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| CAS No.: | 6564-72-3 |
|---|---|
| Name: | 2,3,4,6-TETRA-O-BENZYL-D-GLUCOPYRANOSE |
| Article Data: | 169 |
| Molecular Structure: | |
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|
|
| Formula: | C34H36O6 |
| Molecular Weight: | 540.656 |
| Synonyms: | Glucopyranose,2,3,4,6-tetra-O-benzyl-, a-D- (8CI);2,3,4,6-Tetra-O-benzyl-alpha-D-glucose;2,3,4,6-tetra-O-benzyl-d-glucopyranose; |
| EINECS: | 667-304-9 |
| Density: | 1.222 g/cm3 |
| Melting Point: | 151-156 °C |
| Boiling Point: | 672.378 °C at 760 mmHg |
| Flash Point: | 360.441 °C |
| Solubility: | Soluble in CHCl3. Insoluble in water. |
| Appearance: | White crystaline solid |
| Hazard Symbols: |
 Xi
|
| Risk Codes: | R36/37/38 |
| Safety: | 22-24/25 |
| PSA: | 66.38000 |
| LogP: | 5.67660 |
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- 6564-72-3
2,3,4,6-tetra-O-benzyl-D-glucopyranose
| Conditions | Yield |
|---|---|
| With sulfuric acid; acetic acid In water for 2h; Reflux; | 97% |
| With hydrogenchloride In water; acetic acid at 85℃; for 7h; Reflux; | 63% |
| With sulfuric acid In methanol; water; acetic acid | 41% |
- 139684-64-3
(Z)-prop-1'-enyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside
- 6564-72-3
2,3,4,6-tetra-O-benzyl-D-glucopyranose
| Conditions | Yield |
|---|---|
| With hydrogenchloride In methanol; acetone for 0.5h; | 94% |
- 104992-64-5
methyl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-glucopyranoside
- 6564-72-3
2,3,4,6-tetra-O-benzyl-D-glucopyranose
| Conditions | Yield |
|---|---|
| With calcium carbonate; mercury dichloride In water; acetonitrile for 5h; Heating; | 77% |
- 70893-32-2
2-benzothiazolyl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-glucopyranoside
- 6564-72-3
2,3,4,6-tetra-O-benzyl-D-glucopyranose
| Conditions | Yield |
|---|---|
| With N-Bromosuccinimide; water In acetone at 20℃; for 0.5h; Concentration; | 73.3% |
- 660851-96-7
(2R,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-(2,2-dichloro-1-methyl-vinyloxy)-tetrahydro-pyran
- 6564-72-3
2,3,4,6-tetra-O-benzyl-D-glucopyranose
| Conditions | Yield |
|---|---|
| With trifluoroacetic acid at 65℃; for 3h; | 65% |
- 131531-76-5
p-methylphenyl 2,3,4,6-tetra-O-benzyl-thio-β-D-glucopyranoside
- 6564-72-3
2,3,4,6-tetra-O-benzyl-D-glucopyranose
| Conditions | Yield |
|---|---|
| With N-Bromosuccinimide; water In water; acetone at 20℃; for 0.5h; Concentration; | 62% |
- 84799-77-9
methyl 2,3,4,6-tetra-O-benzyl-D-glucopyranoside
B
- 6564-72-3
2,3,4,6-tetra-O-benzyl-D-glucopyranose
| Conditions | Yield |
|---|---|
| With sulfuric acid In acetic acid | A n/a B 53% |
- 582-52-5, 2595-05-3, 10368-86-2, 13100-30-6, 14686-89-6, 23262-79-5, 26597-74-0, 26623-15-4, 38166-58-4, 38166-60-8, 79943-22-9, 83730-28-3
1,2:5,6-di-O-isopropylidene-D-glucofuranoside
- 6564-72-3
2,3,4,6-tetra-O-benzyl-D-glucopyranose
| Conditions | Yield |
|---|---|
| (i) HCl, AllOH, (ii) (benzylation), (iii) aq. HCl, acetone; Multistep reaction; |
- 19488-61-0
methyl 2,3,4,6-tetra-O-benzyl α-D-glucopyranoside
A
- 80300-30-7
1-O-acetyl-2,3,4,6-tetra-O-benzyl-D-glucopyranose
B
- 6564-72-3
2,3,4,6-tetra-O-benzyl-D-glucopyranose
C
- 59531-24-7
2,3,4,6-tetra-O-benzyl-D-glucopyranoside
| Conditions | Yield |
|---|---|
| With trifluorormethanesulfonic acid; acetic acid for 4h; Yield given. Yields of byproduct given; | |
| With trifluorormethanesulfonic acid; acetic acid for 240h; Yield given. Yields of byproduct given; |
- 59531-24-7
2,3,4,6-tetra-O-benzyl-D-glucopyranoside
- 6564-72-3
2,3,4,6-tetra-O-benzyl-D-glucopyranose
| Conditions | Yield |
|---|---|
| With pyridine; dmap In dichloromethane at 22℃; Equilibrium constant; |
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Specification
The CAS register number of a-D-Glucopyranose,2,3,4,6-tetrakis-O-(phenylmethyl)- is 6564-72-3. It also can be called as Glucopyranose,2,3,4,6-tetra-O-benzyl-, a-D- (8CI) and the systematic name about this chemical is 2,3,4,6-tetra-O-benzyl-D-glucopyranose. The molecular formula about this chemical is C34H36O6 and the molecular weight is 540.65. It belongs to the following product categories which include Pharmaceutical Intermediates and so on.
Physical properties about a-D-Glucopyranose,2,3,4,6-tetrakis-O-(phenylmethyl)- are: (1)ACD/LogP: 6.00; (2)# of Rule of 5 Violations: 2; (3)ACD/LogD (pH 5.5): 9; (4)ACD/LogD (pH 7.4): 9; (5)ACD/BCF (pH 5.5): 1000000; (6)ACD/BCF (pH 7.4): 1000000; (7)ACD/KOC (pH 5.5): 2005989; (8)ACD/KOC (pH 7.4): 2005921; (9)#H bond acceptors: 6; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 14; (12)Polar Surface Area: 66.38 Å2; (13)Index of Refraction: 1.619; (14)Molar Refractivity: 155.285 cm3; (15)Molar Volume: 442.429 cm3; (16)Polarizability: 61.56x10-24cm3; (17)Surface Tension: 55.009 dyne/cm; (18)Density: 1.222 g/cm3; (19)Flash Point: 360.441 °C; (20)Enthalpy of Vaporization: 103.758 kJ/mol; (21)Boiling Point: 672.378 °C at 760 mmHg.
Preparation: this chemical can be prepared by benzyl-(tetra-O-benzyl-b-D-glucopyranoside). This reaction will need reagent of ammonium formate and solvent of methanol. This reaction needs catalytic agent of 10percent Pd/Al2O3. The reaction time is 12 hours. The yield is about 75%.
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Uses of a-D-Glucopyranose,2,3,4,6-tetrakis-O-(phenylmethyl)-: it can be used to produce benzoic acid 3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl ester with benzoic acid. This reaction will need reagent of Ph3P (TPP), diisopropyl azodicarboxylate (DIAD) and solvent of tetrahydrofuran. The reaction time is 2 hours with reaction temperature of -50 - 20 °C. The yield is about 54%.
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When you are using this chemical, please be cautious about it as the following:
This chemical is harmful if swallowed. It is toxic in contact with skin. It is also toxic if swallowed. If you want to store this chemical, keep in a cool place.
You can still convert the following datas into molecular structure:
(1)SMILES: O(Cc1ccccc1)[C@@H]4[C@@H](OCc2ccccc2)[C@H](OCc3ccccc3)[C@H](OC4O)COCc5ccccc5
(2)InChI: InChI=1/C34H36O6/c35-34-33(39-24-29-19-11-4-12-20-29)32(38-23-28-17-9-3-10-18-28)31(37-22-27-15-7-2-8-16-27)30(40-34)25-36-21-26-13-5-1-6-14-26/h1-20,30-35H,21-25H2/t30-,31-,32+,33-,34?/m1/s1
(3)InChIKey: OGOMAWHSXRDAKZ-BKJHVTENBB
(4)Std. InChI: InChI=1S/C34H36O6/c35-34-33(39-24-29-19-11-4-12-20-29)32(38-23-28-17-9-3-10-18-28)31(37-22-27-15-7-2-8-16-27)30(40-34)25-36-21-26-13-5-1-6-14-26/h1-20,30-35H,21-25H2/t30-,31-,32+,33-,34?/m1/s1
(5)Std. InChIKey: OGOMAWHSXRDAKZ-BKJHVTENSA-N
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