Facile synthesis of 6-amino-6-deoxycellulose.
6-Amino-6-deoxycellulose (4) was synthesized from cellulose by three reaction steps, namely bromination at C-6, displacement of bromine by azide ion, and reduction of the azide group to amino group, in 67% overall yield. The 13C NMR spectrum of compound 4 supports the expected structure for 6-amino-6-deoxycellulose. The degree of substitution of compound 4 was 0.96.
Matsui
Yoshiaki
Y
Division of Forest and Biomaterials Science, Graduate School of Agriculture, Kyoto University, Sakyo-ku, Kyoto 606-8502, Japan.
Ishikawa
Junya
J
Kamitakahara
Hiroshi
H
Takano
Toshiyuki
T
Nakatsubo
Fumiaki
F
D001966:Bromine / Q000737:chemistry; D002482:Cellulose / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy
C504165:6-amino-6-deoxycellulose; D002482:Cellulose; D001966:Bromine