Product Name

  • Name

    N4-Acetylcytosine

  • EINECS 619-683-7
  • CAS No. 14631-20-0
  • Article Data29
  • CAS DataBase
  • Density 1.41 g/cm3
  • Solubility
  • Melting Point >300 °C(lit.)
  • Formula C6H7N3O2
  • Boiling Point
  • Molecular Weight 153.14
  • Flash Point
  • Transport Information
  • Appearance
  • Safety 22-24/25-37/39-26
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 14631-20-0 (N4-Acetylcytosine)
  • Hazard Symbols IrritantXi
  • Synonyms Acetamide,N-(1,2-dihydro-2-oxo-4-pyrimidinyl)- (8CI,9CI);Cytosine, N-acetyl- (6CI);2(1H)-Pyrimidinone, 4-(acetylamino)-;4-N-Acetylcytosine;N-Acetylcytosine;Acetamide,N-(2,3-dihydro-2-oxo-4-pyrimidinyl)-;NSC 210403;
  • PSA 75.11000
  • LogP 0.21360

Synthetic route

Cytosine
71-30-7

Cytosine

acetic anhydride
108-24-7

acetic anhydride

4-N-Acetylcytosine
14631-20-0

4-N-Acetylcytosine

Conditions
ConditionsYield
With phosphoric acid at 100℃; for 8h;98%
With pyridine for 2.5h; Heating;97.2%
With pyridine at 20℃; for 24h;85%
4-Amino-1-(2,5-anhydro-β-D-arabinofuranosyl)pyrimidin-2(1H)-one
32830-01-6

4-Amino-1-(2,5-anhydro-β-D-arabinofuranosyl)pyrimidin-2(1H)-one

A

4-N-Acetylcytosine
14631-20-0

4-N-Acetylcytosine

B

4-Acetamido-1-(2,3-di-O-acetyl-5-bromo-5-deoxy-β-D-arabinofuranosyl)pyrimidin-2(1H)-one
84856-79-1

4-Acetamido-1-(2,3-di-O-acetyl-5-bromo-5-deoxy-β-D-arabinofuranosyl)pyrimidin-2(1H)-one

C

4-Amino-1-(5-bromo-5-deoxy-β-D-arabinofuranosyl)pyrimidin-2(1H)-one
58538-06-0

4-Amino-1-(5-bromo-5-deoxy-β-D-arabinofuranosyl)pyrimidin-2(1H)-one

Conditions
ConditionsYield
With hydrogen bromide In N,N-dimethyl-formamide at 120℃; for 0.416667h;A 20%
B 3%
C 45%
...Expand
N-acetylcytidine
3768-18-1

N-acetylcytidine

A

4-N-Acetylcytosine
14631-20-0

4-N-Acetylcytosine

B

N4,O5'-diacetyl-2',3'-dideoxycytidine
120885-66-7

N4,O5'-diacetyl-2',3'-dideoxycytidine

C

N4-acetyl-5'-O-(acetoxyisobutyryl)-2',3'-dideoxycytidine
126430-20-4

N4-acetyl-5'-O-(acetoxyisobutyryl)-2',3'-dideoxycytidine

Conditions
ConditionsYield
Yield given. Multistep reaction. Yields of byproduct given;
...Expand
N4-acetyl-O5'-trityl-2'deoxy-cytidine
40094-20-0

N4-acetyl-O5'-trityl-2'deoxy-cytidine

A

4-N-Acetylcytosine
14631-20-0

4-N-Acetylcytosine

B

4,5-dihydro-5-trityloxymethylfuran-4-one
65475-52-7

4,5-dihydro-5-trityloxymethylfuran-4-one

Conditions
ConditionsYield
With pyridine; chromium(VI) oxide; acetic anhydride In dichloromethane Ambient temperature; 45 - 60 min;
4-acetylamino-1H-<2-14C>pyrimidin-2-one

4-acetylamino-1H-<2-14C>pyrimidin-2-one

4-N-Acetylcytosine
14631-20-0

4-N-Acetylcytosine

Cytosine
71-30-7

Cytosine

acetyl chloride
75-36-5

acetyl chloride

4-N-Acetylcytosine
14631-20-0

4-N-Acetylcytosine

Conditions
ConditionsYield
With pyridine; dmap In dichloromethane at 20℃; Inert atmosphere;
4-N-Acetylcytosine
14631-20-0

4-N-Acetylcytosine

Me3SiX

Me3SiX

N4-acetyl-O-trimethylsilylcytosine
54230-57-8

N4-acetyl-O-trimethylsilylcytosine

Conditions
ConditionsYield
100%
4-N-Acetylcytosine
14631-20-0

4-N-Acetylcytosine

N-(1,2,2,2-tetrachloroethyl)benzamide
6798-35-2

N-(1,2,2,2-tetrachloroethyl)benzamide

N-[1-(4-Acetylamino-2-oxo-2H-pyrimidin-1-yl)-2,2,2-trichloro-ethyl]-benzamide
136506-88-2

N-[1-(4-Acetylamino-2-oxo-2H-pyrimidin-1-yl)-2,2,2-trichloro-ethyl]-benzamide

Conditions
ConditionsYield
With sodium hydroxide In water; acetone at 0℃; for 0.5h;99%
4-N-Acetylcytosine
14631-20-0

4-N-Acetylcytosine

1,2-di-O-acetyl-3-O-benzyl-4-C-methanesulfonyloxymethyl-5-O-methanesulfonyl-D-erythro-pentofuranose
293751-03-8

1,2-di-O-acetyl-3-O-benzyl-4-C-methanesulfonyloxymethyl-5-O-methanesulfonyl-D-erythro-pentofuranose

(2R,3R,4S)-2-(4-acetamido-2-oxopyrimidin-1(2H)-yl)-4-(benzyloxy)-5,5-bis(((methylsulfonyl)oxy)methyl)tetrahydrofuran-3-yl acetate
293751-17-4

(2R,3R,4S)-2-(4-acetamido-2-oxopyrimidin-1(2H)-yl)-4-(benzyloxy)-5,5-bis(((methylsulfonyl)oxy)methyl)tetrahydrofuran-3-yl acetate

Conditions
ConditionsYield
Stage #1: 4-N-Acetylcytosine; 1,2-di-O-acetyl-5-O-methanesulfonyl-4-C-methanesulfonyloxymethyl-3-O-benzyl-D-erythro-pentofuranose With N,O-bis-(trimethylsilyl)-acetamide In acetonitrile for 1h; Reflux;
Stage #2: With trimethylsilyl trifluoromethanesulfonate In acetonitrile for 5.5h; Reflux; Inert atmosphere;		96%
Stage #1: 4-N-Acetylcytosine; 1,2-di-O-acetyl-5-O-methanesulfonyl-4-C-methanesulfonyloxymethyl-3-O-benzyl-D-erythro-pentofuranose With N,O-bis-(trimethylsilyl)-acetamide In acetonitrile for 1h; Heating;
Stage #2: With trimethylsilyl trifluoromethanesulfonate In acetonitrile for 3h; Heating; Further stages.;		82%
With N,O-bis-(trimethylsilyl)-acetamide; trimethylsilyl trifluoromethanesulfonate In acetonitrile82%
Stage #1: 4-N-Acetylcytosine; 1,2-di-O-acetyl-5-O-methanesulfonyl-4-C-methanesulfonyloxymethyl-3-O-benzyl-D-erythro-pentofuranose With N,O-bis-(trimethylsilyl)-acetamide In acetonitrile at 40℃; for 0.333333h;
Stage #2: With trimethylsilyl trifluoromethanesulfonate In acetonitrile at 20℃; for 2.5h; Heating / reflux;		60%
4-N-Acetylcytosine
14631-20-0

4-N-Acetylcytosine

(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,5R)-5-(methylcarbonyloxy)-1,3-oxathiolane-2-carboxylate
147027-09-6

(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,5R)-5-(methylcarbonyloxy)-1,3-oxathiolane-2-carboxylate

(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,5S)-5-[4-(methylcarboxamido)-2-oxo-1,2-dihydro-1-pyrimidinyl]-1,3-oxathiolane-2-carboxylate
147126-78-1

(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,5S)-5-[4-(methylcarboxamido)-2-oxo-1,2-dihydro-1-pyrimidinyl]-1,3-oxathiolane-2-carboxylate

Conditions
ConditionsYield
Stage #1: (1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,5R)-5-(methylcarbonyloxy)-1,3-oxathiolane-2-carboxylate With triethylsilane; iodine In dichloromethane at 0℃; for 1h; Inert atmosphere;
Stage #2: 4-N-Acetylcytosine With N,O-bis-(trimethylsilyl)-acetamide In dichloromethane at 0 - 20℃; for 1h; Reagent/catalyst; Inert atmosphere; stereoselective reaction;		95%
4-N-Acetylcytosine
14631-20-0

4-N-Acetylcytosine

1-bromo-6-hexanol
4286-55-9

1-bromo-6-hexanol

1-(6-hydroxy-hexyl)-N4-acetyl-cytosine

1-(6-hydroxy-hexyl)-N4-acetyl-cytosine

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide for 18h; Ambient temperature;91%
4-N-Acetylcytosine
14631-20-0

4-N-Acetylcytosine

5-((tert-butyl(diphenyl)silyl)oxy)-5,7-dimethoxy-2,3,5,7-tetrahydro[1,4]dithiino[2,3-c]furan

5-((tert-butyl(diphenyl)silyl)oxy)-5,7-dimethoxy-2,3,5,7-tetrahydro[1,4]dithiino[2,3-c]furan

N1-(1-(7-((tert-butyl(diphenyl)silyl)oxy)methyl)-7-methoxy-2,3,5,7-tetrahydro[1,4]dithiino[2,3-c]furan-5-yl-2-oxo-1,2-dihydro-4-pyrimidinyl)acetamide

N1-(1-(7-((tert-butyl(diphenyl)silyl)oxy)methyl)-7-methoxy-2,3,5,7-tetrahydro[1,4]dithiino[2,3-c]furan-5-yl-2-oxo-1,2-dihydro-4-pyrimidinyl)acetamide

Conditions
ConditionsYield
Stage #1: 4-N-Acetylcytosine; 5-((tert-butyl(diphenyl)silyl)oxy)-5,7-dimethoxy-2,3,5,7-tetrahydro[1,4]dithiino[2,3-c]furan With N,O-bis-(trimethylsilyl)-acetamide In acetonitrile at 50℃; for 0.5h; Vorbrueggen Nucleoside Synthesis; Inert atmosphere;
Stage #2: With trimethylsilyl trifluoromethanesulfonate In acetonitrile at 20℃; for 0.166667h; Inert atmosphere;		91%
4-N-Acetylcytosine
14631-20-0

4-N-Acetylcytosine

5-O-benzoyl-3-deoxy-1,2-di-O-acetyl-α,β-D-erythro-pentofuranose
4613-71-2

5-O-benzoyl-3-deoxy-1,2-di-O-acetyl-α,β-D-erythro-pentofuranose

3'-deoxycytidine
7057-33-2

3'-deoxycytidine

Conditions
ConditionsYield
Stage #1: 4-N-Acetylcytosine; 5-O-benzoyl-3-deoxy-1,2-di-O-acetyl-α,β-D-erythro-pentofuranose With benzenesulfonamide In acetonitrile for 1h; Heating;
Stage #2: With trimethylsilyl trifluoromethanesulfonate at 20℃; for 5h;
Stage #3: With ammonium hydroxide In tetrahydrofuran; methanol at 50℃; for 6h; Further stages.;		90%
4-N-Acetylcytosine
14631-20-0

4-N-Acetylcytosine

5-iodopent-1-yne
2468-55-5

5-iodopent-1-yne

1-(1-Pentynyl)-N4-acetylcytosine

1-(1-Pentynyl)-N4-acetylcytosine

Conditions
ConditionsYield
With potassium carbonate; dimethyl sulfoxide In tetrahydrofuran at 20℃; for 22h; Alkylation;88%
4-N-Acetylcytosine
14631-20-0

4-N-Acetylcytosine

2-deoxy-2,2-difluoro-3-benzoyl-5-(2-naphthoyl)-1-methanesulfonyloxy-D-ribofuranose

2-deoxy-2,2-difluoro-3-benzoyl-5-(2-naphthoyl)-1-methanesulfonyloxy-D-ribofuranose

1-2'-deoxy-2',2'-difluoro-3-benzoyl-5-(2-naphthoyl)-D-ribofuranosyl-4-(1-acetyl)aminopyrimidin-2-one

1-2'-deoxy-2',2'-difluoro-3-benzoyl-5-(2-naphthoyl)-D-ribofuranosyl-4-(1-acetyl)aminopyrimidin-2-one

Conditions
ConditionsYield
Stage #1: 4-N-Acetylcytosine With chloro-trimethyl-silane; 1,1,1,3,3,3-hexamethyl-disilazane In toluene for 3h; Heating / reflux;
Stage #2: 2-deoxy-2,2-difluoro-3-benzoyl-5-(2-naphthoyl)-1-methanesulfonyloxy-D-ribofuranose With trimethylsilyl trifluoromethanesulfonate In toluene for 15h; Heating / reflux;		88%
4-N-Acetylcytosine
14631-20-0

4-N-Acetylcytosine

acetic anhydride
108-24-7

acetic anhydride

N-acetyl-5-acetylcytosine

N-acetyl-5-acetylcytosine

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In chloroform at 100℃;88%
4-N-Acetylcytosine
14631-20-0

4-N-Acetylcytosine

1-iodo-2,2,3,3,4,4,5,5,5-nonafluorobutane
423-39-2

1-iodo-2,2,3,3,4,4,5,5,5-nonafluorobutane

N-(2-oxo-5-(perfluorobutyl)-1,2-dihydropyrimidin-4-yl)acetamide

N-(2-oxo-5-(perfluorobutyl)-1,2-dihydropyrimidin-4-yl)acetamide

Conditions
ConditionsYield
With caesium carbonate In dimethyl sulfoxide at 20℃; for 24h; Schlenk technique; Inert atmosphere; Irradiation;87%
1-O-acetyl-2,3,5-tri-O-benzoyl-β-L-ribofuranose
3080-30-6, 6974-32-9, 14215-97-5, 16162-35-9, 20822-87-1, 21138-42-1, 22249-15-6, 22249-17-8, 26287-72-9, 53403-35-3, 53403-36-4, 57236-69-8, 70832-64-3, 99395-04-7, 100101-51-7, 109668-83-9, 120019-54-7

1-O-acetyl-2,3,5-tri-O-benzoyl-β-L-ribofuranose

4-N-Acetylcytosine
14631-20-0

4-N-Acetylcytosine

4-N-acetyl-2',3',5'-tri-O-benzoyl-β-L-cytidine
179112-78-8

4-N-acetyl-2',3',5'-tri-O-benzoyl-β-L-cytidine

Conditions
ConditionsYield
With benzenesulfonamide; trimethylsilyl trifluoromethanesulfonate In acetonitrile at 65℃;86%
Substitution;86%
4-N-Acetylcytosine
14631-20-0

4-N-Acetylcytosine

allyl bromide
106-95-6

allyl bromide

N4-acetyl-N1-allylcytosine

N4-acetyl-N1-allylcytosine

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 24h;86%
4-N-Acetylcytosine
14631-20-0

4-N-Acetylcytosine

1,4-anhydro-2-deoxy-3,5-di-O-(di-tert-butylsilylene)-1-C-(triethylsilyloxy-methyl)-D-erythro-pent-1-enitol
1235869-94-9

1,4-anhydro-2-deoxy-3,5-di-O-(di-tert-butylsilylene)-1-C-(triethylsilyloxy-methyl)-D-erythro-pent-1-enitol

N4-acetyl-1-[3,5-O-(di-tert-butylsilylene)-2-deoxy-2-iodo-1-C-(triethyl-silyloxymethyl)-β-D-ribofuranosyl]cytosine
1235870-16-2

N4-acetyl-1-[3,5-O-(di-tert-butylsilylene)-2-deoxy-2-iodo-1-C-(triethyl-silyloxymethyl)-β-D-ribofuranosyl]cytosine

Conditions
ConditionsYield
Stage #1: 4-N-Acetylcytosine With N,O-bis-(trimethylsilyl)-acetamide In acetonitrile
Stage #2: 1,4-anhydro-2-deoxy-3,5-di-O-(di-tert-butylsilylene)-1-C-(triethylsilyloxy-methyl)-D-erythro-pent-1-enitol With N-iodo-succinimide In dichloromethane; acetonitrile at 0℃; for 12h; Inert atmosphere; stereoselective reaction;		84%
4-N-Acetylcytosine
14631-20-0

4-N-Acetylcytosine

ethyl acrylate
140-88-5

ethyl acrylate

ethyl 3-(4-acetamido-2-oxopyrimidin-1(2H)-yl)propanoate
38718-22-8

ethyl 3-(4-acetamido-2-oxopyrimidin-1(2H)-yl)propanoate

Conditions
ConditionsYield
With tetrabutylammomium bromide; zinc(II) oxide at 100℃; for 0.416667h; Michael addition; microwave irradiation;83%
With tetrabutylammomium bromide at 100℃; for 0.416667h; Microwave irradiation; Neat (no solvent);81%
With Bacillus subtilis alkaline protease EC 3.4.21.14 In dimethyl sulfoxide at 50℃; for 24h; Michael addition;28.7%
4-N-Acetylcytosine
14631-20-0

4-N-Acetylcytosine

acrylonitrile
107-13-1

acrylonitrile

C9H10N4O2

C9H10N4O2

Conditions
ConditionsYield
With triethylamine In water at 100℃; for 0.0833333h; Michael addition; microwave irradiation;83%
4-N-Acetylcytosine
14631-20-0

4-N-Acetylcytosine

(E)-4-bromo-2-benzoyloxymethyl-1-fluorobut-1-ene
167629-23-4

(E)-4-bromo-2-benzoyloxymethyl-1-fluorobut-1-ene

(E)-4-(4-acetylaminopyrimidinone-1-yl)-2-benzoyloxymethyl-1-fluorobut-1-ene
208719-58-8

(E)-4-(4-acetylaminopyrimidinone-1-yl)-2-benzoyloxymethyl-1-fluorobut-1-ene

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 18h;81%
3-[(tert-butyldiphenylsilyloxy)methyl]-2-methylisoxazolidin-5-yl acetate

3-[(tert-butyldiphenylsilyloxy)methyl]-2-methylisoxazolidin-5-yl acetate

4-N-Acetylcytosine
14631-20-0

4-N-Acetylcytosine

1-[(1'SR,4'RS)-(4'-((tert-butyldiphenylsilyloxy)methyl)-3'-methyl)-2'-oxa-3'-azacyclopent-1'-yl]-4-(acetylamino)-2-oxo-1,2-dihydropyrimidine

1-[(1'SR,4'RS)-(4'-((tert-butyldiphenylsilyloxy)methyl)-3'-methyl)-2'-oxa-3'-azacyclopent-1'-yl]-4-(acetylamino)-2-oxo-1,2-dihydropyrimidine

1-[(1'RS,4'RS)-(4'-((tert-butyldiphenylsilyloxy)methyl)-3'-methyl)-2'-oxa-3'-azacyclopent-1'-yl]-4-(acetylamino)-2-oxo-1,2-dihydropyrimidine

1-[(1'RS,4'RS)-(4'-((tert-butyldiphenylsilyloxy)methyl)-3'-methyl)-2'-oxa-3'-azacyclopent-1'-yl]-4-(acetylamino)-2-oxo-1,2-dihydropyrimidine

Conditions
ConditionsYield
Stage #1: 4-N-Acetylcytosine With bis-(trimethylsilyl)acetamide In acetonitrile at 20℃; for 0.5h;
Stage #2: 3-[(tert-butyldiphenylsilyloxy)methyl]-2-methylisoxazolidin-5-yl acetate; trimethylsilyl trifluoromethanesulfonate In acetonitrile at 20℃; for 24h; Further stages.;		A 80%
B 10%
...Expand
piperidine
110-89-4

piperidine

4-N-Acetylcytosine
14631-20-0

4-N-Acetylcytosine

N-(2-(piperidin-1-yl)pyrimidin-4-yl)acetamide

N-(2-(piperidin-1-yl)pyrimidin-4-yl)acetamide

Conditions
ConditionsYield
With copper acetylacetonate; di-tert-butyl peroxide; N,N-dimethyl-formamide at 100℃; for 10h; Green chemistry;79%
4-N-Acetylcytosine
14631-20-0

4-N-Acetylcytosine

C7H10O3S2
1257249-09-4

C7H10O3S2

{5-(4-(methylcarboxamido)-2-oxo-1,2-dihydro-1-pyrimidinyl)-5,6-dihydro-1,4-dithiin-2-yl}methyl acetate
1257249-10-7

{5-(4-(methylcarboxamido)-2-oxo-1,2-dihydro-1-pyrimidinyl)-5,6-dihydro-1,4-dithiin-2-yl}methyl acetate

Conditions
ConditionsYield
Stage #1: 4-N-Acetylcytosine With trimethylsilyl trifluoromethanesulfonate; triethylamine In dichloromethane at 0 - 20℃; Pummerer type glycosidation; Inert atmosphere;
Stage #2: C7H10O3S2 In dichloromethane at 0 - 20℃; Pummerer type glycosidation; Inert atmosphere;		78%
2,3,4,6-tetra-O-benzoylglucosyl bromide
14218-11-2

2,3,4,6-tetra-O-benzoylglucosyl bromide

4-N-Acetylcytosine
14631-20-0

4-N-Acetylcytosine

β-N-acetylcytosyl-2',3',4',6'-tetrabenzoylglucose

β-N-acetylcytosyl-2',3',4',6'-tetrabenzoylglucose

Conditions
ConditionsYield
With mercury(II) cyanide In nitromethane for 4.5h; Heating;77%
4-N-Acetylcytosine
14631-20-0

4-N-Acetylcytosine

7-((5-(chloromethyl)-1,3,4-oxadiazol-2-yl)methyl)-1,3-dimethyl-3,7-dihydro-1H-purine-2,6-dione

7-((5-(chloromethyl)-1,3,4-oxadiazol-2-yl)methyl)-1,3-dimethyl-3,7-dihydro-1H-purine-2,6-dione

N-(1-((5-((1,3-dimethyl-2,6-dioxo-1,2,3,6-tetrahydro-7H-purin-7-yl)methyl)-1,3,4-oxadiazol-2-yl)methyl)-2-oxo-1,2-dihydropyrimidin-4-yl)acetamide

N-(1-((5-((1,3-dimethyl-2,6-dioxo-1,2,3,6-tetrahydro-7H-purin-7-yl)methyl)-1,3,4-oxadiazol-2-yl)methyl)-2-oxo-1,2-dihydropyrimidin-4-yl)acetamide

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 60℃; for 2h;76%
4-N-Acetylcytosine
14631-20-0

4-N-Acetylcytosine

1,4-anhydro-2-O-(2,4-dimethoxybenzoyl)-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-4-sulfinyl-D-ribitol
869347-03-5

1,4-anhydro-2-O-(2,4-dimethoxybenzoyl)-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-4-sulfinyl-D-ribitol

N4-acetyl-1-[2-O-(2,4-dimethoxybenzoyl)-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-4-thio-β-D-ribofuranosyl]cytosine
291758-17-3

N4-acetyl-1-[2-O-(2,4-dimethoxybenzoyl)-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-4-thio-β-D-ribofuranosyl]cytosine

Conditions
ConditionsYield
With trimethylsilyl trifluoromethanesulfonate In dichloromethane; toluene at 20℃; for 0.0833333h; Pummerer reaction;75%
4-N-Acetylcytosine
14631-20-0

4-N-Acetylcytosine

1-bromo-hexane
111-25-1

1-bromo-hexane

N-(1-hexyl-2-oxo-1,2-dihydropyrimidin-4-yl)acetamide
895163-82-3

N-(1-hexyl-2-oxo-1,2-dihydropyrimidin-4-yl)acetamide

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 16h;75%
4-N-Acetylcytosine
14631-20-0

4-N-Acetylcytosine

chloroacetic acid ethyl ester
105-39-5

chloroacetic acid ethyl ester

N4-acetyl-1-(ethoxycarbonylmethyl)cytosine
870122-95-5

N4-acetyl-1-(ethoxycarbonylmethyl)cytosine

Conditions
ConditionsYield
With potassium carbonate In acetone for 5h; Heating;75%
4-N-Acetylcytosine
14631-20-0

4-N-Acetylcytosine

C7H10O3S2
1257249-11-8

C7H10O3S2

{6-(4-(methylcarboxamido)-2-oxo-1,2-dihydro-1-pyrimidinyl)-5,6-dihydro-1,4-dithiin-2-yl}methyl acetate
1257249-12-9

{6-(4-(methylcarboxamido)-2-oxo-1,2-dihydro-1-pyrimidinyl)-5,6-dihydro-1,4-dithiin-2-yl}methyl acetate

Conditions
ConditionsYield
Stage #1: 4-N-Acetylcytosine With trimethylsilyl trifluoromethanesulfonate; triethylamine In dichloromethane at 0 - 20℃; Inert atmosphere;
Stage #2: C7H10O3S2 In dichloromethane at 0 - 20℃; Inert atmosphere;		75%
4-N-Acetylcytosine
14631-20-0

4-N-Acetylcytosine

1,2,3,5-tetra-O-benzoyl-2-C-trimethylsilylethynyl-β-D-ribofuranose
188413-93-6

1,2,3,5-tetra-O-benzoyl-2-C-trimethylsilylethynyl-β-D-ribofuranose

N4-acetyl-2',3',5'-tri-O-benzoyl-2'-C-[(trimethylsilyl)ethynyl]cytidine
188413-87-8

N4-acetyl-2',3',5'-tri-O-benzoyl-2'-C-[(trimethylsilyl)ethynyl]cytidine

Conditions
ConditionsYield
With N,O-bis-(trimethylsilyl)-acetamide; tin(IV) chloride In acetonitrile for 3.5h; Heating;73%
4-N-Acetylcytosine
14631-20-0

4-N-Acetylcytosine

1-dodecylbromide
143-15-7

1-dodecylbromide

N-(1-dodecyl-2-oxo-1,2-dihydropyrimidin-4-yl)acetamide
1258960-67-6

N-(1-dodecyl-2-oxo-1,2-dihydropyrimidin-4-yl)acetamide

Conditions
ConditionsYield
Stage #1: 4-N-Acetylcytosine With potassium carbonate In N,N-dimethyl-formamide for 0.5h;
Stage #2: 1-dodecylbromide In N,N-dimethyl-formamide at 80℃; for 24h;		71%
4-N-Acetylcytosine
14631-20-0

4-N-Acetylcytosine

1-(t-butyl-dimethylsilyloxymethyl)-3(R,S)-hydroxybicyclo[2,1,1]hexane
305819-10-7

1-(t-butyl-dimethylsilyloxymethyl)-3(R,S)-hydroxybicyclo[2,1,1]hexane

N-{1-[4-(tert-butyl-dimethyl-silanyloxymethyl)-bicyclo[2.1.1]hex-2-yl]-2-oxo-1,2-dihydro-pyrimidin-4-yl}-acetamide
305819-13-0

N-{1-[4-(tert-butyl-dimethyl-silanyloxymethyl)-bicyclo[2.1.1]hex-2-yl]-2-oxo-1,2-dihydro-pyrimidin-4-yl}-acetamide

Conditions
ConditionsYield
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 20℃; Condensation; Mitsunobu reaction;70%

N4-Acetylcytosine Chemical Properties

Molecule structure of N4-Acetylcytosine (CAS NO.14631-20-0):

IUPAC Name: N-(2-Oxo-1H-pyrimidin-6-yl)acetamide 
Molecular Weight: 153.13868 g/mol
Molecular Formula: C6H7N3O2 
Density: 1.41 g/cm3 
Melting Point: >300 °C(lit.)
Index of Refraction: 1.625
Molar Refractivity: 38.32 cm3
Molar Volume: 108.3 cm3
Surface Tension: 54.4 dyne/cm
XLogP3: -2.4
H-Bond Donor: 2
H-Bond Acceptor: 2
Rotatable Bond Count: 1
Tautomer Count: 9
Exact Mass: 153.053826
MonoIsotopic Mass: 153.053826
Topological Polar Surface Area: 70.6
Heavy Atom Count: 11
Canonical SMILES: CC(=O)NC1=CC=NC(=O)N1
InChI: InChI=1S/C6H7N3O2/c1-4(10)8-5-2-3-7-6(11)9-5/h2-3H,1H3,(H2,7,8,9,10,11)
InChIKey: IJCKBIINTQEGLY-UHFFFAOYSA-N
Product Categories of N4-Acetylcytosine (CAS NO.14631-20-0): Heterocyclic Compounds; Biochemistry; Nucleobases and their analogs; Nucleosides, Nucleotides & Related Reagents; Building Blocks; Heterocyclic Building Blocks; Pyrimidines

N4-Acetylcytosine Safety Profile

Hazard Codes: IrritantXi
Risk Statements: 36/37/38 
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 22-24/25-37/39-26 
S22:Do not breathe dust. 
S24/25:Avoid contact with skin and eyes. 
S37/39:Wear suitable gloves and eye/face protection. 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
WGK Germany: 3

N4-Acetylcytosine Specification

 N4-Acetylcytosine (CAS NO.14631-20-0) is also named as Acetamide, N-(1,2-dihydro-2-oxo-4-pyrimidinyl)- ; N-(2-Oxo-1,2-dihydro-4-pyrimidinyl)acetamide ; N-(2-Oxo-1,2-dihydropyrimidin-4-yl)acetamid ; N-Acetylcytosine .

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