ChemicalBook CAS DataBase List 4-NITROPHENYL-ALPHA-D-GLUCOPYRANOSIDE

4-NITROPHENYL-ALPHA-D-GLUCOPYRANOSIDE synthesis

7synthesis methods

Product Name:4-NITROPHENYL-ALPHA-D-GLUCOPYRANOSIDE
CAS Number:3767-28-0
Molecular formula:C12H15NO8
Molecular Weight:301.25

14131-42-1 Synthesis

(4-NITRO)PHENYL-2,3,4,6-TETRA-O-ACETYL-ALPHA-D-GLUCOPYRANOSIDE

14131-42-1
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3767-28-0
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Yield:3767-28-0 51%

Reaction Conditions:

with sodium methylate in methanol;

Steps:

2.5 5. Preparation of p-nitrophenyl-α-D-glucopyranoside substrate of formula (VIII-2)

11.7 g of the compound of the formula (VI-2) was obtained above in a 250 mL round bottom flask.Add 90 mL of anhydrous methanol,Stir at room temperature and add 5.4 g of sodium methoxide.TLC (thin layer chromatography) detection,At the end of the reaction, the reaction solution was decolorized with 1 g of activated carbon.The insoluble material was removed by filtration, and concentrated to dryness under reduced pressure. The crude product was separated by silica gel column chromatography, and the solvent was methanol: dichloromethane (volume ratio) = 1:6.3.8 g of p-nitrophenyl-α-D-glucopyranoside substrate represented by white formula (VIII-2) was obtained.The yield was 51%.

References:

CN109705177,2019,A Location in patent:Paragraph 0027; 0028