Carbohydrate Research 2004-01-22

An efficient chemoenzymatic route to methyl 4-O-benzyl-2,3-anhydro-beta-D-lyxopyranoside from methyl beta-D-xylopyranoside.

Mária Mastihubová, Vladimír Mastihuba, Peter Biely

Index: Carbohydr. Res. 339(2) , 425-8, (2004)

Full Text: HTML

Abstract

Methyl 4-O-benzyl-2,3-anhydro-beta-D-lyxopyranoside, an intermediate for the preparation of methyl beta-D-xylopyranoside derivatives modified at C-2, was obtained in five steps in 58% yield. The synthetic sequence starts from methyl beta-D-xylopyranoside through two main steps involving regioselective enzymatic acetylation and deacetylation catalyzed by lipase PS.


Related Compounds

  • beta-D-Xylopyrano...

Related Articles:

Effects of inhibition of proteoglycan synthesis on the differentiation of cultured rat Schwann cells.

1987-08-01

[J. Cell Biol. 105(2) , 1013-21, (1987)]

Tetraisopropyldisiloxane-1,3-diyl as a versatile protecting group for pentopyranosides.

2012-05-15

[Carbohydr. Res. 353 , 92-5, (2012)]

Transacetylations to carbohydrates catalyzed by acetylxylan esterase in the presence of organic solvent.

2003-10-13

[Biochim. Biophys. Acta 1623 , 62-71, (2003)]

Synthesis of acylated methyl beta-D-xylopyranosides and their enzymic deacylations by rabbit serum esterases.

1997-07-11

[Carbohydr. Res. 302(1-2) , 13-8, (1997)]

Determination of sugar structures in solution from residual dipolar coupling constants: methodology and application to methyl beta-D-xylopyranoside.

2004-10-13

[J. Am. Chem. Soc. 126(40) , 13100-10, (2004)]

More Articles...