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52523-35-0

Basic Information
CAS No.: 52523-35-0
Name: N-(Trimethylsilyl)-4-[(trimethylsilyl)oxy]-2-amine-1,3,5-triazin
Article Data: 33
Molecular Structure:
Molecular Structure of 52523-35-0 (N-(Trimethylsilyl)-4-[(trimethylsilyl)oxy]-2-amine-1,3,5-triazin)
Formula: C9H20N4OSi2
Molecular Weight: 256.455
Synonyms: Bis(trimethylsilyl)-5-azacytosine;N-(Trimethylsilyl)-4-[(trimethylsilyl)oxy]-2-amine-1,3,5-triazin
Density: 1.025
Boiling Point: 306℃
Flash Point: 139℃
PSA: 61.88000
LogP: 1.64110
Synthetic route
931-86-2

5-azacytosine

999-97-3

1,1,1,3,3,3-hexamethyl-disilazane

52523-35-0

2-(trimethylsilylamino)-4-(trimethylsilyloxy)-s-triazine

Conditions
ConditionsYield
With ammonium sulfate for 8h; Product distribution / selectivity; Reflux;98%
at 145 - 150℃; for 20h; Concentration;96%
With ammonium sulfate at 120 - 150℃;95.7%
931-86-2

5-azacytosine

999-97-3

1,1,1,3,3,3-hexamethyl-disilazane

52523-35-0

2-(trimethylsilylamino)-4-(trimethylsilyloxy)-s-triazine

Conditions
ConditionsYield
ammonium sulfate In acetonitrile at 25 - 80℃; Product distribution / selectivity;
931-86-2

5-azacytosine

75-77-4

chloro-trimethyl-silane

52523-35-0

2-(trimethylsilylamino)-4-(trimethylsilyloxy)-s-triazine

Conditions
ConditionsYield
With ammonium sulfate; 1,1,1,3,3,3-hexamethyl-disilazane for 17h; Reflux;Ca. 7 g
With ammonium sulfate; 1,1,1,3,3,3-hexamethyl-disilazane for 17h; Reflux;Ca. 7 g
With ammonium sulfate at 80℃; for 2h; Temperature;
931-86-2

5-azacytosine

10416-59-8

N,O-bis-(trimethylsilyl)-acetamide

52523-35-0

2-(trimethylsilylamino)-4-(trimethylsilyloxy)-s-triazine

Conditions
ConditionsYield
In acetonitrile at 50℃; for 2h; Inert atmosphere;

C16H26O7S

52523-35-0

2-(trimethylsilylamino)-4-(trimethylsilyloxy)-s-triazine

C17H26N4O6S

Conditions
ConditionsYield
Stage #1: C16H26O7S; 2-(trimethylsilylamino)-4-(trimethylsilyloxy)-s-triazine With sulfuric acid In acetonitrile for 0.5h;
Stage #2: With tin(IV) chloride In acetonitrile at 20℃; for 0.5h; Temperature; Solvent;
93.1%

C16H29NO6

52523-35-0

2-(trimethylsilylamino)-4-(trimethylsilyloxy)-s-triazine

C18H29N5O6

Conditions
ConditionsYield
With trimethylsilyl trifluoromethanesulfonate In acetonitrile at 10℃; for 4.5h; Temperature; Solvent;92.1%
52523-35-0

2-(trimethylsilylamino)-4-(trimethylsilyloxy)-s-triazine

80184-05-0

1-chloro-2-deoxy-D-ribofuranose

2353-33-5, 22432-95-7

5-aza-2'-deoxycytidine

Conditions
ConditionsYield
Stage #1: 1-chloro-2-deoxy-D-ribofuranose With cobalt(II) nitrate; 1,1'-bi-2-naphthol In N,N-dimethyl-formamide at 60℃; Inert atmosphere;
Stage #2: 2-(trimethylsilylamino)-4-(trimethylsilyloxy)-s-triazine With triethylamine In N,N-dimethyl-formamide at 40℃; Temperature; Concentration; Reagent/catalyst;
89.3%
Stage #1: 1-chloro-2-deoxy-D-ribofuranose With (S)-(1,1'-binaphthalene)-2,2'-diylbis(diphenylphosphine); palladium dichloride In N,N-dimethyl-formamide at 60℃; Inert atmosphere;
Stage #2: 2-(trimethylsilylamino)-4-(trimethylsilyloxy)-s-triazine With triethylamine In N,N-dimethyl-formamide at 40℃; for 6h; Reagent/catalyst; Temperature;
87.2%

C36H32O10S

52523-35-0

2-(trimethylsilylamino)-4-(trimethylsilyloxy)-s-triazine

1-<3,5-bis(Fmoc)-2'-deoxyribofuranosyl>-5-azacytidine

Conditions
ConditionsYield
With trimethylsilyl trifluoromethanesulfonate In acetonitrile at 5℃; Temperature; Solvent; Reagent/catalyst;89.3%
52523-35-0

2-(trimethylsilylamino)-4-(trimethylsilyloxy)-s-triazine

206269-45-6

1-(2,3,5-tri-O-benzoyl-β-L-ribofuranosyl)-5-azacytosine

Conditions
ConditionsYield
With tin(IV) chloride In 1,2-dichloro-ethane at 10℃; for 2h;81%
6974-32-9

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

52523-35-0

2-(trimethylsilylamino)-4-(trimethylsilyloxy)-s-triazine

320-67-2

5-azacytidine

Conditions
ConditionsYield
Stage #1: 1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose; 2-(trimethylsilylamino)-4-(trimethylsilyloxy)-s-triazine; trifluorormethanesulfonic acid In acetonitrile at 55℃; for 12.5h; Industry scale;
Stage #2: With methanol; sodium methylate In dimethyl sulfoxide; acetonitrile at 22 - 23℃; for 3.75h;
71%
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