Yuta
Y
Ikawa
Takashi
T
Hisashi
Hideo
H
Monguchi
Yasunari
Y
Sajiki
Hironao
H
D000097:Acetonitriles / Q000737:chemistry*; D000596:Amino Acids / Q000138:chemical synthesis / Q000737:chemistry*; D002384:Catalysis; D005449:Fluorenes / Q000138:chemical synthesis / Q000737:chemistry*; D006865:Hydrogenation; D008722:Methods; D010165:Palladium / Q000737:chemistry*
C496789:9-fluorenylmethoxycarbonyl; D000097:Acetonitriles; D000596:Amino Acids; D005449:Fluorenes; C016456:N(alpha)-fluorenylmethyloxycarbonylamino acids; D010165:Palladium; C032159:acetonitrile