Facile synthesis of 6-amino-6-deoxycellulose

Yoshiaki Matsui; Junya Ishikawa; Hiroshi Kamitakahara; Toshiyuki Takano; Fumiaki Nakatsubo

doi:10.1016/j.carres.2005.02.030

Facile synthesis of 6-amino-6-deoxycellulose

Carbohydr Res. 2005 May 23;340(7):1403-6. doi: 10.1016/j.carres.2005.02.030.

Authors

Yoshiaki Matsui¹, Junya Ishikawa, Hiroshi Kamitakahara, Toshiyuki Takano, Fumiaki Nakatsubo

Affiliation

¹ Division of Forest and Biomaterials Science, Graduate School of Agriculture, Kyoto University, Sakyo-ku, Kyoto 606-8502, Japan.

PMID: 15854613
DOI: 10.1016/j.carres.2005.02.030

Abstract

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.

MeSH terms

Bromine / chemistry
Cellulose / analogs & derivatives*
Cellulose / chemical synthesis
Cellulose / chemistry*
Magnetic Resonance Spectroscopy

Substances

6-amino-6-deoxycellulose
Cellulose
Bromine