Arabinofuranoside methyl 2,5-anhydro

It was shown that methyl 2,3-anhydro-/l-D-ribofuranoside (180) forms an equilibrium mixture with methyl 3,5- anhy dr o -/T i)- x y 1 oI uranoside (181), whereas the corresponding a anomer 182 gives in sodium methoxide solution the major product of epoxide-ring opening, namely methyl 2-0-methyl-a-D-arabinofuranoside (183).523,524... 

Methyl 2,3-anhydro-6-0-trityl-a-D-allopyranoside, A-484 Methyl 3,4-anhydro-6-0-trityl-a-D-altropyranoside, A-495 Methyl 2,3-anhydro-6-0-trityl-a-D-gulopyranoside, A-639 Methyl 2,3-anhydro-5-0-trityl-a-D-lyxofuranoside, A-664 Methyl 2,3-anhydro-5-0-trityl-p-D-lyxofnranoside, A-664 Methyl 2,3-anhydro-6-0-trityl-a-D-mannopyranoside, A-676 Methyl 2,3-anhydro-5-0-trityl-a-D-ribofnranoside, A-690 Methyl 2,3-anhydro-5-0-trityl-p-D-ribofnranoside, A-690 Methyl 3,5-anhydro-p-D-xylofuranoside, A-728 Methyl p-D-apiofuranosyl-(l ->6)-p-D-glucopyranoside, A-784 Methyl arabinofuranoside, M-152... 

Methyl 2,5-anhydro-D-allonate, A-481 Methyl 2,5-anhydro-a-L-arabinofuranoside, A-503 Methyl 2,5-anhydro-3-0-benzyl-6-deoxy-D-gluconate, A-523 Methyl 2,5-anhydro-4-0-benzyl-6-deoxy-L-gluconate, A-523... 

Methyl 4-acetamido-2,3-anhydro-4,6-dideoxy-a-D-allopyranoside, A-365 Methyl 4-acetamido-4-deoxy-a-D-arabinofuranoside, A-179 Methyl 4-acetamido-4-deoxy-p-D-arabinofuranoside, A-179 Methyl 4-acetamido-4-deoxy-a-D-arabinopyranoside, A-179 Methyl 4-acetamido-4-deoxy-a-L-arabinopyranoside, A-179 Methyl 4-acetamido-4-deoxy-2,3-di-0-mesyl-p-L-arabinopyranoside, A-179... 

Excellent yields were achieved in the selective acylation at 0-3 of 6-0-acelyl-l,5-anhydro-2-deoxy-D-arafe/no-hex-l-enitol (25) by lipase mediated acyltransfer from several vinylesters. As shown in Scheme 7, the starting material (25) could be recovered in 80% yield from two of the products (26) by enzymatic hydrolysis. Reports have been published on the lipase mediated selective synthesis of 2-functionalised 3-monoesters (27) of methyl 5-0-decyl-a-D-arabinofuranoside, on the regioselective, lipase-catalysed acylation of methyl a- and -D-arabino- and -xylo-pyranoside, on the regioselective acylation and deacylation of 2 -deoxynucleoside derivatives by use of a Pseudomonas fluorescens lipase and a Bacillus subtilis protease, respectively, and on the regioselective acylation of castanospermin with a variety of enzymes in pyridine. 

---