Product Name

  • Name

    Methyl beta-D-ribofuranoside

  • EINECS 231-271-5
  • CAS No. 7473-45-2
  • Article Data122
  • CAS DataBase
  • Density 1.4 g/cm3
  • 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
  • Appearance White Solid
  • Safety 24/25
  • Risk Codes
  • Molecular Structure Molecular Structure of 7473-45-2 (Methyl beta-D-ribofuranoside)
  • Hazard Symbols
  • Synonyms Ribofuranoside,methyl, b-D- (8CI);Methyl b-D-ribofuranoside;NSC 400285;
  • PSA 79.15000
  • LogP -1.92820

Synthetic route

2,3,5-tri-O-acetyl-1-O-methyl-β-D-ribofuranose
37077-80-8

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

1-O-methyl-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
methanol
67-56-1

methanol

1-azido-2,3,4-tri-O-acetylribose
70964-85-1

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

1-O-methyl-D-ribofuranose
7473-45-2

1-O-methyl-D-ribofuranose

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

methanol

(2R,3R,4S,5R)-2-azido-5-(hydroxymethyl)tetrahydrofuran-3,4-diol
51970-31-1

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

1-O-methyl-D-ribofuranose
7473-45-2

1-O-methyl-D-ribofuranose

Conditions
ConditionsYield
With sodium 1.) reflux, 3 h, 2.) RT, overnight;89%
methyl 2,3,3'-tri-O-benzoyl-β-D-apiofuranoside
52783-53-6

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

1-O-methyl-D-ribofuranose
7473-45-2

1-O-methyl-D-ribofuranose

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

methanol

D-ribose
50-69-1

D-ribose

A

1-O-methyl-D-ribofuranose
7473-45-2

1-O-methyl-D-ribofuranose

B

methyl α-D-ribofuranoside
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
methanol
67-56-1

methanol

C72H112O8*C5H10O5

C72H112O8*C5H10O5

1-O-methyl-D-ribofuranose
7473-45-2

1-O-methyl-D-ribofuranose

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

β-D-ribofuranose

(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
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

1-O-methyl-D-ribofuranose
7473-45-2

1-O-methyl-D-ribofuranose

Conditions
ConditionsYield
With hydrogenchloride Ambient temperature;
methyl 5-benzoyl-2,3-benzoxonium-α-D-xylofuranoside
92516-73-9

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

A

1-O-methyl-D-ribofuranose
7473-45-2

1-O-methyl-D-ribofuranose

B

methyl α-D-ribofuranoside
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 5-azido-2,3-di-O-benzoyl-5-deoxy-α-D-xylofuranoside
92516-64-8

methyl 5-azido-2,3-di-O-benzoyl-5-deoxy-α-D-xylofuranoside

1-O-methyl-D-ribofuranose
7473-45-2

1-O-methyl-D-ribofuranose

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: nitrosonium hexafluorophosphate / acetonitrile / 0.25 h / 0 °C
2: 1.) NaHCO3 (aq.), 2.) NaOCH3 / 2.) CH3OH
View Scheme
methyl 2,3-di-O-benzoyl-5-O-p-toluenesulfonyl-α-D-xylofuranoside
92516-65-9

methyl 2,3-di-O-benzoyl-5-O-p-toluenesulfonyl-α-D-xylofuranoside

1-O-methyl-D-ribofuranose
7473-45-2

1-O-methyl-D-ribofuranose

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 0.8 g / NaN3 / dimethylformamide / 6 h / 90 °C
2: nitrosonium hexafluorophosphate / acetonitrile / 0.25 h / 0 °C
3: 1.) NaHCO3 (aq.), 2.) NaOCH3 / 2.) CH3OH
View Scheme
methyl 2-O-benzoyl-α-D-xylofuranoside
58406-94-3

methyl 2-O-benzoyl-α-D-xylofuranoside

1-O-methyl-D-ribofuranose
7473-45-2

1-O-methyl-D-ribofuranose

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 2.) pyridine
2: 0.8 g / NaN3 / dimethylformamide / 6 h / 90 °C
3: nitrosonium hexafluorophosphate / acetonitrile / 0.25 h / 0 °C
4: 1.) NaHCO3 (aq.), 2.) NaOCH3 / 2.) CH3OH
View Scheme
1-azido-2,3,4-tri-O-acetylribose
70964-85-1

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

1-O-methyl-D-ribofuranose
7473-45-2

1-O-methyl-D-ribofuranose

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 86 percent / methanol, sodium / 12 h / Ambient temperature
2: 89 percent / sodium / 1.) reflux, 3 h, 2.) RT, overnight
View Scheme
1,2,3,5-tetraacetylribose
13035-61-5

1,2,3,5-tetraacetylribose

1-O-methyl-D-ribofuranose
7473-45-2

1-O-methyl-D-ribofuranose

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 98 percent / trimethylsilylazide, stannic chloride / CH2Cl2 / 48 h / Ambient temperature
2: 90 percent / sodium / 12 h / Ambient temperature
View Scheme
Multi-step reaction with 3 steps
1: 98 percent / trimethylsilylazide, stannic chloride / CH2Cl2 / 48 h / Ambient temperature
2: 86 percent / methanol, sodium / 12 h / Ambient temperature
3: 89 percent / sodium / 1.) reflux, 3 h, 2.) RT, overnight
View Scheme
di-O-benzoyl-1,2-O-(α-methoxybenzylidene)-α-D-ribofuranose
58510-41-1

di-O-benzoyl-1,2-O-(α-methoxybenzylidene)-α-D-ribofuranose

1-O-methyl-D-ribofuranose
7473-45-2

1-O-methyl-D-ribofuranose

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 92 percent / HgBr2, pyridinium toluene-p-sulphonate / CH2Cl2; methanol / Heating
2: 82 percent / KOH / methanol / 0.5 h / Ambient temperature
View Scheme
D-ribose
50-69-1

D-ribose

methanol hydrochloride
101752-05-0

methanol hydrochloride

1-O-methyl-D-ribofuranose
7473-45-2

1-O-methyl-D-ribofuranose

Conditions
ConditionsYield
In methanol
(6aR,8R,9R,9aS)-2,2,4,4-tetraisopropyl-8-methoxytetrahydro-6H-furo[3,2- f][1,3,5,2,4]trioxadisilocin-9-ol
76700-76-0

(6aR,8R,9R,9aS)-2,2,4,4-tetraisopropyl-8-methoxytetrahydro-6H-furo[3,2- f][1,3,5,2,4]trioxadisilocin-9-ol

1-O-methyl-D-ribofuranose
7473-45-2

1-O-methyl-D-ribofuranose

Conditions
ConditionsYield
With tetramethylammonium fluoride; acetic acid In N,N-dimethyl-formamide at 20℃; for 2h;
methanol
67-56-1

methanol

1,2,3,5-tetra-O-acetyl-D-ribofuranose
28708-32-9

1,2,3,5-tetra-O-acetyl-D-ribofuranose

A

1-O-methyl-D-ribofuranose
7473-45-2

1-O-methyl-D-ribofuranose

B

methyl α-D-ribofuranoside
52485-92-4

methyl α-D-ribofuranoside

Conditions
ConditionsYield
Stage #1: methanol; 1,2,3,5-tetra-O-acetyl-D-ribofuranose With sodium methylate at 20℃;
Stage #2: In methanol at 20℃; for 15h; pH=3; optical yield given as %de;
methanol
67-56-1

methanol

β-D-ribofuranose
36468-53-8

β-D-ribofuranose

1-O-methyl-D-ribofuranose
7473-45-2

1-O-methyl-D-ribofuranose

Conditions
ConditionsYield
With Dowex-50W
Stage #1: methanol With acetyl chloride at 0 - 5℃; for 0.333333h;
Stage #2: β-D-ribofuranose at 20℃; for 24h; Time;
55 mg
With sulfuric acid
With toluene-4-sulfonic acid at 30 - 50℃; Temperature; Reagent/catalyst;
Conditions
ConditionsYield
With QuadraPure sulfonic acid 450-800 micron beads at 120℃; for 0.0666667h; Flow reactor;A 56 %Spectr.
B 13 %Spectr.
C 20 %Spectr.
D 11 %Spectr.
methanol
67-56-1

methanol

D-ribose
50-69-1

D-ribose

1-O-methyl-D-ribofuranose
7473-45-2

1-O-methyl-D-ribofuranose

Conditions
ConditionsYield
Acidic conditions;
1-O-methyl-D-ribofuranose
7473-45-2

1-O-methyl-D-ribofuranose

2,3,5,5'-tetradeuterated methyl β-D-ribofuranoside

2,3,5,5'-tetradeuterated methyl β-D-ribofuranoside

Conditions
ConditionsYield
With 5% active carbon-supported ruthenium; hydrogen; water-d2; sodium hydroxide at 80℃; for 24h;100%
1-Methoxy-4-(1-methoxy-vinyl)-benzene
51440-56-3

1-Methoxy-4-(1-methoxy-vinyl)-benzene

1-O-methyl-D-ribofuranose
7473-45-2

1-O-methyl-D-ribofuranose

methyl 2,3-O-<(methoxyphenyl)ethylidene>-β-D-ribofuranoside
461420-93-9

methyl 2,3-O-<(methoxyphenyl)ethylidene>-β-D-ribofuranoside

Conditions
ConditionsYield
With pyridinium p-toluenesulfonate In dichloromethane for 0.5h; Ambient temperature;97%
benzoyl chloride
98-88-4

benzoyl chloride

1-O-methyl-D-ribofuranose
7473-45-2

1-O-methyl-D-ribofuranose

methyl 2,3,3'-tri-O-benzoyl-β-D-apiofuranoside
52783-53-6

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

Conditions
ConditionsYield
With pyridine 1.) from 0 deg C to 4 deg C, 20 h, 2.) RT, 4 h;96.5%
In pyridine; chloroform at 0℃; for 0.75h;95%
With pyridine Ambient temperature;
Stage #1: 1-O-methyl-D-ribofuranose With dmap; triethylamine In 1,2-dichloro-ethane
Stage #2: benzoyl chloride In 1,2-dichloro-ethane at 30℃; Solvent; Temperature;
chlorophosphoric acid diphenyl ester
2524-64-3

chlorophosphoric acid diphenyl ester

1-O-methyl-D-ribofuranose
7473-45-2

1-O-methyl-D-ribofuranose

β-methyl-5-(diphenoxyphosphoryl)ribofuranoside
1417910-35-0

β-methyl-5-(diphenoxyphosphoryl)ribofuranoside

Conditions
ConditionsYield
With pyridine; dmap at 20℃; for 3h;96%
Trimethyl orthoacetate
1445-45-0

Trimethyl orthoacetate

1-O-methyl-D-ribofuranose
7473-45-2

1-O-methyl-D-ribofuranose

methyl 5-O-acetyl-β-D-ribofuranoside
116466-93-4

methyl 5-O-acetyl-β-D-ribofuranoside

Conditions
ConditionsYield
With lanthanum chloride on silica gel In methanol94%
p-Anisaldehyde dimethyl acetal
2186-92-7

p-Anisaldehyde dimethyl acetal

1-O-methyl-D-ribofuranose
7473-45-2

1-O-methyl-D-ribofuranose

methyl 2,3-O-p-methoxybenzylidene-β-D-ribofuranoside
33981-58-7

methyl 2,3-O-p-methoxybenzylidene-β-D-ribofuranoside

Conditions
ConditionsYield
With toluene-4-sulfonic acid In N,N-dimethyl-formamide at 70℃; for 4h;93%
With toluene-4-sulfonic acid In N,N-dimethyl-formamide at 70℃; for 4h;93%
1-O-methyl-D-ribofuranose
7473-45-2

1-O-methyl-D-ribofuranose

methyl β-D-2,3-dideoxyribofuranoside
26528-65-4

methyl β-D-2,3-dideoxyribofuranoside

Conditions
ConditionsYield
With hydrogen In 1,4-dioxane at 139.84℃; under 60006 Torr; for 24h; Autoclave;93%
With hydrogen In 1,4-dioxane at 139.84℃; under 57755.8 Torr; for 8h;
1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane
69304-37-6

1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane

1-O-methyl-D-ribofuranose
7473-45-2

1-O-methyl-D-ribofuranose

(6aR,8R,9R,9aS)-2,2,4,4-tetraisopropyl-8-methoxytetrahydro-6H-furo[3,2- f][1,3,5,2,4]trioxadisilocin-9-ol
76700-76-0

(6aR,8R,9R,9aS)-2,2,4,4-tetraisopropyl-8-methoxytetrahydro-6H-furo[3,2- f][1,3,5,2,4]trioxadisilocin-9-ol

Conditions
ConditionsYield
With pyridine for 2h; Ambient temperature;90%
With pyridine at 0 - 20℃; for 24h;90%
With pyridine at 20℃; for 1h;83%
tert-butylchlorodiphenylsilane
58479-61-1

tert-butylchlorodiphenylsilane

1-O-methyl-D-ribofuranose
7473-45-2

1-O-methyl-D-ribofuranose

(2R,3S,4R,5R)-2-(((tert-butyldiphenylsilyl)oxy)methyl)-5-methoxytetrahydrofuran-3,4-diol
163152-35-0

(2R,3S,4R,5R)-2-(((tert-butyldiphenylsilyl)oxy)methyl)-5-methoxytetrahydrofuran-3,4-diol

Conditions
ConditionsYield
With 1H-imidazole In N,N-dimethyl-formamide at 0 - 20℃; for 24h;90%
With triethylamine In dichloromethane for 18h; Ambient temperature;54.8%
triethylamine carbonate
15715-58-9

triethylamine carbonate

1-O-methyl-D-ribofuranose
7473-45-2

1-O-methyl-D-ribofuranose

C6H11O7P*C6H15N

C6H11O7P*C6H15N

Conditions
ConditionsYield
Stage #1: 1-O-methyl-D-ribofuranose With BDMDAP; dimethyltin dichloride In 1-methyl-pyrrolidin-2-one at 80℃; for 12h;
Stage #2: triethylamine carbonate In 1-methyl-pyrrolidin-2-one; water regioselective reaction;
90%
trityl chloride
76-83-5

trityl chloride

1-O-methyl-D-ribofuranose
7473-45-2

1-O-methyl-D-ribofuranose

(-)-Methyl-5-O-trityl-β-D-ribofuranosid
50908-04-8

(-)-Methyl-5-O-trityl-β-D-ribofuranosid

Conditions
ConditionsYield
With pyridine at 120℃; for 3h;87%
With pyridine at 120℃; for 3h; tritylation;87%
With pyridine; dmap for 24h; Ambient temperature;
With pyridine for 24h; Ambient temperature;
With pyridine at 120℃; for 3h;
2,2-dimethoxy-propane
77-76-9

2,2-dimethoxy-propane

1-O-methyl-D-ribofuranose
7473-45-2

1-O-methyl-D-ribofuranose

((3aR,4R,6R,6aR)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methanol
4099-85-8

((3aR,4R,6R,6aR)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methanol

Conditions
ConditionsYield
With camphor-10-sulfonic acid In acetone for 22h; Ambient temperature;87%
With camphor-10-sulfonic acid In acetone at 25℃; for 18h; Inert atmosphere;73%
With toluene-4-sulfonic acid In N,N-dimethyl-formamide for 24h; Etherification;
4,4'-dimethoxytrityl chloride
40615-36-9

4,4'-dimethoxytrityl chloride

1-O-methyl-D-ribofuranose
7473-45-2

1-O-methyl-D-ribofuranose

2-[bis(4-methoxyphenyl)phenylmethoxymethyl]-5-methoxy-tetrahydrofuran-3,4-diol
850619-44-2

2-[bis(4-methoxyphenyl)phenylmethoxymethyl]-5-methoxy-tetrahydrofuran-3,4-diol

Conditions
ConditionsYield
With pyridine at 120℃; for 3h;87%
triisopropylsilyl chloride
13154-24-0

triisopropylsilyl chloride

1-O-methyl-D-ribofuranose
7473-45-2

1-O-methyl-D-ribofuranose

(6aR,8R,9R,9aS)-2,2,4,4-tetraisopropyl-8-methoxytetrahydro-6H-furo[3,2- f][1,3,5,2,4]trioxadisilocin-9-ol
76700-76-0

(6aR,8R,9R,9aS)-2,2,4,4-tetraisopropyl-8-methoxytetrahydro-6H-furo[3,2- f][1,3,5,2,4]trioxadisilocin-9-ol

Conditions
ConditionsYield
In pyridine at 20℃; for 1h;83%
1-O-methyl-D-ribofuranose
7473-45-2

1-O-methyl-D-ribofuranose

methyl 5-deoxy-5-iodo-β-D-ribofuranoside
63029-05-0

methyl 5-deoxy-5-iodo-β-D-ribofuranoside

Conditions
ConditionsYield
With 1H-imidazole; iodine; triphenylphosphine In tetrahydrofuran Heating;80%
p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

1-O-methyl-D-ribofuranose
7473-45-2

1-O-methyl-D-ribofuranose

Toluene-4-sulfonic acid (2R,3S,5R)-3,4-dihydroxy-5-methoxy-tetrahydro-furan-2-ylmethyl ester

Toluene-4-sulfonic acid (2R,3S,5R)-3,4-dihydroxy-5-methoxy-tetrahydro-furan-2-ylmethyl ester

Conditions
ConditionsYield
With pyridine In chloroform at 20℃; for 5h; Tosylation;76%
acetone
67-64-1

acetone

1-O-methyl-D-ribofuranose
7473-45-2

1-O-methyl-D-ribofuranose

((3aR,4R,6R,6aR)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methanol
4099-85-8

((3aR,4R,6R,6aR)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methanol

Conditions
ConditionsYield
zeolite HY at 50℃; for 48h;75%
With hydrogenchloride In methanol; water
thioacetic acid
507-09-5

thioacetic acid

1-O-methyl-D-ribofuranose
7473-45-2

1-O-methyl-D-ribofuranose

Methyl 5-S-acetyl-5-thio-β-D-ribofuranoside
329925-51-1

Methyl 5-S-acetyl-5-thio-β-D-ribofuranoside

Conditions
ConditionsYield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 20℃;71%
tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

1-O-methyl-D-ribofuranose
7473-45-2

1-O-methyl-D-ribofuranose

methyl 5-O-[(tert-butyl)dimethylsilyl]-β-D-ribofuranoside
167466-54-8

methyl 5-O-[(tert-butyl)dimethylsilyl]-β-D-ribofuranoside

Conditions
ConditionsYield
With dmap; triethylamine In N,N-dimethyl-formamide at 25℃; for 20h; Inert atmosphere;68%
phenyl isocyanate
103-71-9

phenyl isocyanate

1-O-methyl-D-ribofuranose
7473-45-2

1-O-methyl-D-ribofuranose

A

methyl 2-O-(phenylcarbamoyl)-β-D-ribofuranoside
3253-85-8

methyl 2-O-(phenylcarbamoyl)-β-D-ribofuranoside

B

methyl 3-O-(phenylcarbamoyl)-β-D-ribofuranoside

methyl 3-O-(phenylcarbamoyl)-β-D-ribofuranoside

Conditions
ConditionsYield
With Zn naphthenate In N,N-dimethyl-formamide at -15℃; Product distribution;A 9%
B 63%
With Zn naphthenate In N,N-dimethyl-formamide at -15℃;A 9%
B 63%
Dibenzyl N,N-diisopropylphosphoramidite
108549-23-1

Dibenzyl N,N-diisopropylphosphoramidite

1-O-methyl-D-ribofuranose
7473-45-2

1-O-methyl-D-ribofuranose

methyl 5-O-[bis(benzyloxy)phosphoryl]-β-D-ribofuranoside

methyl 5-O-[bis(benzyloxy)phosphoryl]-β-D-ribofuranoside

Conditions
ConditionsYield
Stage #1: Dibenzyl N,N-diisopropylphosphoramidite; 1-O-methyl-D-ribofuranose With 4,5-dicyano-1H-imidazole In N,N-dimethyl-formamide at -10℃; for 5h; Inert atmosphere;
Stage #2: With 3-chloro-benzenecarboperoxoic acid In N,N-dimethyl-d6-formamide at -10 - 25℃; for 0.5h; Inert atmosphere;
60%
1-chloromethyl-3-methyl-benzene
620-19-9

1-chloromethyl-3-methyl-benzene

1-O-methyl-D-ribofuranose
7473-45-2

1-O-methyl-D-ribofuranose

methyl 2,3,5-tri-O-(3-methylbenzyl)-β-D-ribofuranoside
103173-88-2

methyl 2,3,5-tri-O-(3-methylbenzyl)-β-D-ribofuranoside

Conditions
ConditionsYield
With sodium hydride In dimethyl sulfoxide at 25℃; for 2h;57%
tert-butylchlorodiphenylsilane
58479-61-1

tert-butylchlorodiphenylsilane

1-O-methyl-D-ribofuranose
7473-45-2

1-O-methyl-D-ribofuranose

1-O-methyl 5-(t-butyldiphenylsilyl)-β-D-ribofuranoside

1-O-methyl 5-(t-butyldiphenylsilyl)-β-D-ribofuranoside

Conditions
ConditionsYield
With dmap; triethylamine In dichloromethane54.8%
With dmap; triethylamine In dichloromethane
m-methoxybenzyl chloride
824-98-6

m-methoxybenzyl chloride

1-O-methyl-D-ribofuranose
7473-45-2

1-O-methyl-D-ribofuranose

methyl 2,3,5-tri-O-(3-methoxybenzyl)-β-D-ribofuranoside
103173-90-6

methyl 2,3,5-tri-O-(3-methoxybenzyl)-β-D-ribofuranoside

Conditions
ConditionsYield
With sodium hydroxide In dimethyl sulfoxide for 2h; Ambient temperature;28.5%

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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