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inquiryItems Standard Result Appearance White crystalline powder Qualified Assay by HPLC Not
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inquiryCAS: 50-89-5, HP8100, 2'-deoxythymidine, zidovudine intermediate Product Name BETA-THYMIDINE Synonyms 2,4(1H,3H)-Pyrimidinedione,
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The above product is Ality Chemical's strong item with best price, good quality and fast supply. Ality Chemical has been focusing on the research and production of this field for over 14 years. At the same time, we are always committed to providi
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Thymidine Basic information Product Name: Thymidine Synonyms: 2,4(1H,3H)-Pyrimidinedione, 1-(2-deoxy-beta-D-ribofuranosyl)-5-methyl-;2-Desoxy-thymidine;5-Methyldeoxyurindine;beta-D-Ribof
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inquiryProduct name Thymidine CAS NO. 50-89-5 English name Thymidine Alias β-thymidine Molecular formula C10H14N2O5 Molecular weight 242.2286 Structural formula
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5'-O-(4-4'-dimethoxytrityl)thymidine
thymidine
Conditions | Yield |
---|---|
With zinc dibromide In nitromethane for 0.0166667h; Ambient temperature; | 100% |
With zinc dibromide In nitromethane Kinetics; Ambient temperature; in various solvent:CH2Cl2, THF, Acetone, Dioxane; other 5'-deoxytritylnucleosides; | 100% |
With β-naphthol In dichloromethane for 0.166667h; Product distribution / selectivity; Irradiation with mercury arc lamp; | 97% |
Conditions | Yield |
---|---|
With silica gel; trifluoroacetic acid In methanol; chloroform | 100% |
Stage #1: 5'-O-tritylthymidine With carbon tetrabromide In methanol for 0.5h; Irradiation; Stage #2: In methanol at 20℃; for 12.5h; | 97% |
With carbon tetrabromide In methanol at 20℃; for 13h; Irradiation; | 97% |
1-[(2R,4S,5R)-5-(hydroxymethyl)-4-[2-(4-hydroxyphenyl)-2-oxoethoxy]tetrahydrofuran-2-yl]-5-methylpyrimidine-2,4-dione
thymidine
Conditions | Yield |
---|---|
In methanol; water for 0.00416667h; Photolysis; | 100% |
3',5'-diacetylthymidine
thymidine
Conditions | Yield |
---|---|
With lipase A from Aspergillus niger In aq. phosphate buffer; acetonitrile at 25℃; for 2h; pH=7; Enzymatic reaction; | 99% |
With ammonium hydroxide at 20℃; Inert atmosphere; | |
With methanol; sodium methylate at 44℃; under 760.051 Torr; for 1h; Large scale reaction; | 295.6 g |
With methanol; sodium methylate for 1h; Reflux; |
3',5'-O-di(tert-butyldimethylsilyl)thymidine
thymidine
Conditions | Yield |
---|---|
With potassium tert-butylate In N,N-dimethyl-formamide for 1h; Ambient temperature; | 98% |
With tetrabutyl ammonium fluoride In tetrahydrofuran Ambient temperature; | 95% |
With acetyl chloride In methanol for 2.5h; | 90% |
thymidine 5'-(3'',5''-dimethoxybenzoin)carbonate
thymidine
Conditions | Yield |
---|---|
In benzene for 1h; Irradiation; | 98% |
5'-O-(9-phenylthioxanthyl)-2'-deoxythimidine
thymidine
Conditions | Yield |
---|---|
In water; acetonitrile Hydrolysis; Irradiation; | 97% |
3',5'-diacetylthymidine
A
5'-O-acetylthymidine
B
thymidine
Conditions | Yield |
---|---|
With sodium acetate In acetonitrile at 25℃; for 100h; pH=5; pH-value; Time; Reagent/catalyst; regioselective reaction; | A 97% B 3% |
5'-tert-butyldimethylsilyloxy-2'-deoxythymidine
thymidine
Conditions | Yield |
---|---|
With Decaborane In tetrahydrofuran; methanol at 20℃; for 6h; | 96% |
With iodine(I) bromide In methanol; dichloromethane for 2h; Ambient temperature; | 95% |
With potassium tert-butylate In N,N-dimethyl-formamide for 24h; Ambient temperature; | 92% |
thymidine
Conditions | Yield |
---|---|
With dihydrogen peroxide In aq. phosphate buffer; dimethyl sulfoxide at 20℃; for 0.333333h; pH=7.2; Reagent/catalyst; | 96% |
Conditions | Yield |
---|---|
With manganese(IV) oxide; C17H20N4O9P(1-)*Na(1+); oxygen In water; acetonitrile at 20℃; under 760.051 Torr; for 7h; Irradiation; chemoselective reaction; | 94% |
5'-O-(tert-butyldimethylsilyl)-3'-O-(tert-butyldiphenylsilyl)thymidine
thymidine
Conditions | Yield |
---|---|
With potassium tert-butylate In N,N-dimethyl-formamide for 1.5h; Ambient temperature; | 93% |
5'-O-trityl-3'-O-tert-butyldimethylsilyl thymidine
thymidine
Conditions | Yield |
---|---|
With potassium tert-butylate In N,N-dimethyl-formamide for 1h; Ambient temperature; | 93% |
Carbonic acid (2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester 2-trimethylsilanyl-ethyl ester
A
ethene
B
trimethylsilyl fluoride
C
thymidine
Conditions | Yield |
---|---|
zinc dibromide In tetrahydrofuran at 20℃; for 0.166667h; deprotection of TMSEC derivat with various catalyst; | A n/a B n/a C 92% |
5'-O-(4-monomethoxytrityl)-2'-deoxythymidine
thymidine
Conditions | Yield |
---|---|
With cerium(IV) triflate; water In acetonitrile at 25℃; for 0.5h; | 92% |
With zinc dibromide In nitromethane Kinetics; Ambient temperature; | |
Multi-step reaction with 7 steps 1: 82 percent / 1.)collidine 2.)I2, H2O / tetrahydrofuran 2: 91 percent 3: 25 percent / 1.)Dowex(Py+) 2.)Ph3P-CCl4 4: 76 percent / NaH/CS2 / dimethylformamide 5: 80 percent / 80percent acetic acid 6: ClCN/H2O/collidine / tetrahydrofuran 7: snake venom phosphodiesterase View Scheme |
phenacyl 5'-thymidine carbonate
thymidine
Conditions | Yield |
---|---|
With 9,10-dimethylanthracene In acetonitrile for 4h; UV-irradiation; | 91% |
With N-methylcarbazole In acetonitrile for 4h; UV-irradiation; | 81% |
In acetonitrile for 3h; UV-irradiation; |
3',5'-diacetylthymidine
A
3'-O-acetylthymidine
B
5'-O-acetylthymidine
C
thymidine
Conditions | Yield |
---|---|
With sodium acetate In acetonitrile at 25℃; for 72h; pH=5; regioselective reaction; | A 91% B 3% C 6% |
thymidine
Conditions | Yield |
---|---|
With 5%-palladium/activated carbon; hydrogen In ethanol; toluene at 45℃; under 2068.65 Torr; for 6h; | 90.9% |
2'-chlorothymidine
thymidine
Conditions | Yield |
---|---|
With hydrogen; nickel In aq. phosphate buffer at 40℃; under 760.051 Torr; for 8h; pH=7.2; Reagent/catalyst; Temperature; pH-value; Green chemistry; | 90.3% |
2'-bromothymidine
thymidine
Conditions | Yield |
---|---|
With hydrogen; nickel In methanol under 2327.2 Torr; | 90% |
With hydrogen; nickel In aq. phosphate buffer at 10 - 20℃; under 760.051 Torr; for 10h; pH=7.4; Green chemistry; | 38.6g |
3',5'-bis-O-(tert-butyldiphenylsilyl)-thymidine
thymidine
Conditions | Yield |
---|---|
With potassium tert-butylate In N,N-dimethyl-formamide for 1h; Ambient temperature; | 89% |
5-(benzyloxy)methyl-2′-deoxyuridine
thymidine
Conditions | Yield |
---|---|
With palladium 10% on activated carbon; hydrogen In ethanol at 20℃; for 0.5h; Inert atmosphere; | 88% |
Conditions | Yield |
---|---|
With Candida antarctica lipase B; phosphate buffer In 1,4-dioxane at 40℃; for 24h; pH=7; | A 85% B n/a |
Conditions | Yield |
---|---|
With bis(phenyl) carbonate; sodium hydrogencarbonate In water; ethyl acetate; N,N-dimethyl-formamide for 1h; Heating / reflux; | 85% |
With hydrogenchloride; hydrogen; nickel; carbonic acid dimethyl ester; sodium hydroxide In methanol; N,N-dimethyl acetamide at 50 - 110℃; under 4500.45 Torr; for 28h; Solvent; Reagent/catalyst; Temperature; Pressure; Industrial scale; | |
Multi-step reaction with 3 steps 1: sodium hydroxide; Diethyl carbonate / N,N-dimethyl-formamide / 8 h / 120 °C 2: hydrogen bromide / N,N-dimethyl-formamide / 4 h / 40 °C 3: hydrogen; nickel / aq. phosphate buffer / 10 h / 10 - 20 °C / 760.05 Torr / pH 7.4 / Green chemistry View Scheme | |
Multi-step reaction with 3 steps 1: sodium hydroxide; Diethyl carbonate / N,N-dimethyl-formamide / 8 h / 120 °C 2: hydrogenchloride / N,N-dimethyl acetamide / 5 h / 60 °C 3: hydrogen; nickel / aq. phosphate buffer / 8 h / 40 °C / 760.05 Torr / pH 7.2 / Green chemistry View Scheme |
3',5'-O-di(tert-butyldimethylsilyl)thymidine
A
3'-O-(t-butyldimethylsilyl)thymidine
B
thymidine
Conditions | Yield |
---|---|
With phosphomolybdic acid In methanol at 20℃; for 3h; Solvent; Reagent/catalyst; regioselective reaction; | A 85% B 9% |
3',5'-di-O-methoxyacetylthymidine
thymidine
Conditions | Yield |
---|---|
With sodium tetrahydroborate In ethanol at 20℃; for 1h; | 84% |
N3-benzoyl thymidine
thymidine
Conditions | Yield |
---|---|
With benzyl alcohol at 90℃; for 30h; | 82% |
With ammonium hydroxide for 1h; Ambient temperature; |
3',5'-diacetylthymidine
A
3'-O-acetylthymidine
B
5'-O-acetylthymidine
C
thymidine
Conditions | Yield |
---|---|
With sodium acetate In acetonitrile at 25℃; for 48h; pH=5; regioselective reaction; | A 2% B 82% C 16% |
C31H33N3O5
thymidine
Conditions | Yield |
---|---|
With methanol for 1h; UV-irradiation; | 81% |
acetic anhydride
thymidine
3',5'-diacetylthymidine
Conditions | Yield |
---|---|
With pyridine for 2h; | 100% |
With pyridine at 20℃; | 99% |
With dmap | 98% |
Conditions | Yield |
---|---|
With pyridine; N-ethyl-N,N-diisopropylamine at 20℃; for 0.5h; | 100% |
With N-ethyl-N,N-diisopropylamine In pyridine for 0.5h; Ambient temperature; | |
With pyridine at 20℃; |
Conditions | Yield |
---|---|
With subtilisin 8350 In N,N-dimethyl-formamide at 45℃; for 36h; | 100% |
tert-butyldimethylsilyl chloride
thymidine
5'-tert-butyldimethylsilyloxy-2'-deoxythymidine
Conditions | Yield |
---|---|
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 5h; | 100% |
With silver nitrate In tetrahydrofuran | 98% |
With dmap In pyridine at 20℃; for 10h; | 97% |
tert-butyldimethylsilyl chloride
thymidine
3',5'-O-di(tert-butyldimethylsilyl)thymidine
Conditions | Yield |
---|---|
With 1H-imidazole In N,N-dimethyl-formamide at 25℃; | 100% |
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 18h; Inert atmosphere; | 100% |
With pyridine; 1H-imidazole Inert atmosphere; | 100% |
tert-butylchlorodiphenylsilane
thymidine
5'-O-tert-butyldiphenylsilylthymidine
Conditions | Yield |
---|---|
With 1H-imidazole In N,N-dimethyl-formamide at -50 - 20℃; for 4h; | 100% |
With pyridine; dmap for 6h; Ambient temperature; | 95% |
With dmap In pyridine for 48h; Ambient temperature; | 93% |
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide; acetone at 20℃; for 72h; | 100% |
mono-4-methoxytrityl chloride
thymidine
5'-O-(4-monomethoxytrityl)-2'-deoxythymidine
Conditions | Yield |
---|---|
With dmap; triethylamine In N,N-dimethyl-formamide at 20℃; for 3.5h; | 99% |
With dmap; triethylamine In N,N-dimethyl-formamide at 20℃; for 4h; Inert atmosphere; | 97% |
With pyridine | 94% |
thymidine
2'-deoxy-5-(trideuteriomethyl)uridine
Conditions | Yield |
---|---|
With d(4)-methanol; palladium on activated charcoal; hydrogen at 160℃; for 24h; | 99% |
With deuterium; platinum(IV) oxide In water-d2 at 75 - 80℃; for 72h; | 85% |
With hydrogen; water-d2; platinum(IV) oxide at 50 - 60℃; for 192h; | 75% |
thymidine
5’-bromo-5’-deoxythymidine
Conditions | Yield |
---|---|
With carbon tetrabromide; triphenylphosphine In N,N-dimethyl acetamide at 20℃; for 5.5h; Appel Halogenation; Inert atmosphere; | 99% |
With carbon tetrabromide; triphenylphosphine In pyridine for 1h; | 66% |
triisopropylsilyl chloride
thymidine
(+)-5-methyl-1-((2R,4S,5R)-4-((triisopropylsilyl)oxy)-5-(((triisopropyl-silyl)oxy)methyl)-tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)dione
Conditions | Yield |
---|---|
With 1H-imidazole; dmap In N,N-dimethyl-formamide at 50℃; for 16h; | 99% |
Conditions | Yield |
---|---|
With pyridine In water | 98.6% |
1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane
thymidine
1-[2-deoxy-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-ribofuranosyl]thymine
Conditions | Yield |
---|---|
With pyridine at 20℃; for 24h; | 98% |
With pyridine at 20℃; for 4h; Inert atmosphere; | 95% |
With pyridine for 0.333333h; Ambient temperature; | 85% |
With 1H-imidazole In dichloromethane; N,N-dimethyl-formamide at 0℃; for 4h; | 49.9 g |
With pyridine at 20℃; for 40h; Inert atmosphere; |
Conditions | Yield |
---|---|
With Rh/Al2O3; hydrogen In methanol; water for 168h; | 98% |
With hydrogen; Rh/Al2O3 In methanol; water under 2585.7 Torr; for 48h; | 96% |
With Rh/Al2O3; hydrogen In water at 20℃; under 22502.3 Torr; | 85% |
Conditions | Yield |
---|---|
With bismuth(lll) trifluoromethanesulfonate In dichloromethane; water at 25℃; for 24h; | 98% |
Conditions | Yield |
---|---|
With Candida antarctica lipase B In tetrahydrofuran at 60℃; for 63h; | 98% |
With Candida antarctica lipase B In tetrahydrofuran at 60℃; for 116h; Inert atmosphere; Enzymatic reaction; regioselective reaction; | 93% |
thymidine
5-((tert-butoxycarbonyl)amino)-4-oxopentanoic acid
3',5'-di-O-(Boc-ALA)thymidine
Conditions | Yield |
---|---|
With dmap; triethylamine; dicyclohexyl-carbodiimide In 1,4-dioxane; dichloromethane at 0 - 20℃; | 98% |
1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane
thymidine
Conditions | Yield |
---|---|
In pyridine at 20℃; for 24h; | 98% |
1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane
thymidine
1-[(6aS,8R,9aR)-2,2,4,4-tetraisopropyl-6a,8,9,9a-tetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-8-yl]-5-methylpyrimidine-2,4-dione
Conditions | Yield |
---|---|
With pyridine at 20℃; for 24h; | 98% |
Conditions | Yield |
---|---|
With pyridine at 20℃; for 21.5h; | 97.1% |
In pyridine at 20℃; for 48h; | 92% |
With pyridine at 100℃; for 0.5h; | 91% |
4,4'-dimethoxytrityl chloride
thymidine
5'-O-(4-4'-dimethoxytrityl)thymidine
Conditions | Yield |
---|---|
With pyridine; dmap at 20℃; for 5h; | 97% |
With pyridine; dmap at 20℃; for 24h; | 96% |
With pyridine at 20℃; for 12h; | 96% |
Conditions | Yield |
---|---|
With pyridine for 3h; Ambient temperature; | 97% |
With pyridine at 20℃; for 1h; | 96% |
at 0 - 55℃; | |
With dmap In dichloromethane |
3,4,5,6-tetrachlorophthalimide
thymidine
4,5,6,7-Tetrachloro-2-[(2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl]-isoindole-1,3-dione
Conditions | Yield |
---|---|
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran Mitsunobu reaction; | 97% |
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran | 97% |
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran | 97% |
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran for 0.25h; |
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