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Methyl beta-D-ribofuranoside

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Name

Methyl beta-D-ribofuranoside

EINECS 231-271-5
CAS No. 7473-45-2 Density 1.4 g/cm3
PSA 79.15000 LogP -1.92820
Solubility Soluble in water Melting Point 78 °C
Formula C6H12O5 Boiling Point 348.7 °C at 760 mmHg
Molecular Weight 164.158 Flash Point 164.7 °C
Transport Information N/A Appearance White Solid
Safety 24/25 Risk Codes N/A
Molecular Structure Molecular Structure of 7473-45-2 (Methyl beta-D-ribofuranoside) Hazard Symbols N/A
Synonyms

Ribofuranoside,methyl, b-D- (8CI);Methyl b-D-ribofuranoside;NSC 400285;

Article Data 122

Methyl beta-D-ribofuranoside Synthetic route

37077-80-8

2,3,5-tri-O-acetyl-1-O-methyl-β-D-ribofuranose

7473-45-2

1-O-methyl-D-ribofuranose

Conditions
ConditionsYield
With tris(2,4,6-trimethoxyphenyl)phosphine In methanol at 20℃; for 28h;93%
With potassium carbonate In methanol
67-56-1

methanol

70964-85-1

1-azido-2,3,4-tri-O-acetylribose

7473-45-2

1-O-methyl-D-ribofuranose

Conditions
ConditionsYield
With sodium for 12h; Ambient temperature;90%
67-56-1

methanol

51970-31-1

(2R,3R,4S,5R)-2-azido-5-(hydroxymethyl)tetrahydrofuran-3,4-diol

7473-45-2

1-O-methyl-D-ribofuranose

Conditions
ConditionsYield
With sodium 1.) reflux, 3 h, 2.) RT, overnight;89%
52783-53-6

methyl 2,3,3'-tri-O-benzoyl-β-D-apiofuranoside

7473-45-2

1-O-methyl-D-ribofuranose

Conditions
ConditionsYield
With potassium hydroxide In methanol for 0.5h; Ambient temperature;82%
67-56-1

methanol

50-69-1

D-ribose

A

7473-45-2

1-O-methyl-D-ribofuranose

B

52485-92-4

methyl α-D-ribofuranoside

Conditions
ConditionsYield
With hydrogenchlorideA 70.9%
B 20%
With hydrogenchloride
With iodine for 7h; Product distribution; Heating; HPLC analysis (used dihydrogen sulphate form column) of product distribution in iodine-catalyzed methyl glycosidation;
Conditions
ConditionsYield
With Dowex-50 (HCl form) at 0 - 25℃; for 72h; Inert atmosphere;68%
With hydrogenchloride; water at 20℃; for 3.5h;63%
With hydrogenchloride at 20℃; for 3.5h;63%
With sulfuric acid
With sulfuric acid for 20h; Ambient temperature;
Conditions
ConditionsYield
With sulfuric acid at 4℃; for 24h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
With sulfuric acid at 0 - 4℃; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
With hydrogenchloride at 25℃; for 1.5h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
sulfuric acid at 20℃; Cooling with ice;
With Dowex 50Wx8 H+ form at 4℃; for 20h;A n/a
B n/a
67-56-1

methanol

C72H112O8*C5H10O5

7473-45-2

1-O-methyl-D-ribofuranose

Conditions
ConditionsYield
In tetrachloromethane for 24h; Ambient temperature; Yield given;
36468-53-8

β-D-ribofuranose

131451-60-0

(1R,2R,4aS,5S,8aR)-2-(2-Hydroxy-ethyl)-5-methoxymethoxy-1-methyl-1,2,4a,5,6,7,8,8a-octahydro-naphthalene-1-carboxylic acid methyl ester

7473-45-2

1-O-methyl-D-ribofuranose

Conditions
ConditionsYield
With hydrogenchloride Ambient temperature;
92516-73-9

methyl 5-benzoyl-2,3-benzoxonium-α-D-xylofuranoside

A

7473-45-2

1-O-methyl-D-ribofuranose

B

52485-92-4

methyl α-D-ribofuranoside

Conditions
ConditionsYield
With sodium methylate; sodium hydrogencarbonate 2.) CH3OH; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;

Methyl beta-D-ribofuranoside Specification

The CAS register number of Methyl beta-D-ribofuranoside is 7473-45-2. It also can be called as β-D-Ribofuranoside, methyl and the IUPACc name about this chemical is (2R,3S,4R,5R)-2-(hydroxymethyl)-5-methoxyoxolane-3,4-diol. The molecular formula about this chemical is C6H12O5 and molecular weight is 164.16. It belongs to the following product categories which include 13C & 2H Sugars; Biochemistry; Nucleosides, Nucleotides & Related Reagents; Ribose; Riboses and 2'-Deoxyriboses; Sugars; Carbohydrates & Derivatives; Carbohydrates; Carbohydrates A to; Carbohydrates M-OBiochemicals and Reagents; Monosaccharide and so on.

Physical properties about Methyl beta-D-ribofuranoside are: (1)ACD/LogP: -0.83; (2)ACD/LogD (pH 5.5): -0.83; (3)ACD/LogD (pH 7.4): -0.83; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 8.38; (7)ACD/KOC (pH 7.4): 8.38; (8)#H bond acceptors: 5; (9)#H bond donors: 3; (10)#Freely Rotating Bonds: 5; (11)Polar Surface Area: 46.15Å2; (12)Index of Refraction: 1.522; (13)Molar Refractivity: 35.77 cm3; (14)Molar Volume: 117.2 cm3; (15)Polarizability: 14.18x10-24cm3; (16)Surface Tension: 58.4 dyne/cm; (17)Enthalpy of Vaporization: 68.68 kJ/mol; (18)Boiling Point: 348.7 °C at 760 mmHg; (19)Vapour Pressure: 3.01E-06 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: O[C@@H]1[C@H](O[C@@H](OC)[C@@H]1O)CO
(2)InChI: InChI=1/C6H12O5/c1-10-6-5(9)4(8)3(2-7)11-6/h3-9H,2H2,1H3/t3-,4-,5-,6-/m1/s1
(3)InChIKey: NALRCAPFICWVAQ-KVTDHHQDBI
(4)Std. InChI: InChI=1S/C6H12O5/c1-10-6-5(9)4(8)3(2-7)11-6/h3-9H,2H2,1H3/t3-,4-,5-,6-/m1/s1
(5)Std. InChIKey: NALRCAPFICWVAQ-KVTDHHQDSA-N

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