ChemicalBook CAS DataBase List BIS THF Nitro Derivative 1

BIS THF Nitro Derivative 1 synthesis

8synthesis methods

Product Name:BIS THF Nitro Derivative 1
CAS Number:288296-64-0
Molecular formula:C13H13NO7
Molecular Weight:295.24

5070-13-3 Synthesis

5070-13-3
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$5.00/5g

156928-09-5 Synthesis

(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-ol

156928-09-5
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$80.00/1g

288296-64-0
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Yield:288296-64-0 160 g

Reaction Conditions:

with triethylamine in dichloromethane at 20 - 30;

Steps:

11 Preparation of (3R,3aS,6aR)-Hexahydrofuro[2,3-b]-furan-3-yl-4-nitrophenyl carbonate (2)

Example 11
Preparation of (3R,3aS,6aR)-Hexahydrofuro[2,3-b]-furan-3-yl-4-nitrophenyl carbonate (2)
To the solution of (3R,3aS,6aR)-Hexahydrofuro[2,3-b]furan-3-ol (1,100 g) and Bis-nitrophenyl carbonate (257.2 g) in methylene dichloride (1200 mL), triethylamine solution (132 g in 300 mL of methylene dichloride) was added slowly at 20-30° C. for 2-3hours.
Maintained the reaction at the same temperature for 8-10 hours, after completion of reaction water (500 mL) was added for 30-60 minutes and settled the reaction mass then separated the organic layer.
Organic layer was washed with 10% acetic acid (100 mL) and 10% sodium chloride solution (500 mL), distilled the organic layer and co distilled with ethyl acetate (100mL).
Ethyl acetate (300 mL) was added to the distillate and heated to 50-55° C. for 30-45 minutes to get clear solution, the solution was cooled to 5-10° C. and maintained at the same temperature for 60 minutes.
The obtained solid was filtered, washed with ethanol (100 mL) and dried the wet material at 40-45° C. for 10-14 hours to get title compound 2 (yield 160 g).

References:

US2014/350270,2014,A1 Location in patent:Paragraph 0059

7693-46-1 Synthesis