ChemicalBook CAS DataBase List 3,4-DI-O-ACETYL-L-ARABINAL

3,4-DI-O-ACETYL-L-ARABINAL synthesis

6synthesis methods

Product Name:3,4-DI-O-ACETYL-L-ARABINAL
CAS Number:3945-18-4
Molecular formula:C9H12O5
Molecular Weight:200.19

75247-31-3 Synthesis

2,3,4-TRI-O-ACETYL-ALPHA-L-ARABINOPYRANOSYL BROMIDE

75247-31-3
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3945-18-4
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$60.00/500mg

Yield:3945-18-4 91%

Reaction Conditions:

with ammonium chloride;zinc;bis(acetylacetonate)oxovanadium in methanol at 20; for 0.166667 h;Product distribution / selectivity;

Steps:

3

L-arabinose is converted to the corresponding glycal derivative via a key reductive elimination step and converting the resulting glycal intermediate to methyl 2-deoxy ribofuranoside. See M. L. Sznaidman, M. R. Almond, and A. Pesyan. Nucleosides, Nucleotides & Nucleic Acids 2002, 21, 155-163; Z.-X. Wang, W. Duan, L. I. Wiebe, J. Balzarini, E. D. Clercq, and E. E. Knaus, Nucleosides, Nucleotides & Nucleic Acids 2001, 20, 11-40; and R. V. Stick, K. A. Stubbs, D. M. G. Tilbrook, and A. G. Watts, Aust. J. Chem. 2002, 55, 83-85.

References:

US2005/59632,2005,A1 Location in patent:Page/Page column 21