52523-35-0

Basic information

• Product Name: N-(Trimethylsilyl)-4-[(trimethylsilyl)oxy]-2-amine-1,3,5-triazin
• Synonyms: Bis(trimethylsilyl)-5-azacytosine;N-(Trimethylsilyl)-4-[(trimethylsilyl)oxy]-2-amine-1,3,5-triazin;N-(Trimethylsilyl)-4-[(trimethylsilyl)oxy]-1,3,5-triazin-2-amine;2--4--s-triazine
• CAS NO: 52523-35-0
• Molecular Formula: C₉H₂₀N₄OSi₂
• Molecular Weight: 256.4523
• Mol File: 52523-35-0.mol
• Article Data: 32

Chemical Properties

• Boiling Point: 306℃
• Flash Point: 139℃
• Appearance: /
• Density: 1.025
• PKA: 3.24±0.10(Predicted)
• CAS DataBase Reference: N-(Trimethylsilyl)-4-[(trimethylsilyl)oxy]-2-amine-1,3,5-triazin(CAS DataBase Reference)
• NIST Chemistry Reference: N-(Trimethylsilyl)-4-[(trimethylsilyl)oxy]-2-amine-1,3,5-triazin(52523-35-0)
• EPA Substance Registry System: N-(Trimethylsilyl)-4-[(trimethylsilyl)oxy]-2-amine-1,3,5-triazin(52523-35-0)

Safety Data

• Hazardous Substances Data: 52523-35-0(Hazardous Substances Data)

Usage

General Description

N-(Trimethylsilyl)-4-[(trimethylsilyl)oxy]-2-amine-1,3,5-triazin is a complex chemical compound with applications in various fields of study. It consists of a 1,3,5-triazine ring, a type of nitrogenous organic compound, attached with a few specific chemical groups. These groups include a trimethylsilyl group and an oxy-trimethylsilyl group. The presence of 'trimethylsilyl' in the compound indicates it could be used in derivatization, which is a process often employed in gas chromatography to increase the volatility and stability of compounds. Due to its complex structure and diverse chemical properties, this compound can be used for various research and industrial applications. However, specific information regarding its physical properties, toxicity, production process, or usage is not readily available and may require further studies or expert knowledge.

Synthetic route

5-azacytosine (931-86-2) + 1,1,1,3,3,3-hexamethyl-disilazane (999-97-3) → 2-(trimethylsilylamino)-4-(trimethylsilyloxy)-s-triazine (52523-35-0)

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%

5-azacytosine (931-86-2) + 1,1,1,3,3,3-hexamethyl-disilazane (999-97-3) → 2-(trimethylsilylamino)-4-(trimethylsilyloxy)-s-triazine (52523-35-0)

Conditions	Yield
ammonium sulfate In acetonitrile at 25 - 80℃; Product distribution / selectivity;

5-azacytosine (931-86-2) + chloro-trimethyl-silane (75-77-4) → 2-(trimethylsilylamino)-4-(trimethylsilyloxy)-s-triazine (52523-35-0)

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;

5-azacytosine (931-86-2) + N,O-bis-(trimethylsilyl)-acetamide (10416-59-8) → 2-(trimethylsilylamino)-4-(trimethylsilyloxy)-s-triazine (52523-35-0)

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

C16H26O7S + 2-(trimethylsilylamino)-4-(trimethylsilyloxy)-s-triazine (52523-35-0) → C17H26N4O6S

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 + 2-(trimethylsilylamino)-4-(trimethylsilyloxy)-s-triazine (52523-35-0) → C18H29N5O6

Conditions	Yield
With trimethylsilyl trifluoromethanesulfonate In acetonitrile at 10℃; for 4.5h; Temperature; Solvent;	92.1%

2-(trimethylsilylamino)-4-(trimethylsilyloxy)-s-triazine (52523-35-0) + 1-chloro-2-deoxy-D-ribofuranose (80184-05-0) → 5-aza-2'-deoxycytidine (2353-33-5, 22432-95-7)

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 + 2-(trimethylsilylamino)-4-(trimethylsilyloxy)-s-triazine (52523-35-0) → 1-<3,5-bis(Fmoc)-2'-deoxyribofuranosyl>-5-azacytidine

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

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) + 2-(trimethylsilylamino)-4-(trimethylsilyloxy)-s-triazine (52523-35-0) → 1-(2,3,5-tri-O-benzoyl-β-L-ribofuranosyl)-5-azacytosine (206269-45-6)

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

1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose (6974-32-9) + 2-(trimethylsilylamino)-4-(trimethylsilyloxy)-s-triazine (52523-35-0) → 5-azacytidine (320-67-2)

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%

2-(trimethylsilylamino)-4-(trimethylsilyloxy)-s-triazine (52523-35-0) + 1-O-acetyl-2-deoxy-3,5-di-O-p-toluiyl-4-thio-D-erythro-pentofuranose → C24H24N4O5S

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

2-(trimethylsilylamino)-4-(trimethylsilyloxy)-s-triazine (52523-35-0) + 1,2,3,5-tetraacetylribose (13035-61-5) → 2,3,5-tri-O-acetyl-β-D-ribofuranose-4-amino-1,3,5-triazine (10302-78-0)

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

2-(trimethylsilylamino)-4-(trimethylsilyloxy)-s-triazine (52523-35-0) + 1,2,3,5-tetraacetylribose (13035-61-5) → C25H32N4O15

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

2-(trimethylsilylamino)-4-(trimethylsilyloxy)-s-triazine (52523-35-0) + 2-deoxy-1-chloro-3,5-di-(O-Fmoc)-D-ribose → 1-<3,5-bis(Fmoc)-2'-deoxyribofuranosyl>-5-azacytidine

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;

(2R,5S)-1-<2-<<(tert-butyldiphenylsilyl)oxy>methyl>-1,3-oxathiolan-5-yl>cytosine (145985-97-3) + 2-(trimethylsilylamino)-4-(trimethylsilyloxy)-s-triazine (52523-35-0) → (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 (267667-58-3)

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

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 (102789-14-0) + 2-(trimethylsilylamino)-4-(trimethylsilyloxy)-s-triazine (52523-35-0) → 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 (221171-48-8) + 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	Yield
With trimethylsilyl trifluoromethanesulfonate In 1,2-dichloro-ethane Ambient temperature;	A 20% B 32%

1-methylsulfonyl-2-deoxy-2,2-difluoro-D-ribofuranosyl-3,5-dibenzoate + 2-(trimethylsilylamino)-4-(trimethylsilyloxy)-s-triazine (52523-35-0) → 3',5'-dibenzoyl-2',2'-difluoro-5-azadeoxycytidine

Conditions	Yield
at 150℃; for 7h;	25%

5-({[tert-butyl(dimethyl)silyl]oxy}methyl)tetrahydrofuran-2-yl acetate (187458-07-7) + 2-(trimethylsilylamino)-4-(trimethylsilyloxy)-s-triazine (52523-35-0) → 1-[5'-O-(tert-butyldimethylsilyl)-2',3'-dideoxy-α-D-ribofuranosyl]-5-azacytosine + 1-[5'-O-(tert-butyldimethylsilyl)-2',3'-dideoxy-β-D-ribofuranosyl]-5-azacytosine

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;

1-bromo-2-deoxy-2,2-difluoro-D-ribofuranosyl-3,5-dibenzoate + 2-(trimethylsilylamino)-4-(trimethylsilyloxy)-s-triazine (52523-35-0) → 3',5'-dibenzoyl-2',2'-difluoro-5-azadeoxycytidine

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 + 2-(trimethylsilylamino)-4-(trimethylsilyloxy)-s-triazine (52523-35-0) → 3',5'-dibenzoyl-2',2'-difluoro-5-aza-α-2'-deoxycytidine (1537910-71-6) + 3’,5’-dibenzoyl-2’,2’-difluoro-5-aza-deoxycytidine (1537910-70-5)

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%

2-(trimethylsilylamino)-4-(trimethylsilyloxy)-s-triazine (52523-35-0) + 1-O-acetyl-5-O-(tert-butyldimethylsilyl)-2,3-dideoxy-L-ribofuranose → 1-(5-O-tert-butyldimethylsilyl-2,3-dideoxy-β-L-ribofuranosyl)-5-azacytosine (162106-23-2) + 1-(5-O-tert-butyldimethylsilyl-2,3-dideoxy-α-L-ribofuranosyl)-5-azacytosine (162239-39-6)

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

2-(trimethylsilylamino)-4-(trimethylsilyloxy)-s-triazine (52523-35-0) + 1,2,3,5-tetraacetylribose (13035-61-5) → C17H26N4O8Si

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℃;

(2R,3R)-5-acetoxy-2-((benzoyloxy)methyl)-4,4-difluorotetrahydrofuran-3-yl benzoate (890044-84-5) + 2-(trimethylsilylamino)-4-(trimethylsilyloxy)-s-triazine (52523-35-0) → 4-amino-1-((2R,4R,5R)-3,3-difluoro-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-1,3,5-triazin-2(1H)-one

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;

D-Mannose pentaacetate (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) + 2-(trimethylsilylamino)-4-(trimethylsilyloxy)-s-triazine (52523-35-0) → C17H22N4O10

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

D-glucose pentaacetate (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) + 2-(trimethylsilylamino)-4-(trimethylsilyloxy)-s-triazine (52523-35-0) → 4-amino-1-(tetra-O-acetyl-β-D-glucopyranosyl)-1H-[1,3,5]triazin-2-one (29845-67-8)

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

1,2,3,4-tetra-O-acetyl-D-xylopyranose (62446-93-9) + 2-(trimethylsilylamino)-4-(trimethylsilyloxy)-s-triazine (52523-35-0) → C14H18N4O8 (1137737-90-6)

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

lactose octaacetate (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) + 2-(trimethylsilylamino)-4-(trimethylsilyloxy)-s-triazine (52523-35-0) → C29H38N4O18 (1137737-94-0)

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

1,2,3,4-tetra-O-acetyl-L-rhamnopyranose (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) + 2-(trimethylsilylamino)-4-(trimethylsilyloxy)-s-triazine (52523-35-0) → C15H20N4O8

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

1,2,3,6,2',3',4',6'-octa-O-acetylmaltose (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) + 2-(trimethylsilylamino)-4-(trimethylsilyloxy)-s-triazine (52523-35-0) → C29H38N4O18 (1137737-93-9)

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

2-(trimethylsilylamino)-4-(trimethylsilyloxy)-s-triazine (52523-35-0) + 1,2,3,5-tetraacetylribose (13035-61-5) → 5-azacytidine (320-67-2)

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;

3,5-O-bis(4-chlorobenzoyl)-2-deoxy-α-D-ribofuranosyl chloride (21740-23-8) + 2-(trimethylsilylamino)-4-(trimethylsilyloxy)-s-triazine (52523-35-0) → 1-(3,5-di-O-p-chlorobenzoyl-2-deoxy-β-D-ribofuranosyl)-5-azacytosine (1034301-08-0)

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;

Upstream product

• 931-86-2 5-azacytosine 
• 999-97-3 1,1,1,3,3,3-hexamethyl-disilazane 
• 931-86-2 5-azacytosine 
• 75-77-4 chloro-trimethyl-silane 
• 10416-59-8 N,O-bis-(trimethylsilyl)-acetamide 

Downstream Products

• 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 
• 206269-45-6 1-(2,3,5-tri-O-benzoyl-β-L-ribofuranosyl)-5-azacytosine 
• 320-67-2 5-azacytidine 
• 1034301-08-0 1-(3,5-di-O-p-chlorobenzoyl-2-deoxy-β-D-ribofuranosyl)-5-azacytosine 
• 2353-33-5 5-aza-2'-deoxycytidine 
• 1140891-02-6 4-amino-1-[3,5-di-O-(p-chlorobenzoyl)]-2-deoxy-alpha-D-ribofuranosyl-1,3,5-triazin-2(1H)-one 
• 1254186-96-3 1-(3,5-di-O-acetyl-2-deoxy-D-ribofuranosyl)-5-azacytosine 
• 22432-93-5 4-amino-1-(O³,O⁵-diacetyl-β-D-erythro-2-deoxy-pentofuranosyl)-1H-[1,3,5]triazin-2-one 
• 1537910-71-6 3',5'-dibenzoyl-2',2'-difluoro-5-aza-α-2'-deoxycytidine 
• 1537910-70-5 3’,5’-dibenzoyl-2’,2’-difluoro-5-aza-deoxycytidine 
• 28998-36-9 4-amino-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-1,3,5-triazin-2(1H)-one 
• 22432-93-5 3',5'-O-acetyl-2'-deoxy-5-azacytidine 
• 10302-79-1 2'-deoxy-3',5'-di-O-p-toluoyl-5-azacytidine 

Relevant articles and documents

Synthesis of 2'-methylene-substituted 5-azapyrimidine, 6-azapyrimidine, and 3-deazaguanine nucleoside analogues as potential antitumor/antiviral agents

2'-Deoxy-2'-methylene-6-azauridine (5) and 2'-deoxy-2'-methylene-6- azacytidine (8) have been synthesized via a multi-step procedure from 6- azauridine. 2'-Deoxy-2'-methylene-5-azacytidine (14a) and 2'-deoxy-2'- methylene-3-deazaguanosine (19a) and their corresponding α-anomers (14b and 19b) have been synthesized by the transglycosylation of 3',5'-O-(1,1,3,3- tetraisopropyldisiloxane-1,3-diyl)-2'-deoxy-2'-methyleneuridine (12) with silylated 5-azacytosine and silylated N2-palmitoyl-3-deazaguanine, respectively, in the presence of trimethylsilyl trifluoromethanesulfonate as the catalyst in anhydrous dichloroethane, followed by separation of the isomers and deprotection of the blocking groups. These compounds were tested for cytotoxicity against B16F10, L1210, and CCRF-CEM tumor cell lines and for antiviral activity against HIV-1, HSV-1, and HSV-2.

NMR studies of pyrimidinic nucleosides derived from 2,3-dideoxy-d-ribose with inhibitory activity on LINE-1 mobility

-

2-deoxy-D-ribose derivative

The invention belongs to the field of medicine synthesis, and provides a 2-deoxy-D-ribose derivative (III). When the derivative (III) is used for preparing decitabine, the stereoselectivity is good, and the yield is high. The invention provides a preparation method of the derivative. The preparation method comprises the following steps: step a, carrying out oxygen methylation on 1-position hydroxyl of 2-deoxy-D-ribose; and step b, protecting hydroxyl groups at positions 3 and 5, and further carrying out sulfonation on 1-position oxymethyl. The method is simple and convenient to operate, free of special equipment, good in product purity, high in yield and suitable for industrial production.