Product Name

  • Name

    5-HYDROXYURIDINE

  • EINECS
  • CAS No. 957-77-7
  • Density 1.848g/cm3
  • Solubility
  • Melting Point
  • Formula C9H12 N2 O7
  • Boiling Point °Cat760mmHg
  • Molecular Weight 260.203
  • Flash Point °C
  • Transport Information
  • Appearance
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 957-77-7 (5-HYDROXYURIDINE)
  • Hazard Symbols
  • Synonyms Isobarbituricacid, 1-b-D-ribofuranosyl- (7CI,8CI);5-Hydroxyuridine
  • PSA 145.01000
  • LogP -3.14630

Synthetic route

5-bromouridine
957-75-5

5-bromouridine

A

5',6-anhydro-6-hydroxyuridine
15425-10-2

5',6-anhydro-6-hydroxyuridine

B

1-(β-D-ribofuranosyl)-2-oxo-4-imidazoline-4-carboxylic acid
19556-57-1

1-(β-D-ribofuranosyl)-2-oxo-4-imidazoline-4-carboxylic acid

C

5-Hydroxy-uridin
957-77-7

5-Hydroxy-uridin

D

6-hydroxyuridine
123131-51-1

6-hydroxyuridine

Conditions
ConditionsYield
With sodium hydroxide at 90.1℃; Rate constant; Mechanism; various reagent concentration;
...Expand
5-Hydroxy-uridin
957-77-7

5-Hydroxy-uridin

2-(triphenylphosphoranylidene)acetamide
38821-11-3

2-(triphenylphosphoranylidene)acetamide

5-(carbamoylmethyl)uridine
29569-30-0

5-(carbamoylmethyl)uridine

Conditions
ConditionsYield
In 1,4-dioxane Heating;99%
Acetyl bromide
506-96-7

Acetyl bromide

5-Hydroxy-uridin
957-77-7

5-Hydroxy-uridin

A

1-(2-bromo-2-deoxy-3,5-di-O-acetylribosyl)-5-acetoxyuracil
151412-49-6

1-(2-bromo-2-deoxy-3,5-di-O-acetylribosyl)-5-acetoxyuracil

B

Acetic acid (2R,3R,4S,5R)-5-(5-acetoxy-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-acetoxymethyl-4-bromo-tetrahydro-furan-3-yl ester

Acetic acid (2R,3R,4S,5R)-5-(5-acetoxy-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-acetoxymethyl-4-bromo-tetrahydro-furan-3-yl ester

Conditions
ConditionsYield
In acetonitrile at 60℃;A 95%
B 5%
...Expand
5-Hydroxy-uridin
957-77-7

5-Hydroxy-uridin

2,2-dimethoxy-propane
77-76-9

2,2-dimethoxy-propane

2',3'-O-isopropylidene-5-hydroxyuridine
20406-82-0

2',3'-O-isopropylidene-5-hydroxyuridine

Conditions
ConditionsYield
With toluene-4-sulfonic acid for 48h; Ambient temperature;84%
Acetyl bromide
506-96-7

Acetyl bromide

5-Hydroxy-uridin
957-77-7

5-Hydroxy-uridin

A

1-(2-bromo-2-deoxy-3,5-di-O-acetylribosyl)-5-acetoxyuracil
151412-49-6

1-(2-bromo-2-deoxy-3,5-di-O-acetylribosyl)-5-acetoxyuracil

B

Acetic acid (2R,3R,4S,5R)-5-(5-acetoxy-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-acetoxymethyl-4-bromo-tetrahydro-furan-3-yl ester

Acetic acid (2R,3R,4S,5R)-5-(5-acetoxy-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-acetoxymethyl-4-bromo-tetrahydro-furan-3-yl ester

C

O3',O5'-diacetyl-5,2'-dibromo-2'-deoxy-uridine
57777-91-0

O3',O5'-diacetyl-5,2'-dibromo-2'-deoxy-uridine

Conditions
ConditionsYield
With hydrogen bromide; acetic acid In acetonitrile at 60℃;A 76%
B 5%
C 16%
...Expand
5-Hydroxy-uridin
957-77-7

5-Hydroxy-uridin

methyl (triphenylphosphoranylidene)acetate
21204-67-1

methyl (triphenylphosphoranylidene)acetate

5-<(methylcarboxy)methyl>uridine
29428-50-0

5-<(methylcarboxy)methyl>uridine

Conditions
ConditionsYield
In 1,4-dioxane Heating;67%
5-Hydroxy-uridin
957-77-7

5-Hydroxy-uridin

chlorodimethyl(1,1,2-trimethylpropyl)silane
67373-56-2

chlorodimethyl(1,1,2-trimethylpropyl)silane

5'-O-(silyl)-5-(siloxy)uridine
151412-61-2

5'-O-(silyl)-5-(siloxy)uridine

Conditions
ConditionsYield
With pyridine for 50h; Ambient temperature;65%
5-Hydroxy-uridin
957-77-7

5-Hydroxy-uridin

4-((2R,3R,4S,5R)-3,4-Dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-3,4-dihydro-[1,2,3]triazolo[4,5-d]pyrimidine-5,7-dione

4-((2R,3R,4S,5R)-3,4-Dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-3,4-dihydro-[1,2,3]triazolo[4,5-d]pyrimidine-5,7-dione

Conditions
ConditionsYield
With sodium azide In tetrahydrofuran at 80℃; for 5h;62%
5-Hydroxy-uridin
957-77-7

5-Hydroxy-uridin

2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

1,5-dihydro-1-β-D-ribosyl-2H-pyrimido[4,5-b][1,4]benzothiadine-2,4(3H)-dione

1,5-dihydro-1-β-D-ribosyl-2H-pyrimido[4,5-b][1,4]benzothiadine-2,4(3H)-dione

Conditions
ConditionsYield
Stage #1: 5-Hydroxy-uridin With N-Bromosuccinimide In ethanol at 20℃; for 0.5h;
Stage #2: 2-amino-benzenethiol In ethanol for 1h; Heating;		59%
5-Hydroxy-uridin
957-77-7

5-Hydroxy-uridin

propargyl bromide
106-96-7

propargyl bromide

A

5-(2-propynyloxy)-3-N-(2-propynyl)uridine

5-(2-propynyloxy)-3-N-(2-propynyl)uridine

B

5-(2-propynyloxy)uridine
35042-07-0

5-(2-propynyloxy)uridine

Conditions
ConditionsYield
With sodium hydroxide In methanol; water at 25℃; for 12h;A 12%
B 57%
...Expand
Iodoacetic acid
64-69-7

Iodoacetic acid

5-Hydroxy-uridin
957-77-7

5-Hydroxy-uridin

3-carboxymethyl-5-hydroxyuridine

3-carboxymethyl-5-hydroxyuridine

Conditions
ConditionsYield
With sodium hydroxide In water for 16h; Ambient temperature;54%
5-Hydroxy-uridin
957-77-7

5-Hydroxy-uridin

2,2-dimethoxy-propane
77-76-9

2,2-dimethoxy-propane

acetone
67-64-1

acetone

A

2',3'-O-isopropylidene-5-hydroxyuridine
20406-82-0

2',3'-O-isopropylidene-5-hydroxyuridine

B

2',3'-O-isopropylidene-5'-O-(2-methoxy-2-propyl)-5-hydroxyuridine
189069-55-4

2',3'-O-isopropylidene-5'-O-(2-methoxy-2-propyl)-5-hydroxyuridine

Conditions
ConditionsYield
With toluene-4-sulfonic acid for 22h; Ambient temperature;A 37%
B 30%
...Expand
5-Hydroxy-uridin
957-77-7

5-Hydroxy-uridin

triethylamine carbonate
15715-58-9

triethylamine carbonate

5-hydroxy-uridine-TP tetrakistriethylammonium salt

5-hydroxy-uridine-TP tetrakistriethylammonium salt

Conditions
ConditionsYield
Stage #1: 5-Hydroxy-uridin With trimethyl phosphite; N,N,N',N'-tetramethyl-1,8-diaminonaphthalene at 0℃; for 0.166667h;
Stage #2: With trichlorophosphate for 2h; Inert atmosphere;
Stage #3: triethylamine carbonate Further stages;		4.13%
5-Hydroxy-uridin
957-77-7

5-Hydroxy-uridin

triethylamine carbonate
15715-58-9

triethylamine carbonate

5-hydroxy-UTP tetrakis(triethylammonium) salt

5-hydroxy-UTP tetrakis(triethylammonium) salt

Conditions
ConditionsYield
Stage #1: 5-Hydroxy-uridin With N,N,N',N'-tetramethyl-1,8-diaminonaphthalene at 0℃; for 0.166667h;
Stage #2: With trichlorophosphate for 2h; Inert atmosphere;
Stage #3: triethylamine carbonate Further stages;		4.13%
5-Hydroxy-uridin
957-77-7

5-Hydroxy-uridin

4-amino-2,2,6,6-tetramethyl-1-piperidine-1-oxyl
14691-88-4

4-amino-2,2,6,6-tetramethyl-1-piperidine-1-oxyl

5-<(1-oxyl-2,2,6,6-tetramethyl-4-piperidinyl)amino>uridine

5-<(1-oxyl-2,2,6,6-tetramethyl-4-piperidinyl)amino>uridine

Conditions
ConditionsYield
With sulfuric acid In water for 7.5h;30 mg
5-Hydroxy-uridin
957-77-7

5-Hydroxy-uridin

p-toluidine
106-49-0

p-toluidine

5-(p-toluidino)uridine

5-(p-toluidino)uridine

Conditions
ConditionsYield
With sulfuric acid In water for 6h;24 mg
5-Hydroxy-uridin
957-77-7

5-Hydroxy-uridin

aniline
62-53-3

aniline

5-anilinouridine

5-anilinouridine

Conditions
ConditionsYield
With sulfuric acid In water for 6h;44 mg
5-Hydroxy-uridin
957-77-7

5-Hydroxy-uridin

1-(β-D-ribofuranosyl)-2-oxo-4-imidazoline-4-carboxylic acid
19556-57-1

1-(β-D-ribofuranosyl)-2-oxo-4-imidazoline-4-carboxylic acid

Conditions
ConditionsYield
With sodium hydroxide at 90.1℃; Rate constant; decomposition, various reagent concentration;
(tert-Butoxycarbonylmethylene)triphenylphosphorane
86302-43-4

(tert-Butoxycarbonylmethylene)triphenylphosphorane

5-Hydroxy-uridin
957-77-7

5-Hydroxy-uridin

[1-((2R,3R,4S,5R)-3,4-Dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl]-acetic acid tert-butyl ester
189069-50-9

[1-((2R,3R,4S,5R)-3,4-Dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl]-acetic acid tert-butyl ester

Conditions
ConditionsYield
In 1,4-dioxane for 9h; Heating;2.59 g
5-Hydroxy-uridin
957-77-7

5-Hydroxy-uridin

(2R,3R,4R,5R)-2-(acetoxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-3,4-diyl diacetate
4336-39-4

(2R,3R,4R,5R)-2-(acetoxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-3,4-diyl diacetate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 2.59 g / dioxane / 9 h / Heating
2: 2.55 g / pyridine / 16 h / Ambient temperature
3: 68 percent / TFA / CH2Cl2 / 1 h / Ambient temperature
View Scheme
5-Hydroxy-uridin
957-77-7

5-Hydroxy-uridin

2',3',5'-tri-O-acetyl-5-t-butoxycarbonylmethyluridine
189069-51-0

2',3',5'-tri-O-acetyl-5-t-butoxycarbonylmethyluridine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 2.59 g / dioxane / 9 h / Heating
2: 2.55 g / pyridine / 16 h / Ambient temperature
View Scheme
5-Hydroxy-uridin
957-77-7

5-Hydroxy-uridin

5'-O-(silyl)-2,2'-anhydro-5-(siloxy)uridine

5'-O-(silyl)-2,2'-anhydro-5-(siloxy)uridine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 65 percent / pyridine / 50 h / Ambient temperature
2: 63 percent / dimethylformamide / Ambient temperature
View Scheme
5-Hydroxy-uridin
957-77-7

5-Hydroxy-uridin

5'-O-(silyl)-2',3'-dideoxydidehydro-5-<(dimethyl-2-(2,3-dimethylbutyl))silyloxy>uridine

5'-O-(silyl)-2',3'-dideoxydidehydro-5-<(dimethyl-2-(2,3-dimethylbutyl))silyloxy>uridine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 65 percent / pyridine / 50 h / Ambient temperature
2: 12 percent / dimethylformamide / Ambient temperature
3: 73 percent / P(OCH3)3 / 3 h / Heating
View Scheme
Multi-step reaction with 3 steps
1: 65 percent / pyridine / 50 h / Ambient temperature
2: 74 percent / 1,2-dichloro-ethane / 4 h / Ambient temperature
3: 73 percent / P(OCH3)3 / 3 h / Heating
View Scheme
5-Hydroxy-uridin
957-77-7

5-Hydroxy-uridin

5'-O-(silyl)-2',3'-O-thiocarbonyl-5-(siloxy)uridine
151412-62-3

5'-O-(silyl)-2',3'-O-thiocarbonyl-5-(siloxy)uridine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 65 percent / pyridine / 50 h / Ambient temperature
2: 12 percent / dimethylformamide / Ambient temperature
View Scheme
Multi-step reaction with 2 steps
1: 65 percent / pyridine / 50 h / Ambient temperature
2: 74 percent / 1,2-dichloro-ethane / 4 h / Ambient temperature
View Scheme
5-Hydroxy-uridin
957-77-7

5-Hydroxy-uridin

2',3'-O-isopropylidene-5-(ethoxycarbonylmethoxy)uridine
110417-93-1

2',3'-O-isopropylidene-5-(ethoxycarbonylmethoxy)uridine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 84 percent / p-TosOH / 48 h / Ambient temperature
2: 48 percent / 1 M NaOH / aq. ethanol / 3 h / Ambient temperature
View Scheme
5-Hydroxy-uridin
957-77-7

5-Hydroxy-uridin

2',3'-O-isopropylidene-2,5'-anhydro-5-(ethoxycarbonylmethoxy)uridine
112145-74-1

2',3'-O-isopropylidene-2,5'-anhydro-5-(ethoxycarbonylmethoxy)uridine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 84 percent / p-TosOH / 48 h / Ambient temperature
2: 48 percent / 1 M NaOH / aq. ethanol / 3 h / Ambient temperature
3: 90 percent / (C6H5)3P, (C2H5)3N, ethyl azadicarboxylate / dioxane / 3 h
View Scheme
5-Hydroxy-uridin
957-77-7

5-Hydroxy-uridin

2',3'-O-isopropylidene-5-ethoxycarbonylmethoxy-2-thiouridine
112145-76-3

2',3'-O-isopropylidene-5-ethoxycarbonylmethoxy-2-thiouridine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 84 percent / p-TosOH / 48 h / Ambient temperature
2: 48 percent / 1 M NaOH / aq. ethanol / 3 h / Ambient temperature
3: 90 percent / (C6H5)3P, (C2H5)3N, ethyl azadicarboxylate / dioxane / 3 h
4: 32 percent / H2S / pyridine / 120 h / Ambient temperature
View Scheme
5-Hydroxy-uridin
957-77-7

5-Hydroxy-uridin

uridine 5-oxyacetic acid methyl ester
66536-81-0

uridine 5-oxyacetic acid methyl ester

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 84 percent / p-TosOH / 48 h / Ambient temperature
2: 48 percent / 1 M NaOH / aq. ethanol / 3 h / Ambient temperature
3: 83 percent / 1 M HCl / 48 h / Ambient temperature
View Scheme

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