CAS No.52523-35-0,N-(Trimethylsilyl)-4-[(trimethylsilyl)oxy]-2-amine-1,3,5-triazin Suppliers

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N-(Trimethylsilyl)-4-[(trimethylsilyl)oxy]-2-amine-1,3,5-triazin

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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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

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

: C16H26O7S

: 52523-35-0
2-(trimethylsilylamino)-4-(trimethylsilyloxy)-s-triazine

: C17H26N4O6S

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
With trimethylsilyl trifluoromethanesulfonate In acetonitrile at 5℃; Temperature; Solvent; Reagent/catalyst;	89.3%

: 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

: 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

Conditions	Yield
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

Conditions	Yield
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%

: 52523-35-0
2-(trimethylsilylamino)-4-(trimethylsilyloxy)-s-triazine

: 1-O-acetyl-2-deoxy-3,5-di-O-p-toluiyl-4-thio-D-erythro-pentofuranose

: C24H24N4O5S

Conditions

Conditions	Yield
With trimethylsilyl trifluoromethanesulfonate In acetonitrile at 78℃;	69%

: 52523-35-0
2-(trimethylsilylamino)-4-(trimethylsilyloxy)-s-triazine

: 13035-61-5
1,2,3,5-tetraacetylribose

: 10302-78-0
2,3,5-tri-O-acetyl-β-D-ribofuranose-4-amino-1,3,5-triazine

Conditions

Conditions	Yield
Stage #1: 2-(trimethylsilylamino)-4-(trimethylsilyloxy)-s-triazine; 1,2,3,5-tetraacetylribose With tin(IV) chloride In dichloromethane at 0 - 5℃; for 6h; Inert atmosphere; Stage #2: With water; sodium hydrogencarbonate In dichloromethane at 10℃; for 0.5h; Product distribution / selectivity;	66.4%
With trifluorormethanesulfonic acid In ethyl acetate at 5 - 30℃; Product distribution / selectivity;
With trimethylsilyl trifluoromethanesulfonate In acetonitrile at 60 - 75℃; Temperature; Reagent/catalyst; Solvent;
With trimethylsilyl trifluoromethanesulfonate In dichloromethane at 20℃; Concentration;	255 g
With trimethylsilyl trifluoromethanesulfonate In dichloromethane at 20 - 30℃; for 5h;	24.2 g

: 52523-35-0
2-(trimethylsilylamino)-4-(trimethylsilyloxy)-s-triazine

: 13035-61-5
1,2,3,5-tetraacetylribose

: C25H32N4O15

Conditions

Conditions	Yield
With aluminum (III) chloride In dichloromethane at 30℃; for 23h; Reagent/catalyst; Temperature;	61%

: 52523-35-0
2-(trimethylsilylamino)-4-(trimethylsilyloxy)-s-triazine

: 2-deoxy-1-chloro-3,5-di-(O-Fmoc)-D-ribose

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

Conditions

Conditions	Yield
With tin(IV) chloride In 1,2-dichloro-ethane for 2h;	45%
With trimethylsilyl trifluoromethanesulfonate In dichloromethane at 0 - 20℃; Concentration; Time; Large scale;

: 145985-97-3
(2R,5S)-1-<2-<<(tert-butyldiphenylsilyl)oxy>methyl>-1,3-oxathiolan-5-yl>cytosine

: 52523-35-0
2-(trimethylsilylamino)-4-(trimethylsilyloxy)-s-triazine

: 267667-58-3
(2R,5S)- and (2R,5R)-4-amino-1-{2-[[(tert-butyldiphenylsilyl)oxy]methyl]-1,3-oxathiolan-5-yl}-1,2,4-triazine-2(1H)-one

Conditions

Conditions	Yield
With trimethylsilyl trifluoromethanesulfonate In 1,2-dichloro-ethane at 20℃; Substitution; transglycosylation;	43%

: 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

: 52523-35-0
2-(trimethylsilylamino)-4-(trimethylsilyloxy)-s-triazine

A: 221171-48-8
1-<3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2-deoxy-2-methylene-β-D-erythro-pentofuranosyl>-4-amino-1,3,5-triazine-2(1H)-one

B: 1-<3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2-deoxy-2-methylene-α-D-erythro-pentofuranosyl>-4-amino-1,3,5-triazine-2(1H)-one

Conditions

Conditions	Yield
With trimethylsilyl trifluoromethanesulfonate In 1,2-dichloro-ethane Ambient temperature;	A 20% B 32%

...Expand

: 1-methylsulfonyl-2-deoxy-2,2-difluoro-D-ribofuranosyl-3,5-dibenzoate

: 52523-35-0
2-(trimethylsilylamino)-4-(trimethylsilyloxy)-s-triazine

: 3',5'-dibenzoyl-2',2'-difluoro-5-azadeoxycytidine

Conditions

Conditions	Yield
at 150℃; for 7h;	25%

: 187458-07-7
5-({[tert-butyl(dimethyl)silyl]oxy}methyl)tetrahydrofuran-2-yl acetate

: 52523-35-0
2-(trimethylsilylamino)-4-(trimethylsilyloxy)-s-triazine

A: 1-[5'-O-(tert-butyldimethylsilyl)-2',3'-dideoxy-α-D-ribofuranosyl]-5-azacytosine

B: 1-[5'-O-(tert-butyldimethylsilyl)-2',3'-dideoxy-β-D-ribofuranosyl]-5-azacytosine

Conditions

Conditions	Yield
With ethylaluminum dichloride In dichloromethane; toluene Ambient temperature;	A 15% B 20%
With ethylaluminum dichloride In 1,2-dichloro-ethane; toluene at 0 - 20℃; for 16h; Inert atmosphere;

...Expand

: 1-bromo-2-deoxy-2,2-difluoro-D-ribofuranosyl-3,5-dibenzoate

: 52523-35-0
2-(trimethylsilylamino)-4-(trimethylsilyloxy)-s-triazine

: 3',5'-dibenzoyl-2',2'-difluoro-5-azadeoxycytidine

Conditions

Conditions	Yield
Stage #1: 1-bromo-2-deoxy-2,2-difluoro-D-ribofuranosyl-3,5-dibenzoate; 2-(trimethylsilylamino)-4-(trimethylsilyloxy)-s-triazine at 150℃; for 4h; Stage #2: With tin(IV) chloride at 150℃; for 6h;	17%

: 1-bromo-2-deoxy-2,2-difluoro-D-ribofuranosyl-3,5-dibenzoate

: 52523-35-0
2-(trimethylsilylamino)-4-(trimethylsilyloxy)-s-triazine

A: 1537910-71-6
3',5'-dibenzoyl-2',2'-difluoro-5-aza-α-2'-deoxycytidine

B: 1537910-70-5
3’,5’-dibenzoyl-2’,2’-difluoro-5-aza-deoxycytidine

Conditions

Conditions	Yield
Stage #1: 1-bromo-2-deoxy-2,2-difluoro-D-ribofuranosyl-3,5-dibenzoate; 2-(trimethylsilylamino)-4-(trimethylsilyloxy)-s-triazine at 150℃; for 4h; Stage #2: With tin(IV) chloride at 150℃; for 6h;	A 5% B 12%
Stage #1: 1-bromo-2-deoxy-2,2-difluoro-D-ribofuranosyl-3,5-dibenzoate; 2-(trimethylsilylamino)-4-(trimethylsilyloxy)-s-triazine With methoxybenzene at 150℃; for 4h; Stage #2: With tin(IV) chloride at 150℃; for 6h;	A 5% B 12%

...Expand

: 52523-35-0
2-(trimethylsilylamino)-4-(trimethylsilyloxy)-s-triazine

: 1-O-acetyl-5-O-(tert-butyldimethylsilyl)-2,3-dideoxy-L-ribofuranose

A: 162106-23-2
1-(5-O-tert-butyldimethylsilyl-2,3-dideoxy-β-L-ribofuranosyl)-5-azacytosine

B: 162239-39-6
1-(5-O-tert-butyldimethylsilyl-2,3-dideoxy-α-L-ribofuranosyl)-5-azacytosine

Conditions

Conditions	Yield
With ethylaluminum dichloride In dichloromethane; toluene Ambient temperature;	A 3.8% B 2.1%

...Expand

: 52523-35-0
2-(trimethylsilylamino)-4-(trimethylsilyloxy)-s-triazine

: 13035-61-5
1,2,3,5-tetraacetylribose

: C17H26N4O8Si

Conditions

Conditions	Yield
Stage #1: 2-(trimethylsilylamino)-4-(trimethylsilyloxy)-s-triazine; 1,2,3,5-tetraacetylribose With trimethylsilyl trifluoromethanesulfonate In dichloromethane at 0 - 20℃; for 2.08333 - 2.16667h; Stage #2: With sodium hydrogencarbonate; sodium carbonate In dichloromethane; water at 0℃;

: 890044-84-5
(2R,3R)-5-acetoxy-2-((benzoyloxy)methyl)-4,4-difluorotetrahydrofuran-3-yl benzoate

: 52523-35-0
2-(trimethylsilylamino)-4-(trimethylsilyloxy)-s-triazine

: 4-amino-1-((2R,4R,5R)-3,3-difluoro-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-1,3,5-triazin-2(1H)-one

Conditions

Conditions	Yield
Stage #1: (2R,3R)-5-acetoxy-2-((benzoyloxy)methyl)-4,4-difluorotetrahydrofuran-3-yl benzoate; 2-(trimethylsilylamino)-4-(trimethylsilyloxy)-s-triazine With tin(IV) chloride In 1,2-dichloro-ethane; acetonitrile for 3h; Heating / reflux; Stage #2: With ammonia In methanol for 48h;

: 83-87-4, 604-68-2, 604-69-3, 2152-77-4, 4026-35-1, 4163-59-1, 4163-60-4, 4163-61-5, 4163-65-9, 4257-94-7, 4257-96-9, 16299-15-3, 19186-39-1, 19189-55-0, 25878-60-8, 25941-03-1, 32445-48-0, 32445-49-1, 32445-53-7, 32445-54-8, 34685-58-0, 34685-59-1, 43168-42-9, 43168-44-1, 43169-22-8, 43169-25-1, 66966-07-2, 70749-17-6, 80184-01-6, 93221-01-3, 93221-02-4, 99630-88-3, 109215-53-4, 115792-70-6, 115792-73-9, 139894-92-1, 139973-25-4, 144071-49-8, 147648-81-5
D-Mannose pentaacetate

: 52523-35-0
2-(trimethylsilylamino)-4-(trimethylsilyloxy)-s-triazine

: C17H22N4O10

Conditions

Conditions	Yield
With Lewis acid In acetonitrile at 20℃; Vorbrueggen coupling;

: 83-87-4, 604-68-2, 604-69-3, 2152-77-4, 4026-35-1, 4163-59-1, 4163-60-4, 4163-61-5, 4163-65-9, 4257-94-7, 4257-96-9, 16299-15-3, 19186-39-1, 19189-55-0, 25878-60-8, 25941-03-1, 32445-48-0, 32445-49-1, 32445-53-7, 32445-54-8, 34685-58-0, 34685-59-1, 43168-42-9, 43168-44-1, 43169-22-8, 43169-25-1, 66966-07-2, 70749-17-6, 80184-01-6, 93221-01-3, 93221-02-4, 99630-88-3, 109215-53-4, 115792-70-6, 115792-73-9, 139894-92-1, 139973-25-4, 144071-49-8, 147648-81-5
D-glucose pentaacetate

: 52523-35-0
2-(trimethylsilylamino)-4-(trimethylsilyloxy)-s-triazine

: 29845-67-8
4-amino-1-(tetra-O-acetyl-β-D-glucopyranosyl)-1H-[1,3,5]triazin-2-one

Conditions

Conditions	Yield
With Lewis acid In acetonitrile at 20℃; Vorbrueggen coupling;

: 62446-93-9
1,2,3,4-tetra-O-acetyl-D-xylopyranose

: 52523-35-0
2-(trimethylsilylamino)-4-(trimethylsilyloxy)-s-triazine

: 1137737-90-6
C14H18N4O8

Conditions

Conditions	Yield
With Lewis acid In acetonitrile at 20℃; Vorbrueggen coupling;

: 3616-19-1, 5328-50-7, 5346-90-7, 6291-42-5, 6920-00-9, 20764-63-0, 20880-60-8, 20880-65-3, 22352-19-8, 23973-20-8, 32447-69-1, 34213-32-6, 53956-64-2, 56907-29-0, 56994-12-8, 56994-13-9, 57128-38-8, 67650-36-6, 68036-17-9, 68036-19-1, 78215-50-6, 78215-51-7, 79549-48-7, 80446-82-8, 85249-04-3, 93221-83-1, 93779-27-2, 111407-83-1, 111407-84-2, 111407-85-3, 120328-65-6, 123809-59-6, 132341-46-9, 132341-47-0, 132341-49-2, 145307-94-4, 52554-32-2
lactose octaacetate

: 52523-35-0
2-(trimethylsilylamino)-4-(trimethylsilyloxy)-s-triazine

: 1137737-94-0
C29H38N4O18

Conditions

Conditions	Yield
With Lewis acid In acetonitrile at 20℃; Vorbrueggen coupling;

: 7404-35-5, 17081-04-8, 20853-37-6, 24332-95-4, 27821-10-9, 27821-11-0, 33947-15-8, 34371-40-9, 34371-41-0, 35521-79-0, 36807-81-5, 36807-82-6, 50615-78-6, 51921-33-6, 62182-03-0, 64913-16-2, 70004-81-8, 84622-47-9, 87303-56-8, 108942-32-1, 108942-33-2, 109430-94-6, 143394-72-3, 30021-94-4
1,2,3,4-tetra-O-acetyl-L-rhamnopyranose

: 52523-35-0
2-(trimethylsilylamino)-4-(trimethylsilyloxy)-s-triazine

: C15H20N4O8

Conditions

Conditions	Yield
With Lewis acid In acetonitrile at 20℃; Vorbrueggen coupling;

: 3616-19-1, 5328-50-7, 5346-90-7, 6291-42-5, 6920-00-9, 20764-63-0, 20880-65-3, 22352-19-8, 23973-20-8, 32447-69-1, 34213-32-6, 52554-32-2, 53956-64-2, 56907-29-0, 56994-12-8, 56994-13-9, 57128-38-8, 67650-36-6, 68036-17-9, 68036-19-1, 78215-50-6, 78215-51-7, 79549-48-7, 80446-82-8, 85249-04-3, 93221-83-1, 93779-27-2, 111407-83-1, 111407-84-2, 111407-85-3, 120328-65-6, 123809-59-6, 132341-46-9, 132341-47-0, 132341-49-2, 145307-94-4, 20880-60-8
1,2,3,6,2',3',4',6'-octa-O-acetylmaltose

: 52523-35-0
2-(trimethylsilylamino)-4-(trimethylsilyloxy)-s-triazine

: 1137737-93-9
C29H38N4O18

Conditions

Conditions	Yield
With Lewis acid In acetonitrile at 20℃; Vorbrueggen coupling;

: 52523-35-0
2-(trimethylsilylamino)-4-(trimethylsilyloxy)-s-triazine

: 13035-61-5
1,2,3,5-tetraacetylribose

: 320-67-2
5-azacytidine

Conditions

Conditions	Yield
Stage #1: 2-(trimethylsilylamino)-4-(trimethylsilyloxy)-s-triazine; 1,2,3,5-tetraacetylribose With tin(IV) chloride In 1,2-dichloro-ethane at 5 - 20℃; for 2.25h; Stage #2: With water; sodium hydrogencarbonate In 1,2-dichloro-ethane at 15 - 20℃; for 0.5h; Product distribution / selectivity;

: 21740-23-8
3,5-O-bis(4-chlorobenzoyl)-2-deoxy-α-D-ribofuranosyl chloride

: 52523-35-0
2-(trimethylsilylamino)-4-(trimethylsilyloxy)-s-triazine

: 1034301-08-0
1-(3,5-di-O-p-chlorobenzoyl-2-deoxy-β-D-ribofuranosyl)-5-azacytosine

Conditions

Conditions	Yield
Stage #1: 3,5-O-bis(4-chlorobenzoyl)-2-deoxy-α-D-ribofuranosyl chloride; 2-(trimethylsilylamino)-4-(trimethylsilyloxy)-s-triazine; lithium trifluoromethanesulfonate In dichloromethane at 20 - 25℃; for 4h; Stage #2: With water; sodium hydrogencarbonate In cyclohexane; ethyl acetate; acetonitrile at 0 - 30℃; for 3h;

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