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CAS No. : | 5328-63-2 | MDL No. : | MFCD00063261 |
Formula : | C6H12O5 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | ZBDGHWFPLXXWRD-ARQDHWQXSA-N |
M.W : | 164.16 | Pubchem ID : | 6102754 |
Synonyms : |
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Signal Word: | Warning | Class: | |
Precautionary Statements: | P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313 | UN#: | |
Hazard Statements: | H315-H319 | Packing Group: | |
GHS Pictogram: |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
75% | Acetyl chloride (0.5 mL, 7 mmol) was treated with methanol(2 mL) at 0 C for 30 min, and to this solutionwas added a methanol(10 mL) solution of D-arabinose (1.0 g, 6.7 mmol) at 0 C. Themixturewas allowed to stir at room temperature for 12 h before theaddition of pyridine (0.56 mL, 6.9 mmol). The resulting solutionwasstirred for another 3 h at room temperature. Methyl b-D-arabinopyranosidewas isolated by filtration as a white solid (820 mg, 75%).[a]20D 244 (c 1.0; MeOH); 1H NMR (CD3OD, 400 MHz): d 4.67 (d,1H, J1,2 3.0 Hz, H-1), 3.85 (ddd, 1H, J4,3 3.4, J4,5a 2.3, J4,5b 1.7 Hz, H-4),3.83e3.73 (m, 3H, H-2, H-3, H-5a), 3.57 (dd, 1H, J5a,5b 12.3 Hz, H-5b), 3.39 (s, 3H, OCH3); 13C NMR (100 MHz, CD3OD) d 102.0 (C-1),70.8 (C-4), 70.7 (C-3), 70.3 (C-2), 63.9 (C-5), 55.8 (OCH3). |