(3S,3aR,6R,6aS)-6-(nitrooxy)hexahydrofuro[3,2-b]furan-3-yl acetate synthesis
- Product Name:(3S,3aR,6R,6aS)-6-(nitrooxy)hexahydrofuro[3,2-b]furan-3-yl acetate
- CAS Number:39813-48-4
- Molecular formula:C8H11NO7
- Molecular Weight:233.18
13042-39-2
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Yield:39813-48-4 85%
Reaction Conditions:
with nitric acid;acetic anhydride in dichloromethane;water;
Steps:
8 EXAMPLE 8
EXAMPLE 8 1.4 ml 65% nitric acid is mixed at 0° C. with 5.5 ml acetic acid anhydride, and a solution of 1.4 ml dichloromethane and 2.6 g (13.8 mmol) isosorbide-2-acetate is added dropwise at this temperature. It is stirred for a further 20 minutes at room temperature, 2.8 ml dichloromethane and 6.9 ml water are added and the phases are separated. The organic phase is extracted with dilute ammonia solution until it is neutral, it is dried over MgSO4 and the solvent is removed. Yield: 2.73 g (11.7 mmol) 2-O-acetyl-isosorbide-5-nitrate (85%) colourless crystalline substance m.p. 95°-96° C.
References:
US5614643,1997,A
13042-38-1
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39813-48-4
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