title: 2-O-Methyl- and 3,6-di-O-methyl-cellulose from natural cellulose: synthesis and structure characterization.
abstract: For the first time, 2-O-methyl- (2MC) and 3,6-di-O-methyl-cellulose (36MC) were synthesized via 3-O-allyl- and 3-O-methyl-cellulose, respectively. Position 6 of 3-O-allyl- and 3-O-methyl-cellulose was protected with the 4-methoxytrityl groups. The reaction time and temperature were optimized to achieve a high regioselectivity at C-6 and to prevent the introduction of the 4-methoxytrityl group at C-2 of the polymer. It was found that the substituent at C-3 of 3-O-functionalized celluloses influenced the reactivity of the hydroxyl group at C-6. The structure was characterized by means of (1)H and (13)C NMR spectroscopy of the acetates of 2MC and 36MC. 2MC and 36MC were soluble in water and did not show thermoreversible gelation.
authors: Graduate School of Agriculture, Kyoto University, Kyoto 606-8502, Japan.
authors: Atsushi
authors: A
authors: Nakagawa
authors: Chiyo
authors: C
authors: Ishizu
authors: Velina
authors: V
authors: Sarbova
authors: Andreas
authors: A
authors: Koschella
authors: Toshiyuki
authors: T
authors: Takano
authors: Thomas
authors: T
authors: Heinze
authors: Hiroshi
authors: H
authors: Kamitakahara
mesh_terms: D001672:Biocompatible Materials / Q000138:chemical synthesis*; D002482:Cellulose / Q000737:chemistry*; D005503:Food Additives / Q000138:chemical synthesis*; D005782:Gels; D006801:Humans; D009682:Magnetic Resonance Spectroscopy; D008747:Methylcellulose / Q000138:chemical synthesis*; D015394:Molecular Structure; D012995:Solubility; D017550:Spectroscopy, Fourier Transform Infrared; D013237:Stereoisomerism; D013696:Temperature; D014867:Water
chemical_list: D001672:Biocompatible Materials; D005503:Food Additives; D005782:Gels; D014867:Water; D002482:Cellulose; D008747:Methylcellulose