A facile method for preparation of t-butyloxycarbonylamino acid p-nitroanilides.
A series of p-nitroanilides of t-butyloxycarbonylamino acids, including Boc-Trp, Boc-Asn, Boc-Gln, Boc-Ser(But), Boc-Thr(But), Boc-Asp(OBut), Boc-Lys(TFA), and Boc-His(Boc), were prepared conveniently by the mixed anhydride method using 2,2-dimethylpropanoic chloride (pivaloyl chloride). The products were obtained in 40-60% yields after purification by column chromatography on Sephadex LH-20. p-Nitroanilide of histidine was purified after deprotection of Boc-His(Boc)-pNA and obtained as H-His-pNA.2HCl.
Noda
K
K
Laboratory of Biochemistry, Fukuoka Women's University, Japan.
Oda
M
M
Sato
M
M
Yoshida
N
N
D000596:Amino Acids / Q000138:chemical synthesis*; D000812:Anhydrides; D000813:Anilides / Q000138:chemical synthesis*; D007202:Indicators and Reagents; D009574:Nitro Compounds / Q000138:chemical synthesis*; D010421:Pentanoic Acids
D000596:Amino Acids; D000812:Anhydrides; D000813:Anilides; D007202:Indicators and Reagents; D009574:Nitro Compounds; D010421:Pentanoic Acids; C059099:pivaloyl chloride