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119804-96-5

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Basic Information
CAS No.: 119804-96-5
Name: 2'-methyl-2'-deoxyidenecytidine
Article Data: 5
Molecular Structure:
Molecular Structure of 119804-96-5 (2'-methyl-2'-deoxyidenecytidine)
Formula: C10H13 N3 O4
Molecular Weight: 239.231
Synonyms: 2'-Deoxy-2'-methylenecytidine;DMDC
Density: 1.63g/cm3
Melting Point: 190-194 °C (decomp)(Solv: water (7732-18-5))
Boiling Point: 494.8°Cat760mmHg
Flash Point: 253.1°C
PSA: 110.60000
LogP: -0.78650
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Synthetic route
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3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2'-deoxy-2'-methylidenecytidine

119804-96-5

2'-deoxy-2'-methylenecytidine

Conditions
ConditionsYield
With n-Bu4F In tetrahydrofuran for 1.5h; Ambient temperature;92%
With tetrabutyl ammonium fluoride In tetrahydrofuran for 2h; Yield given;
113648-24-1

4-ethoxy-(2-deoxy-2'-methylidene-β-D-ribofuranosyl)-2-(1H)-pyrimidinone

119804-96-5

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Conditions
ConditionsYield
With ammonia In methanol at 100℃; for 48h;81%
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3',5'-bis-O-tert-butyldimethylsilyl-2'-deoxy-2'-methylidenecytidine

119804-96-5

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Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In tetrahydrofuran for 2h; Yield given;

N4-benzoyl-1-[2-deoxy-2-methylidene-3,5-di-O-benzoyl-β-D-glycero-pentofuranosyl]cytosine

119804-96-5

2'-deoxy-2'-methylenecytidine

Conditions
ConditionsYield
With ammonia In methanol at 20℃;
113648-23-0

4-etoxy-1-<2-deoxy-2-methylidene-3,5-O-(tetraisopropyldisiloxane-1,3-diyl)-β-D-ribofuranosyl>-2-(1H)-pyrimidinone

119804-96-5

2'-deoxy-2'-methylenecytidine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 91 percent / tetra-n-butylammonium fluoride / tetrahydrofuran
2: 81 percent / ammonia / methanol / 48 h / 100 °C
View Scheme
113648-22-9

4-ethoxy-1-<3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-erythro-2-pentulofuranosyl>-2(1H)-pyrimidinone

119804-96-5

2'-deoxy-2'-methylenecytidine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 41 percent
2: 91 percent / tetra-n-butylammonium fluoride / tetrahydrofuran
3: 81 percent / ammonia / methanol / 48 h / 100 °C
View Scheme
102789-14-0

1-((6aR,8R,9aS)-2,2,4,4-tetraisopropyl-9-methylenetetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-8-yl)-pyrimidine-2,4(1H,3H)-dione

119804-96-5

2'-deoxy-2'-methylenecytidine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 99 percent / POCl3, triethylamine / acetonitrile / 2 h / Ambient temperature
2: 30 percent aq. NH3 / dioxane / 12 h / Ambient temperature
3: tetrabutylammonium fluoride / tetrahydrofuran / 2 h
View Scheme
Multi-step reaction with 3 steps
1: 77 percent / 4-chlorophenyl phosphorodichloridate, pyridine / 48 h / Ambient temperature
2: NH4OH / dioxane / Ambient temperature
3: 92 percent / n-Bu4F / tetrahydrofuran / 1.5 h / Ambient temperature
View Scheme
134660-28-9

1-<3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2-deoxy-2-methylidene-β-D-ribofuranosyl>-4-(1,2,4-triazol-1-yl)-1H-pyrimidin-2-one

119804-96-5

2'-deoxy-2'-methylenecytidine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 30 percent aq. NH3 / dioxane / 12 h / Ambient temperature
2: tetrabutylammonium fluoride / tetrahydrofuran / 2 h
View Scheme
Multi-step reaction with 2 steps
1: NH4OH / dioxane / Ambient temperature
2: 92 percent / n-Bu4F / tetrahydrofuran / 1.5 h / Ambient temperature
View Scheme
134660-24-5

1-((2R,5R)-4-((tert-butyldimethylsilyl)oxy)-5-((tert-butyldimethylsilyl)oxy)tetrahydrofuran-2-yl)pyrimidine-2,4 (1H,3H)-dione

119804-96-5

2'-deoxy-2'-methylenecytidine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 99 percent / POCl3, triethylamine / acetonitrile / 2 h / Ambient temperature
2: 30 percent aq. NH3 / dioxane / 12 h / Ambient temperature
3: tetrabutylammonium fluoride / tetrahydrofuran / 2 h
View Scheme
134660-27-8

1-[(2R,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-3-methylene-tetrahydro-furan-2-yl]-4-[1,2,4]triazol-1-yl-1H-pyrimidin-2-one

119804-96-5

2'-deoxy-2'-methylenecytidine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 30 percent aq. NH3 / dioxane / 12 h / Ambient temperature
2: tetrabutylammonium fluoride / tetrahydrofuran / 2 h
View Scheme
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