Synthesis and mass spectra of 4-O-acetyl-1,5-anhydro-2,3,6-tri-O-(methoxycarbonylmethyl)-d-glucitol and the positional isomers of 4-O-acetyl-1,5-anhydro-di-O-(methoxycarbonylmethyl)-O-methyl-d-glucitol and 4-O-acetyl-1,5-anhydro-O-(methoxycarbonylmethyl)di-O-methyl-d-glucitol

✍ Scribed by Samuel G. Zeller; George W. Griesgraber; Gary R. Gray

• Publisher: Elsevier Science
• Year: 1991
• Tongue: English
• Weight: 765 KB
• Volume: 211
• Category: Article
• ISSN: 0008-6215
• DOI: 10.1016/0008-6215(91)84145-5

✦ Synopsis

Reductive cleavage of fully methylated, partially O-carboxymethylated cellulose had previously been shown to produce 4-O-acetyl-1,5-anhydro-2,3,6-tri-O-methyl-, -2-O-(methoxycarbonylmethyl)-3,6-di-O-methyl-, -3-O-(methoxycarbonylmethyl)-2,6-di-O-methyl-, -6-O-(methoxycarbonylmethyl)-2,3-di-O-methyl-, -2,3-di-O-(methoxycarbonylmethyl)-6-O-methyl-, -2,6-di-O-(methoxycarbonylmethyl)-3-O-methyl-, -3,6-di-O-(methoxycarbonylmethyl)-2-O-methyl-, and -2,3,6-tri-O-(methoxycarbonylmethyl)-D-glucitol. Described herein is the independent synthesis of these derivatives, except for the first, which had been reported. In addition, their 1H-n.m.r. spectra, chemical-ionization (NH3) mass spectra, and electronionization mass spectra are tabulated.