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Name |
1,2:5,6-Di-O-isopropylidene-Alpha-D-Allofuranose |
EINECS | N/A |
CAS No. | 2595-05-3 | Density | 1.214 g/cm3 |
PSA | 66.38000 | LogP | 0.37520 |
Solubility | N/A | Melting Point |
73-77oC |
Formula | C7H9N3O2 | Boiling Point | 362.753 °C at 760 mmHg |
Molecular Weight | 260.287 | Flash Point | 173.187 °C |
Transport Information | N/A | Appearance | N/A |
Safety | 22-24/25-36/37-26 | Risk Codes | 36/37/38 |
Molecular Structure | Hazard Symbols | Xi | |
Synonyms |
Allofuranose, 1,2:5,6-di-O-isopropylidene-, a-D-(7CI,8CI);1,2:5,6-Di-O-isopropylidene-a-D-allofuranose;1,2:5,6-Diacetone-D-allofuranose;Diacetone-D-allofuranose;(3aR,5S,6R,6aR)-5-[(4S)-2,2-Dimethyl-1,3-dioxolan-4-yl]-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol (non-preferred name); |
Article Data | 76 |
Diacetone D-glucose
Conditions | Yield |
---|---|
With 1,8-diazabicyclo[5.4.0]undec-7-ene In methanol for 2h; Ambient temperature; | 100% |
Conditions | Yield |
---|---|
With sodium tetrahydroborate In ethanol at 0 - 20℃; for 2h; | 96% |
With sodium tetrahydroborate In ethanol; water at 0℃; for 1h; | 90% |
With sodium tetrahydroborate In ethanol; water at 20℃; for 3h; stereoselective reaction; | 84% |
3-O-tetrahydropyranyl-1,2:5,6-di-O-isopropylidene-α-D-allofuranose
Diacetone D-glucose
Conditions | Yield |
---|---|
With water; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate In acetonitrile at 75℃; for 0.5h; | 91% |
With iodine In methanol at 20℃; for 1h; acetal cleavage; | 90% |
3-O-(4,4'-dimethoxytrityl)-1,2:5,6-di-O-isopropylidene-α-D-allofuranose
Diacetone D-glucose
Conditions | Yield |
---|---|
With iodine In methanol at 20℃; for 1h; ether cleavage; | 88% |
With water; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate In acetonitrile at 75℃; for 0.25h; | 85% |
Conditions | Yield |
---|---|
Stage #1: 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose With oxalyl dichloride; dimethyl sulfoxide; triethylamine In dichloromethane at -78℃; Stage #2: With sodium tetrahydroborate In methanol at 0℃; | 85% |
Stage #1: 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose With dipyridinium dichromate; acetic anhydride In dichloromethane Stage #2: With sodium tetrahydroborate In ethanol | 83% |
Stage #1: 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose With dimethyl sulfoxide; triethylamine; trifluoroacetic anhydride In dichloromethane at -65 - 20℃; Stage #2: With sodium tetrahydroborate In methanol at 0℃; for 1h; | 82% |
1,2:5,6-di-O-isopropylidene-α-D-hexofuran-3-ulose
A
Diacetone D-glucose
B
1,2:5,6-di-O-isopropylidene-α-D-glucofuranose
Conditions | Yield |
---|---|
With sodium tetrahydroborate In methanol | A 4.49 g B n/a |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: CrO3; Ac2O; pyridine / CH2Cl2 / 1 h / 0 °C 2: 8.0 g / NaBH4 / ethanol / 0.5 h / 0 °C View Scheme | |
Multi-step reaction with 2 steps 1: CrO3; Ac2O; pyridine / CH2Cl2 / 2.5 h / 0 - 20 °C 2: 4.49 g / NaBH4 / methanol View Scheme | |
Multi-step reaction with 2 steps 1: 85 percent / PCC; 3 Angstroem molecular sieves; neutral alumina / CH2Cl2 / 15 h / 20 °C 2: 96 percent / NaBH4 / aq. ethanol / 2 h / 0 - 20 °C View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 32 percent / ZnCl2; H3PO4 / 30 h / 20 °C 2: 85 percent / PCC; 3 Angstroem molecular sieves; neutral alumina / CH2Cl2 / 15 h / 20 °C 3: 96 percent / NaBH4 / aq. ethanol / 2 h / 0 - 20 °C View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 68 percent / ZnCl2; aq. H3PO4 / 36 h / 20 °C 2: 91 percent / pyridinium dichromate; acetic anhydride / CH2Cl2 / 4 h / 75 °C 3: 90 percent / NaBH4 / ethanol; H2O / 1 h / 0 °C View Scheme | |
Multi-step reaction with 3 steps 1: phosphoric acid; zinc(II) chloride / 36 h / Reflux 2: dipyridinium dichromate; acetic anhydride / dichloromethane / 2 h 3: sodium tetrahydroborate / ethanol / 2 h View Scheme | |
Multi-step reaction with 2 steps 1: zinc(II) chloride; phosphoric acid / acetone 2: acetic anhydride; pyridinium chlorochromate / dichloromethane View Scheme | |
Multi-step reaction with 3 steps 1: zinc(II) chloride; phosphoric acid 2: acetic anhydride; dipyridinium dichromate / dichloromethane 3: sodium tetrahydroborate / ethanol View Scheme | |
Multi-step reaction with 3 steps 1: sulfuric acid 2: chromium(VI) oxide; pyridine; acetic anhydride / dichloromethane / 0.42 h / Cooling with ice 3: sodium tetrahydroborate; ethanol / Cooling with ice View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: zinc(II) chloride / Inert atmosphere; Schlenk technique 2: chromium(VI) oxide; acetic anhydride; pyridine / Inert atmosphere; Schlenk technique 3: sodium tetrahydroborate / ethanol; water / 3 h / 0 °C / Inert atmosphere; Schlenk technique View Scheme |
1,2:5,6-Di-O-isopropylidene-alpha-D-allofuranose (2595-05-3) is called for 1,2:5,6-Di-O-isopropylidene-alpha-D-allofuranoside ; Diacetone-alpha-D-all ; 5-(2,2-Dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-D][1,3]dioxol-6-ol ; Diisopropylideneallofuranose ; Diacetoneglucose ; ZINC04262105 ; CID7157054 ,and so on. 1,2:5,6-Di-O-isopropylidene-alpha-D-allofuranose (2595-05-3) is white solid.
IUPAC Name: (3aR,5S,6R,6aR)-5-[(4R)-2,2-Dimethyl-1,3-dioxolan-4-yl]-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-6-ol
CAS: 2595-05-3
Molecular Formula: C12H20O6
Molecular Weight: 260.28
Molecular structure:
Melting point: 73-76 °C(lit.)
Storage temp.: 2-8°C
H bond acceptors: 6
H bond donors: 1
Freely Rotating Bonds: 2
Index of Refraction: 1.483
Molar Refractivity: 61.24 cm3
Molar Volume: 214.3 cm3
Polarizability: 24.28 10-24cm3
Surface Tension: 43.6 dyne/cm
Density: 1.214 g/cm3
Flash Point: 173.2 °C
Enthalpy of Vaporization: 70.46 kJ/mol
Boiling Point: 362.8 °C at 760 mmHg
Vapour Pressure: 9.94E-07 mmHg at 25°C
1,2:5,6-Di-O-isopropylidene-alpha-D-allofuranose (2595-05-3) is commonly used as chemical reagent.
Hazard Codes: Xi
Risk Statements: 36/37/38 (36/37/38: Irritating to eyes, respiratory system and skin)
Safety Statements: 22-24/25-36/37-26 (22: Do not breathe dust 24/25: Avoid contact with skin and eyes 36/37: Wear suitable protective clothing and gloves 26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice)
WGK Germany: 3
F: 21
Removal in wastewater treatment of 1,2:5,6-Di-O-isopropylidene-alpha-D-allofuranose (2595-05-3) can be stated as follows:
Total removal:2.71 percent
Total biodegradation:0.10 percent
Total sludge adsorption:2.62 percent
Total to Air:0.00 percent
(using 10000 hr Bio P,A,S)