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13009-95-5

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Basic Information
CAS No.: 13009-95-5
Name: 5-hydroxymethyldeoxycytidylic acid
Article Data: 5
Molecular Structure:
Molecular Structure of 13009-95-5 (5-hydroxymethyldeoxycytidylic acid)
Formula: C10H16 N3 O8 P
Molecular Weight: 337.226
Synonyms: Cytidine,2'-deoxy-5-(hydroxymethyl)-, 5'-(dihydrogen phosphate) (6CI,7CI,8CI);5-Hydroxymethyl dCMP; 5-Hydroxymethylcytosine deoxyribonucleotide;5-Hydroxymethyldeoxycytidine monophosphate
Density: 2.03g/cm3
Boiling Point: 702.6°Cat760mmHg
Flash Point: 378.7°C
PSA: 187.17000
LogP: -1.34330
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Synthetic route
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13009-95-5

5-hydroxymethyl-2'-deoxycytidine 5'-monophosphate

Conditions
ConditionsYield
in Gegenwart eines Enzympraeparats aus virusinfizierten Escherichiacoli-Zellen;
2498-41-1

5-methyl-2′-deoxycytidine 5′-monophosphate

A

13009-95-5

5-hydroxymethyl-2'-deoxycytidine 5'-monophosphate

B

137017-46-0

5-formyl-2'-deoxycytidine 5'-monophosphate

Conditions
ConditionsYield
With sodium persulfate In water at 75℃; for 3h; sodium phosphate buffer pH 7.0;A 15 % Spectr.
B 10 % Spectr.
With sodium persulfate; buffer pH=7.0 In water at 75℃; for 4h;A 12 % Spectr.
B 8 % Spectr.
354581-54-7

5-acetoxymethyl-3',5'-di-O-tert-butyldimethylsilyl-2'-deoxycytidine

13009-95-5

5-hydroxymethyl-2'-deoxycytidine 5'-monophosphate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: trichlorophosphate; trimethyl phosphite / 2 h / 0 °C
2: trifluoroacetic acid / water / 1 h / 20 °C
3: potassium carbonate; water / methanol / 1 h / 20 °C
View Scheme
40733-26-4

3',5'-O-di(tert-butyldimethylsilyl)thymidine

13009-95-5

5-hydroxymethyl-2'-deoxycytidine 5'-monophosphate

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / tetrachloromethane / 1.5 h / 80 °C
2.1: 0.5 h / 40 °C
3.1: p-toluenesulfonyl chloride; N-methylcyclohexylamine; triethylamine / 4 h
3.2: 0.5 h
4.1: trichlorophosphate; trimethyl phosphite / 2 h / 0 °C
5.1: trifluoroacetic acid / water / 1 h / 20 °C
6.1: potassium carbonate; water / methanol / 1 h / 20 °C
View Scheme

C18H32N3O9PSi

13009-95-5

5-hydroxymethyl-2'-deoxycytidine 5'-monophosphate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: trifluoroacetic acid / water / 1 h / 20 °C
2: potassium carbonate; water / methanol / 1 h / 20 °C
View Scheme

C12H18N3O9P

13009-95-5

5-hydroxymethyl-2'-deoxycytidine 5'-monophosphate

Conditions
ConditionsYield
With water; potassium carbonate In methanol at 20℃; for 1h;
291525-17-2

3′,5′-bis-O-(tert-butyldimethylsilyl)-5-bromomethyl-2'-deoxyuridine

13009-95-5

5-hydroxymethyl-2'-deoxycytidine 5'-monophosphate

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: 0.5 h / 40 °C
2.1: p-toluenesulfonyl chloride; N-methylcyclohexylamine; triethylamine / 4 h
2.2: 0.5 h
3.1: trichlorophosphate; trimethyl phosphite / 2 h / 0 °C
4.1: trifluoroacetic acid / water / 1 h / 20 °C
5.1: potassium carbonate; water / methanol / 1 h / 20 °C
View Scheme
354581-52-5

5-acetoxymethyl-3',5'-di-O-tert-butyldimethylsilyl-2'-deoxyuridine

13009-95-5

5-hydroxymethyl-2'-deoxycytidine 5'-monophosphate

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: p-toluenesulfonyl chloride; N-methylcyclohexylamine; triethylamine / 4 h
1.2: 0.5 h
2.1: trichlorophosphate; trimethyl phosphite / 2 h / 0 °C
3.1: trifluoroacetic acid / water / 1 h / 20 °C
4.1: potassium carbonate; water / methanol / 1 h / 20 °C
View Scheme
110-89-4

piperidine

13009-95-5

5-hydroxymethyl-2'-deoxycytidine 5'-monophosphate

C15H25N4O7P

Conditions
ConditionsYield
With triphenylphosphine; 2-Aminophenyl disulfide In dimethyl sulfoxide at 20℃; for 8h;94%
13009-95-5

5-hydroxymethyl-2'-deoxycytidine 5'-monophosphate

10097-59-3

5-hydroxymethyl-2'-deoxycytidine-5’-triphosphate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 2-Aminophenyl disulfide; triphenylphosphine / dimethyl sulfoxide / 8 h / 20 °C
2: tris(tetra-n-butylammonium) hydrogen pyrophosphate; 4,5-dicyano-1H-imidazole / 6 h / 20 °C
View Scheme
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