5'-O-dimethoxytrityl-deoxythymidine supplier

Name
5'-O-Dimethoxytrityl-deoxythymidine
EINECS 255-003-1
CAS No. 40615-39-2
Article Data163
CAS DataBase
Density 1.272 g/cm³
Solubility 3mg/L at 20℃
Melting Point 114-116 °C (subl.)(lit.)
Formula C₃₁H₃₂N₂O₇
Boiling Point 618.41°C (rough estimate)
Molecular Weight 544.604
Flash Point
Transport Information
Appearance White powder
Safety 26-36
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms Thymidine,5'-O-[a,a-bis(p-methoxyphenyl)benzyl]- (7CI);5'-O-(4,4'-Dimethoxytrityl)-2'-deoxythymidine;5'-O-(4,4'-Dimethoxytrityl)thymidine;5'-O-(Di-p-methoxytrityl)thymidine;5'-O-(p,p'-Dimethoxytrityl)thymidine;
PSA 112.01000
LogP 3.51930

Synthetic route

: 40615-36-9
4,4'-dimethoxytrityl chloride

: 50-89-5
thymidine

: 40615-39-2
5'-O-(4-4'-dimethoxytrityl)thymidine

Conditions

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%

: 289712-59-0
2-Azidomethyl-benzoic acid (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester

: 40615-39-2
5'-O-(4-4'-dimethoxytrityl)thymidine

Conditions

Conditions	Yield
With diphenyl(methyl)phosphine In 1,4-dioxane; water at 20℃; for 0.25h; Product distribution; Further Variations:; Catalysts; Reaction partners; Reagents; Solvents; reaction times;	96%

: bis(4-methoxyphenyl)phenylmethylium tetrafluoroborate

: 50-89-5
thymidine

: 40615-39-2
5'-O-(4-4'-dimethoxytrityl)thymidine

Conditions

Conditions	Yield
With 2,6-di-tert-butyl-4-methylpyridine In nitromethane at 20℃; for 17h; or pyridine, other solvents;	93%
With lithium carbonate; N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; Heating;	74%

: 40615-36-9
4,4'-dimethoxytrityl chloride

: 50-89-5
thymidine

A: 40615-39-2
5'-O-(4-4'-dimethoxytrityl)thymidine

B: 52417-09-1
3'-O-(4,4'-dimethoxytriphenylmethyl)-5'-O-fluorenylmethoxycarbonylthymidine

Conditions

Conditions	Yield
With pyridine at 20℃; for 1.5h;	A 93% B n/a
With pyridine at 20℃; for 1.5h;	A 93% B n/a
With pyridine at 20℃; for 1.5h;	A 93% B n/a

...Expand

: 110-86-1
pyridine

: 40615-36-9
4,4'-dimethoxytrityl chloride

: 50-89-5
thymidine

A: 847699-97-2
benzoic acid 5-(4-benzoylamino-5-methyl-2-oxo-2H-pyrimidin-1-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yl ester

B: 40615-39-2
5'-O-(4-4'-dimethoxytrityl)thymidine

Conditions

Conditions	Yield
at 20℃; for 1.5h;	A n/a B 93%

...Expand

: 40615-36-9
4,4'-dimethoxytrityl chloride

: 50-89-5, 3424-98-4, 4449-43-8, 4781-17-3, 16053-52-4, 36646-86-3, 39131-66-3, 68224-82-8, 128112-70-9, 131682-41-2, 137121-87-0
C10H14N2O5

A: 40615-39-2
5'-O-(4-4'-dimethoxytrityl)thymidine

B: 52417-09-1
3'-O-(4,4'-dimethoxytriphenylmethyl)-5'-O-fluorenylmethoxycarbonylthymidine

Conditions

Conditions	Yield
With pyridine at 20℃; for 0.5h;	A 93% B n/a
With pyridine at 20℃; for 1.5h;	A 93% B n/a

...Expand

: 342890-03-3
1-((2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-{[(E)-2-(3-hydroxy-naphthalen-2-yl)-vinyl]-diisopropyl-silanyloxy}-tetrahydro-furan-2-yl)-5-methyl-1H-pyrimidine-2,4-dione

A: 40615-39-2
5'-O-(4-4'-dimethoxytrityl)thymidine

B: 2,2-diisopropyl-2H-1-oxa-2-sila-anthracene

Conditions

Conditions	Yield
In methanol for 0.75h; Irradiation;	A n/a B 92%
In methanol for 0.75h; Irradiation;	A 92% B 91%

: 3868-27-7
triethylammonium 5'-O-dimethoxytritylthymidine 3'-H-phosphonate

: 40615-39-2
5'-O-(4-4'-dimethoxytrityl)thymidine

Conditions

Conditions	Yield
With pivaloyl chloride; ethylene glycol at 0℃; for 0.333333h; Hydrolysis;	91%

: 5'-O-(4,4'-dimethoxytrityl)-N3-(triphenylmethylsulfenyl)thymidine

: 40615-39-2
5'-O-(4-4'-dimethoxytrityl)thymidine

Conditions

Conditions	Yield
With tri-n-butyl-tin hydride In toluene at 115℃; for 0.0833333h;	82%

: 5'-dimethoxytrityl thymidine 3'-methylphosphinate

: 40615-39-2
5'-O-(4-4'-dimethoxytrityl)thymidine

Conditions

Conditions	Yield
With tetrabutyl ammonium fluoride In tetrahydrofuran; water for 3h; Ambient temperature;	73%

: 40615-35-8
4,4'-dimethoxytrityl alcohol

: 50-89-5
thymidine

: 40615-39-2
5'-O-(4-4'-dimethoxytrityl)thymidine

Conditions

Conditions	Yield
With ambelyst-15 In dichloromethane for 4h; Reflux; Molecular sieve; regioselective reaction;	70%

: C23H19F3O4

: 50-89-5
thymidine

: 40615-39-2
5'-O-(4-4'-dimethoxytrityl)thymidine

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 0 - 20℃; for 2h; Inert atmosphere; Schlenk technique;	61%

: 817623-11-3
2,2'-anhydro-1-[2'-deoxy-5'-O-(4,4'-dimethoxytrityl)-β-D-arabinofuranosyl-5-methyluridine]

: 40615-39-2
5'-O-(4-4'-dimethoxytrityl)thymidine

Conditions

Conditions	Yield
With 15-crown-5; sodium bis(2-methoxyethoxy)aluminium dihydride In 1,2-dimethoxyethane; toluene at 0 - 20℃; for 21h; Product distribution / selectivity;	35%
Stage #1: 2,2'-anhydro-1-[2'-deoxy-5'-O-(4,4'-dimethoxytrityl)-β-D-arabinofuranosyl-5-methyluridine] With sodium bis(2-methoxyethoxy)aluminium dihydride In toluene at 0 - 5℃; for 2.91667h; Stage #2: With water at 5℃; for 0.5h; Product distribution / selectivity;	21%

: 121349-16-4
C46H55N4O14P

A: 40615-39-2
5'-O-(4-4'-dimethoxytrityl)thymidine

B: 50-89-5
thymidine

Conditions

Conditions	Yield
With sodium hydroxide In methanol; water at 20℃; Product distribution;

: 157793-51-6, 165879-39-0, 165879-40-3
3'-O-(4,4'-dimethoxytrityl)thymidin-5'-yl 5'-O-(4,4'-dimethoxytrityl)thymidin-3'-yl ethyl phosphonate

A: 76054-81-4
3'-O-(4,4'-dimethoxytrityl)thymidine

B: 40615-39-2
5'-O-(4-4'-dimethoxytrityl)thymidine

Conditions

Conditions	Yield
With ethanolamine In pyridine for 0.25h;

: 87007-52-1
C42H47N4O14P

A: 40615-39-2
5'-O-(4-4'-dimethoxytrityl)thymidine

B: 50-89-5
thymidine

Conditions

Conditions	Yield
With sodium hydroxide In methanol; water at 20℃; for 23h; Product distribution;

: 141-43-5
ethanolamine

: 105784-94-9
5'-O-(4,4'-dimethoxytrityl)thymidin-3'-yl ethyl phosphonate

A: 40615-39-2
5'-O-(4-4'-dimethoxytrityl)thymidine

B: 2-aminoethyl ethyl phosphite

C: bis(2-aminoethyl) phosphonate

Conditions

Conditions	Yield
In pyridine

...Expand

: 105784-94-9
5'-O-(4,4'-dimethoxytrityl)thymidin-3'-yl ethyl phosphonate

A: 40615-39-2
5'-O-(4-4'-dimethoxytrityl)thymidine

B: 762-04-9
phosphonic acid diethyl ester

Conditions

Conditions	Yield
With ethanol In pyridine for 96h; Yield given. Yields of byproduct given;

: 121349-15-3
C43H49N4O14P

A: 40615-39-2
5'-O-(4-4'-dimethoxytrityl)thymidine

B: 50-89-5
thymidine

Conditions

Conditions	Yield
With sodium hydroxide In methanol; water at 20℃; Product distribution;

: 95100-66-6
C49H52ClN4O17P2(1-)

A: 40615-39-2
5'-O-(4-4'-dimethoxytrityl)thymidine

B: C18H22ClN2O11P2(1-)

Conditions

Conditions	Yield
With sodium hydroxide In methanol; water at 20℃; Product distribution;

: 102987-83-7
5′-O-(4,4′-dimethoxytrityl)thymidine-3′-O-[2-cyanoethyl]phosphonate

: 40615-39-2
5'-O-(4-4'-dimethoxytrityl)thymidine

Conditions

Conditions	Yield
With 1H-imidazole In methanol for 72h; Ambient temperature; Yield given;

: N-Benzyl-succinamic acid (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester

A: 2142-06-5
1-(phenylmethyl)-2,5-pyrrolidinedione

B: 40615-39-2
5'-O-(4-4'-dimethoxytrityl)thymidine

Conditions

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran for 8h; Product distribution; other bases (piperidine, TBAF, conc. aq. NH3); mechanism of cleavage of succinyl-anchored nucleotides under basic conditions; hydrolysis and ammonolysis with aq. NH3;

: 216568-80-8
6-(2-Methylamino-benzoylamino)-4-oxo-hexanoic acid (2R,3S,5R)-2-hydroxymethyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester

A: 40615-39-2
5'-O-(4-4'-dimethoxytrityl)thymidine

B: 2-Methylamino-N-[2-(6-oxo-5,6-dihydro-pyridazin-3-yl)-ethyl]-benzamide

Conditions

Conditions	Yield
With pyridine; water; acetic acid; hydrazine for 0.0833333h; Ambient temperature;

: 220928-40-5
5'-O-(4,4'-dimethoxytrityl)-3'-C-(acetyl)thymidine

A: 40615-39-2, 104766-16-7, 131607-26-6, 131607-27-7, 112501-53-8
1-((2R,4R,5R)-5-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-4-hydroxytetrahydrofuran-2-yl)-5-methylpyrimidine-2,4(1H,3H)- dione

B: 40615-39-2
5'-O-(4-4'-dimethoxytrityl)thymidine

Conditions

Conditions	Yield
With t-butyltin In acetonitrile at 20℃; for 3h; Product distribution; Irradiation;

: 220928-41-6
1-(5-O-(4,4'-dimethoxytrityl)-3-C-acetyl-2-deoxy-β-D-threo-pentofuranosyl)thymine

A: 40615-39-2, 104766-16-7, 131607-26-6, 131607-27-7, 112501-53-8
1-((2R,4R,5R)-5-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-4-hydroxytetrahydrofuran-2-yl)-5-methylpyrimidine-2,4(1H,3H)- dione

B: 40615-39-2
5'-O-(4-4'-dimethoxytrityl)thymidine

Conditions

Conditions	Yield
With t-butyltin In acetonitrile at 20℃; for 3h; Product distribution; Irradiation;

: 220928-52-9
1-(5-O-(4,4'-dimethoxytrityl)-3-C-(1,1-dimethylpropanoyl)-2-deoxy-β-D-threo-pentofuranosyl)thymine

A: 40615-39-2, 104766-16-7, 131607-26-6, 131607-27-7, 112501-53-8
1-((2R,4R,5R)-5-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-4-hydroxytetrahydrofuran-2-yl)-5-methylpyrimidine-2,4(1H,3H)- dione

B: 40615-39-2
5'-O-(4-4'-dimethoxytrityl)thymidine

Conditions

Conditions	Yield
With t-butyltin In acetonitrile at 20℃; for 1h; Product distribution; Irradiation;

: 220928-57-4
5'-O-(4,4'-dimethoxytrityl)-3'-C-(2,2-dimethylpropanoyl)thymidine

A: 40615-39-2, 104766-16-7, 131607-26-6, 131607-27-7, 112501-53-8
1-((2R,4R,5R)-5-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-4-hydroxytetrahydrofuran-2-yl)-5-methylpyrimidine-2,4(1H,3H)- dione

B: 40615-39-2
5'-O-(4-4'-dimethoxytrityl)thymidine

Conditions

Conditions	Yield
With t-butyltin In acetonitrile at 20℃; for 1h; Product distribution; Irradiation;

: 220928-53-0
1-(5-O-(4,4'-dimethoxytrityl)-3-C-benzoyl-2-deoxy-β-D-threo-pentofuranosyl)thymine

A: 40615-39-2, 104766-16-7, 131607-26-6, 131607-27-7, 112501-53-8
1-((2R,4R,5R)-5-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-4-hydroxytetrahydrofuran-2-yl)-5-methylpyrimidine-2,4(1H,3H)- dione

B: 40615-39-2
5'-O-(4-4'-dimethoxytrityl)thymidine

Conditions

Conditions	Yield
With t-butyltin In acetonitrile at 20℃; for 2h; Product distribution; Irradiation;

: 220928-58-5
5'-O-(4,4'-dimethoxytrityl)-3'-C-(benzoyl)thymidine

A: 40615-39-2, 104766-16-7, 131607-26-6, 131607-27-7, 112501-53-8
1-((2R,4R,5R)-5-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-4-hydroxytetrahydrofuran-2-yl)-5-methylpyrimidine-2,4(1H,3H)- dione

B: 40615-39-2
5'-O-(4-4'-dimethoxytrityl)thymidine

Conditions

Conditions	Yield
With t-butyltin In acetonitrile at 20℃; for 2h; Product distribution; Irradiation;

: Phosphorous acid (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester 2-cyano-ethyl ester 2-hydroxy-ethyl ester

: 40615-39-2
5'-O-(4-4'-dimethoxytrityl)thymidine

Conditions

Conditions	Yield
With pyridine for 8h; Hydrolysis;

: 123-76-2
levulinic acid

: 40615-39-2
5'-O-(4-4'-dimethoxytrityl)thymidine

: 93134-37-3
5'-O-(4,4'-dimethoxytrityl)-3'-O-levulinoyl-2'-deoxythymidine

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran at 20℃; for 1.5h;	100%
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In 1,4-dioxane at 20℃; for 12h;	99%
With dmap; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In 1,4-dioxane for 2.5h;	98%

: 108554-72-9
(allyloxy)bis(diisopropylamino)phosphine

: 40615-39-2
5'-O-(4-4'-dimethoxytrityl)thymidine

: 104655-82-5
5'-O-(p,p'-dimethoxytrityl)thymidine 3'-(allyl N,N-diisopropylphosphoramidite)

Conditions

Conditions	Yield
With 1H-tetrazole; diisopropylamine In acetonitrile at 25℃; for 1.5h;	100%
With N,N-diisopropylamine tetrazolide In dichloromethane for 0.166667h; Ambient temperature;

: 40615-39-2
5'-O-(4-4'-dimethoxytrityl)thymidine

: 50-89-5
thymidine

Conditions

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%

: 40615-39-2
5'-O-(4-4'-dimethoxytrityl)thymidine

: 58479-61-1
tert-butylchlorodiphenylsilane

: 83467-48-5
1-[(2R,4S,5R)-4-(tert-butyldiphenylsilanyloxy)-5-hydroxymethyltetrahydrofuran-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

Conditions

Conditions	Yield
Stage #1: 5'-O-(4-4'-dimethoxytrityl)thymidine; tert-butylchlorodiphenylsilane With 1H-imidazole In dichloromethane at 20℃; for 2h; Stage #2: With toluene-4-sulfonic acid In methanol	100%
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 72h;	75%
With benzoic acid 2) CH2Cl2, MeOH; Multistep reaction;

: 103930-70-7
(i-Pr2N)2POC(CH3)2CH2CN

: 40615-39-2
5'-O-(4-4'-dimethoxytrityl)thymidine

: 111570-97-9
1,1-dimethyl-2-cyanoethyl 5'-O-(4,4'-dimethoxytrityl)thymidin-3'-yl N,N-diisopropylphosphoramidite

Conditions

Conditions	Yield
In acetonitrile at 20℃; for 24h; Inert atmosphere;	100%

: 108-30-5
succinic acid anhydride

: 40615-39-2
5'-O-(4-4'-dimethoxytrityl)thymidine

: 121-44-8
triethylamine

: 402944-22-3
5'-O-(4,4'-dimethoxytrityl)-2'-deoxythymidine-3'-O-succinate triethylamine salt

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 16h; Inert atmosphere;	100%
Stage #1: succinic acid anhydride; 5'-O-(4-4'-dimethoxytrityl)thymidine With dmap In dichloromethane at 20℃; for 1h; Inert atmosphere; Stage #2: triethylamine In methanol; dichloromethane	94%

...Expand

: 108-30-5
succinic acid anhydride

: triethylammonium dihydrogen phosphate

: 40615-39-2
5'-O-(4-4'-dimethoxytrityl)thymidine

: 402944-22-3
5'-O-(4,4'-dimethoxytrityl)-2'-deoxythymidine-3'-O-succinate triethylamine salt

Conditions

Conditions	Yield
Stage #1: succinic acid anhydride; 5'-O-(4-4'-dimethoxytrityl)thymidine With triethylamine In dichloromethane at 20℃; for 16h; Inert atmosphere; Stage #2: triethylammonium dihydrogen phosphate In dichloromethane; water	100%

...Expand

: 16383-57-6
bis(prop-2-en-1-yl)chlorophosphonate

: 40615-39-2
5'-O-(4-4'-dimethoxytrityl)thymidine

: 112677-90-4
Phosphoric acid diallyl ester (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester

Conditions

Conditions	Yield
With tert-butylmagnesium chloride In tetrahydrofuran for 1h; Ambient temperature;	99%

: 108-24-7
acetic anhydride

: 40615-39-2
5'-O-(4-4'-dimethoxytrityl)thymidine

: 40615-37-0
3'-O-acetyl-5'-O-[bis(4-methoxyphenyl)(phenyl)methyl]-2'-deoxy-3,4-dihydrothymidine

Conditions

Conditions	Yield
With pyridine at 20℃; Inert atmosphere;	99%
With pyridine 1.) 0 deg C, 4 h, 2.) RT, 22 h;	96%
In pyridine	90%

: 40615-39-2
5'-O-(4-4'-dimethoxytrityl)thymidine

: 191151-90-3
O-(2-cyanoethyl) N,N-diisopropylfluorophosphoramidite

: 171081-12-2
O-[5'-O-(4,4'-dimethoxytrityl)thymidin-3'-yl] O-(2-cyanoethyl) phosphorofluoridite

Conditions

Conditions	Yield
With chloro-trimethyl-silane In tetrahydrofuran at 20℃; for 1h;	99%
With chloro-trimethyl-silane In tetrahydrofuran for 1h; Ambient temperature;	97%
With chloro-trimethyl-silane Yield given;

: 40615-39-2
5'-O-(4-4'-dimethoxytrityl)thymidine

: 58479-61-1
tert-butylchlorodiphenylsilane

: 289681-49-8
1-[(2R,4S,5R)-5-{[bis(4-methoxyphenyl)(phenyl)methoxy]methyl}-4-{[(1,1-dimethylethyl)diphenylsilyl]oxy}tetrahydrofuran-2-yl]-5-methylpyrimidine-2,4(1H,3H)-dione

Conditions

Conditions	Yield
With 1H-imidazole In N,N-dimethyl-formamide for 24h;	99%
Stage #1: 5'-O-(4-4'-dimethoxytrityl)thymidine With 1H-imidazole In dichloromethane for 0.0833333h; Stage #2: tert-butylchlorodiphenylsilane In dichloromethane at 20℃; for 3h;	99%
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 12h;	92%

: 40615-39-2
5'-O-(4-4'-dimethoxytrityl)thymidine

: pent-4-ynoic acid anhydride

: 5'-O-(4,4'-dimethoxytrityl)-3'-O-(pent-4-ynoyl)thymidine

Conditions

Conditions	Yield
With pyridine; dmap at 20℃;	99%

: 40615-39-2
5'-O-(4-4'-dimethoxytrityl)thymidine

: 2283-11-6
hexaethylphosphoric triamide

A: 104655-76-7
5'-O-dimethoxytrityl thymidine 3'-O-phosphorbisdiethylamidite

B: Diethyl-phosphoramidous acid bis-[(2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester

Conditions

Conditions	Yield
1H-tetrazole; diisopropylamine In dichloromethane; water; acetonitrile for 0.25h; Ambient temperature; var. amine catalysts.; Title compound not separated from byproducts;	A 98.5% B 0.5%
1H-tetrazole In dichloromethane; water; acetonitrile for 0.25h; Ambient temperature; var. amine catalysts.; Title compound not separated from byproducts;	A 71.5% B 25.9%

...Expand

: 18162-48-6
tert-butyldimethylsilyl chloride

: 40615-39-2
5'-O-(4-4'-dimethoxytrityl)thymidine

: 80971-33-1
5'-O-(4,4'-dimethoxytrityl)-3'-O-(t-butyldimethylsilyl)-2'-deoxythymidine

Conditions

Conditions	Yield
With 1H-imidazole In tetrahydrofuran silylation;	98%
With 1-methyl-1H-imidazole; iodine In tetrahydrofuran at 20℃; for 1h;	98%
With 1-methyl-1H-imidazole; iodine In tetrahydrofuran at 20℃; for 1h;	98%

: 67941-87-1
cyclohexylammonium S,S-diphenyl phosphorodithioate

: 40615-39-2
5'-O-(4-4'-dimethoxytrityl)thymidine

: 80585-43-9
Dithiophosphoric acid O-[(2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester S,S'-diphenyl ester

Conditions

Conditions	Yield
With dapsone In pyridine for 4h; Ambient temperature;	98%
In pyridine for 6h;	87%
With 4,6-dimethoxybenzene-1,3-bis(sulfonyl) chloride In pyridine 1.) 1h, 2.) 7h, RT, 3.) ice cubes, 20 min;	87%

: 75302-66-8
dimorpholinophosphinous chloride

: 40615-39-2
5'-O-(4-4'-dimethoxytrityl)thymidine

: 114360-62-2
C39H47N4O9P

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dichloromethane for 0.5h;	98%

: 81087-19-6
p-chlorophenyl N-(p-methoxyphenyl)chlorophosphoramidate

: 40615-39-2
5'-O-(4-4'-dimethoxytrityl)thymidine

: 81087-39-0
(4-Methoxy-phenyl)-phosphoramidic acid (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester 4-chloro-phenyl ester

Conditions

Conditions	Yield
With 1-methyl-1H-imidazole In 1,4-dioxane at 25℃; for 2h;	98%

: 40615-39-2
5'-O-(4-4'-dimethoxytrityl)thymidine

: 153413-65-1
O,O'-bis-(4-nitrophenyl) N,N-diisopropylphosphoramidite

: 153413-66-2, 162681-43-8, 162681-44-9
O-(5'-O-(4,4'-dimethoxytrityl)thymidin-3'-yl) O-(4-nitrophenyl) N,N-diisopropylphosphoramidite

Conditions

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 20℃; for 0.166667h;	98%
With 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 20℃; for 0.166667h;	98%
With 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 20℃;	95%

: 103408-53-3
allyloxybis(N,N-dimethylamino)phosphine

: 40615-39-2
5'-O-(4-4'-dimethoxytrityl)thymidine

: Dimethyl-phosphoramidous acid allyl ester (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester

Conditions

Conditions	Yield
With 1-methylimidazolium trifluoromethanesulfonate In acetonitrile at 25℃; for 1.5h;	98%

: 108-30-5
succinic acid anhydride

: 40615-39-2
5'-O-(4-4'-dimethoxytrityl)thymidine

: 3-[(2R,3S,5R)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yloxycarbonyl]-propionic acid anion

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 3h;	98%

: O-methyl bis(O-4-nitrophenyl)phosphite

: 40615-39-2
5'-O-(4-4'-dimethoxytrityl)thymidine

: 151782-47-7
O-[5'-O-(4,4'-dimethoxytrityl)thymidin-3'-yl] O-methyl (O-4-nitrophenyl)-phosphate

Conditions

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 20℃; Inert atmosphere;	98%

: 40615-39-2
5'-O-(4-4'-dimethoxytrityl)thymidine

: 327596-87-2
N,N,N',N'-tetraisopropyl-O-[2-[N-isopropyl-N-(4-methoxybenzoyl)amino]ethyl] phosphordiamidite

: 291299-79-1, 291299-99-5, 291300-01-1
5'-O-(4,4'-dimethoxytrityl)-3'-O-(N,N-diisopropylamino)-[2-[N-isopropyl-N-(4-methoxybenzoyl)amino]ethoxy]phosphinyl-2'-deoxythymidine

Conditions

Conditions	Yield
With 1H-tetrazole In dichloromethane; acetonitrile at 20℃; for 2h;	97.6%

: 108-30-5
succinic acid anhydride

: 40615-39-2
5'-O-(4-4'-dimethoxytrityl)thymidine

: 74405-40-6
5’-O-(4,4’-dimethoxytriphenylmethyl)thymidine-3’-O-succinate

Conditions

Conditions	Yield
With acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene In dichloromethane at 20℃; for 0.75h; Inert atmosphere;	97%
With pyridine; dmap at 50℃; for 4h;
With pyridine; dmap; triethylamine In dichloromethane for 3h; Ambient temperature;
With pyridine; dmap at 20℃; for 20h;
With pyridine; dmap

: 102691-36-1
N,N,N',N'-tetraisopropyl 2-cyanoethylphosphorodiamidite

: 40615-39-2
5'-O-(4-4'-dimethoxytrityl)thymidine

: 98796-51-1
5'-O-(4,4'-dimethoxytrityl)-2'-deoxythymidine-3'-O-[O-(2-cyanoethyl)-N,N'-diisopropylphosphoramidite]

Conditions

Conditions	Yield
With chloro-trimethyl-silane In tetrahydrofuran for 1h; Ambient temperature;	97%
With N,N-diisopropylamine tetrazolide In dichloromethane for 4h; Ambient temperature;	95%
With 1H-tetrazole; N-ethyl-N,N-diisopropylamine In dichloromethane for 16h; Ambient temperature;	95%

: 91290-09-4
C7H15ClNO4PS

: 40615-39-2
5'-O-(4-4'-dimethoxytrityl)thymidine

: C38H46N3O11PS

Conditions

Conditions	Yield
With (iPr)2Et2N In dichloromethane for 0.166667h; Ambient temperature;	97%

: 40615-39-2
5'-O-(4-4'-dimethoxytrityl)thymidine

: 530-62-1
1,1'-carbonyldiimidazole

: 111462-16-9
5'-O-dimethoxytrityl-3'-O-(1-imidazolylcarbonyl)thymidine

Conditions

Conditions	Yield
In tetrahydrofuran at 20℃; for 4h;	97%
In acetonitrile for 1h;	90%
In acetonitrile for 2h;
With dmap In dichloromethane at 20℃; for 14h;
With dmap In dichloromethane

: 130858-91-2
9H-fluoren-9-y1methyl (2-fluoro-2-oxoethyl)carbamate

: 40615-39-2
5'-O-(4-4'-dimethoxytrityl)thymidine

: 5'-O-(4,4'-dimethoxytrityl)-3'-O-[N-(9-fluorenylmethoxycarbonyl)glycyl]thymidine

Conditions

Conditions	Yield
With pyridine In dichloromethane for 4h; Ambient temperature;	97%

: 142061-92-5, 145434-41-9, 130858-92-3
N-(9-fluorenylmethoxycarbonyl)-L-alanyl fluoride

: 40615-39-2
5'-O-(4-4'-dimethoxytrityl)thymidine

: 5'-O-(4,4'-dimethoxytrityl)-3'-O-[N-(9-fluorenylmethoxycarbonyl)-L-alanyl]thymidine

Conditions

Conditions	Yield
With pyridine In dichloromethane for 4h; Ambient temperature;	97%

: 7693-46-1
4-Nitrophenyl chloroformate

: 40615-39-2
5'-O-(4-4'-dimethoxytrityl)thymidine

: 156939-39-8
Carbonic acid (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester 4-nitro-phenyl ester

Conditions

Conditions	Yield
With pyridine In dichloromethane Acylation;	97%
With pyridine In dichloromethane at 20℃; for 16h;	62%
With pyridine In dichloromethane at 0 - 20℃;	62%
With pyridine at 80℃; for 20h;

5'-O-dimethoxytrityl-deoxythymidine Chemical Properties

Molecular Structure of 5'-O-dimethoxytrityl-deoxythymidine (CAS NO.40615-39-2):

IUPAC Name: 1-[(2R,4S,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-4-hydroxyoxolan-2-yl]-5-methylpyrimidine-2,4-dione
Cas register number: 40615-39-2
Molecular formula: C₃₁H₃₂N₂O₆
Molecular Weight: 528.6
Density: 1.272 g/cm³
Index of Refraction: 1.602
Molar Refractivity: 146.9 cm³
Molar Volume: 427.8 cm³
Polarizability: 58.23×10^-24cm³
Surface Tension: 51.6 dyne/cm
Appearance: White Powder
Product Categories: Biochemistry;Nucleosides and their analogs;Nucleosides, Nucleotides & Related Reagents;Bases & Related Reagents;Carbohydrates & Derivatives;Nucleotides.

5'-O-dimethoxytrityl-deoxythymidine Safety Profile

Safety Statements about 5'-O-dimethoxytrityl-deoxythymidine (CAS NO.40615-39-2):
Hazard Codes:
Xi:
R36/37/38: Irritating to eyes, respiratory system and skin.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36: Wear suitable protective clothing.
F1: Sensitive to air and humidity.
F3: Hygroscopic.
F10: Keep under argon.
WGK Germany: 3
Hazard Note: Irritant

5'-O-dimethoxytrityl-deoxythymidine Specification

5'-O-dimethoxytrityl-deoxythymidine , its cas register number is 40615-39-2. It also can be called 5’-O-[bis(4-methoxyphenyl)phenylmethyl]-thymidin ; 5'-Dimethoxytrityl thymidine ; 5'-O-(4,4'-dimethoxytrityl)-2'-deoxythymidine ; 5'-O-[Bis(4-methoxyphenyl)benzyl]-2'-deoxythymidine ; 5'-O-(4,4'-dimethoxytrityl)thymidine ; 5-O-(4,4-dimethoxytrityl)thymidine ; 5'-O-dimethoxytrityl-deoxythymidine ; 5'-O-(dimethoxytrityl)-thymidine . Some useful informationabout Handling and Storage: Wash thoroughly after handling. Remove contaminated clothing and wash before reuse.Avoid contact with eyes, skin, and clothing. Avoid ingestion and inhalation.Keep refrigerated. (Store below 4°C/39°F.) Keep container closed when not in use. Store in a dry area.

Product Name

5'-O-Dimethoxytrityl-deoxythymidine

Synthetic route

5'-O-dimethoxytrityl-deoxythymidine Chemical Properties

5'-O-dimethoxytrityl-deoxythymidine Safety Profile

5'-O-dimethoxytrityl-deoxythymidine Specification

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