Product Name

  • Name

    2'-Deoxyuridine

  • EINECS 213-455-7
  • CAS No. 951-78-0
  • Article Data90
  • CAS DataBase
  • Density 1.533 g/cm3
  • Solubility 300 g/L at 20°C in water
  • Melting Point 167-169 °C(lit.)
  • Formula C9H12N2O5
  • Boiling Point 370.01°C (rough estimate)
  • Molecular Weight 228.205
  • Flash Point
  • Transport Information
  • Appearance White crystalline powder
  • Safety 22-24/25-37/39
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 951-78-0 (2'-Deoxyuridine)
  • Hazard Symbols HarmfulXn
  • Synonyms 1-(2-Deoxy-b-D-erythro-pentofuranosyl)uracil;2,4(1H,3H)-Pyrimidinedione, 1-(2-deoxy-b-D-erythro-pentofuranosyl)-;2,4(1H,3H)-Pyrimidinedione,1-(2-deoxy-b-D-ribofuranosyl)-;2'-Desoxyuridine;Deoxyribose uracil;Deoxyuridine;NSC 23615;Uracildeoxyriboside;1-(2-Deoxy-b-D-ribofuranosyl)uracil;1-(2-Deoxy-D-erythro-pentofuranosyl)uracil;Uridine, 2'-deoxy-;
  • PSA 104.55000
  • LogP -1.82270

Synthetic route

O5'-trityl-2'-deoxy-uridine
14270-73-6

O5'-trityl-2'-deoxy-uridine

2'-deoxyuridine
951-78-0

2'-deoxyuridine

Conditions
ConditionsYield
With silica gel; trifluoroacetic acid In methanol; chloroform100%
2'-Deoxycytidine
951-77-9

2'-Deoxycytidine

2'-deoxyuridine
951-78-0

2'-deoxyuridine

Conditions
ConditionsYield
With cytidine deaminase enzyme In aq. phosphate buffer at 37℃; for 0.0833333h; pH=7; Enzymatic reaction;99%
With acetic acid; sodium nitrite
With sodium hydroxide at 90.1℃; Rate constant; Mechanism; various reagent concentration, decomposition to nonchromophoric products;
4-O-(2,4,6-Trimethylphenyl)-2'-deoxyuridine
130197-82-9

4-O-(2,4,6-Trimethylphenyl)-2'-deoxyuridine

A

2'-deoxyuridine
951-78-0

2'-deoxyuridine

B

2'-Deoxycytidine
951-77-9

2'-Deoxycytidine

Conditions
ConditionsYield
With ammonium hydroxide at 65℃; for 2h;A n/a
B 98%
5-bromo-2'-deoxyuridine
59-14-3

5-bromo-2'-deoxyuridine

2'-deoxyuridine
951-78-0

2'-deoxyuridine

Conditions
ConditionsYield
With triethylamine In methanol; water at 4℃; for 12h; Irradiation; sensitizer: methylene blue;96%
Multi-step reaction with 3 steps
1: 99.7 percent / p-toluenesulfonic acid / tetrahydrofuran / 2 h / Ambient temperature
2: n-BuLi, MeI / tetrahydrofuran; hexane / -78 °C
3: 1N HCl / methanol / 0.08 h / Heating
View Scheme
Multi-step reaction with 2 steps
1: (NH4)2SO4 / Heating
2: 1) PdCl3, Ph3P, 2) NH4Cl, H2O / 1) THF, reflux, 12 h, 2) MeOH, reflux, 3 h
View Scheme
With sodium tetrahydroborate; Naphthalene-1,8-diselenol In aq. phosphate buffer at 37℃; pH=7; Reagent/catalyst;
With sodium tetrahydroborate; C10H8Te In aq. phosphate buffer at 37℃; pH=7; Kinetics; Reagent/catalyst;
3',5'-O-di(tert-butyldimethylsilyl)-2'-deoxyuridine
64911-18-8

3',5'-O-di(tert-butyldimethylsilyl)-2'-deoxyuridine

2'-deoxyuridine
951-78-0

2'-deoxyuridine

Conditions
ConditionsYield
With K 10 clay In methanol; water at 75℃; for 12h;94%
3',5'-O-(tetraisopropyldisiloxane-1,3-diyl)-2'-deoxyuridine
98495-56-8

3',5'-O-(tetraisopropyldisiloxane-1,3-diyl)-2'-deoxyuridine

2'-deoxyuridine
951-78-0

2'-deoxyuridine

Conditions
ConditionsYield
With K 10 clay In methanol; water at 75℃; for 60h;90%
With tetrabutyl ammonium fluoride Yield given;
uracil
66-22-8

uracil

7-methyl-2′-deoxyguanosine hydroiodide

7-methyl-2′-deoxyguanosine hydroiodide

2'-deoxyuridine
951-78-0

2'-deoxyuridine

Conditions
ConditionsYield
With potassium dihydrogenphosphate; Escherichia coli thymidine phosphorylase; Escherichia coli purine nucleoside phosphorylase In aq. buffer at 20℃; for 20h; pH=7.5; Enzymatic reaction;80%
dibutyl disulfide
629-45-8

dibutyl disulfide

C5-chloromercuri-2'-deoxyuridine
65505-76-2

C5-chloromercuri-2'-deoxyuridine

A

2'-deoxyuridine
951-78-0

2'-deoxyuridine

B

5-(1-Thiapentyl)-2'-deoxyuridine
21740-34-1

5-(1-Thiapentyl)-2'-deoxyuridine

Conditions
ConditionsYield
With lithium tetrachloropalladate(II) In methanol for 16h; Ambient temperature;A n/a
B 73%
With lithium tetrachloropalladate(II) In methanol for 16h; Ambient temperature; other organic disulfides;A n/a
B 73%
3'-O-acetyl-5'-O-t-butyldimethylsilyl-2'-deoxyuridine
1140622-65-6

3'-O-acetyl-5'-O-t-butyldimethylsilyl-2'-deoxyuridine

benzyl alcohol
100-51-6

benzyl alcohol

A

(benzyloxy)(tert-butyl)dimethylsilane
53172-91-1

(benzyloxy)(tert-butyl)dimethylsilane

B

2'-deoxyuridine
951-78-0

2'-deoxyuridine

C

uracil
66-22-8

uracil

D

3'-O-acetyl-2'-deoxyuridine
23197-88-8

3'-O-acetyl-2'-deoxyuridine

Conditions
ConditionsYield
With copper(II) sulfate In xylene for 2h; Heating;A n/a
B n/a
C n/a
D 72%
uridine
58-96-8

uridine

2'-deoxyuridine
951-78-0

2'-deoxyuridine

Conditions
ConditionsYield
Multistep reaction;60%
Multi-step reaction with 4 steps
1: 90 percent / pyridine / 2 h / Ambient temperature
2: 4-(dimethylamino)pyridine / acetonitrile / 6 h / Ambient temperature
3: tri-n-butylstannane, α,α'-azoisobutyronitrile / toluene / 3 h / 75 °C
4: tetra-n-butylammonium fluoride
View Scheme
Multi-step reaction with 3 steps
1: sodium hydroxide; bis(phenyl) carbonate / N,N-dimethyl-formamide / 12 h / 140 °C
2: hydrogenchloride / N,N-dimethyl-formamide / 14 h / 40 °C
3: sodium hydroxide; nickel; hydrogen / methanol / 20 h / 40 °C
View Scheme
3',5'-O-di(tert-butyldimethylsilyl)-2'-deoxyuridine
64911-18-8

3',5'-O-di(tert-butyldimethylsilyl)-2'-deoxyuridine

benzyl alcohol
100-51-6

benzyl alcohol

A

(benzyloxy)(tert-butyl)dimethylsilane
53172-91-1

(benzyloxy)(tert-butyl)dimethylsilane

B

2'-deoxyuridine
951-78-0

2'-deoxyuridine

C

thymin
65-71-4

thymin

Conditions
ConditionsYield
With copper(II) sulfate In xylene Heating;A 0.92 g
B 53%
C n/a
C5-chloromercuri-2'-deoxyuridine
65505-76-2

C5-chloromercuri-2'-deoxyuridine

diphenyldisulfane
882-33-7

diphenyldisulfane

A

2'-deoxyuridine
951-78-0

2'-deoxyuridine

B

5-phenylsulfanyl-2'-deoxyuridine
100634-97-7

5-phenylsulfanyl-2'-deoxyuridine

Conditions
ConditionsYield
With lithium tetrachloropalladate(II) In methanol for 16h; Ambient temperature;A n/a
B 52%
C5-chloromercuri-2'-deoxyuridine
65505-76-2

C5-chloromercuri-2'-deoxyuridine

N,N'-Bis(trifluoroacetyl)cystamine
118042-46-9

N,N'-Bis(trifluoroacetyl)cystamine

A

2'-deoxyuridine
951-78-0

2'-deoxyuridine

B

5-<3-(Trifluoroacetamido)-1-thiapropyl>-2'-deoxyuridine
118042-45-8

5-<3-(Trifluoroacetamido)-1-thiapropyl>-2'-deoxyuridine

Conditions
ConditionsYield
With lithium tetrachloropalladate(II) In methanol for 16h; Ambient temperature;A n/a
B 51%
5-Iodo-2'-deoxyuridine
54-42-2

5-Iodo-2'-deoxyuridine

allyl-trimethyl-silane
762-72-1

allyl-trimethyl-silane

A

2'-deoxyuridine
951-78-0

2'-deoxyuridine

B

C5-(allyl)-2'-deoxyuridine
73-39-2

C5-(allyl)-2'-deoxyuridine

Conditions
ConditionsYield
In water; acetonitrile Irradiation;A 31%
B 49%
In water; acetonitrile for 10h; Ambient temperature; Irradiation;A 31%
B 49%
5-Iodo-2'-deoxyuridine
54-42-2

5-Iodo-2'-deoxyuridine

A

2'-deoxyuridine
951-78-0

2'-deoxyuridine

B

C5-(allyl)-2'-deoxyuridine
73-39-2

C5-(allyl)-2'-deoxyuridine

Conditions
ConditionsYield
With allyl-trimethyl-silane In water; acetonitrile Irradiation;A 31%
B 49%
With allyl-trimethyl-silane In water; acetonitrile for 10h; Ambient temperature; Irradiation;A 31%
B 49%
2'-deoxy-3',5'-bis-O-triphenylmethyluridine
1140622-58-7

2'-deoxy-3',5'-bis-O-triphenylmethyluridine

benzyl alcohol
100-51-6

benzyl alcohol

A

triphenylmethane
519-73-3

triphenylmethane

B

benzyl trityl ether
5333-62-0

benzyl trityl ether

C

2'-deoxyuridine
951-78-0

2'-deoxyuridine

D

uracil
66-22-8

uracil

Conditions
ConditionsYield
With copper(II) sulfate In xylene for 5h; Heating;A n/a
B n/a
C 49%
D n/a
1-((2R,4S,5R)-5-((tert-butyldimethylsilyloxy)methyl)-4-hydroxy-tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione
76223-04-6

1-((2R,4S,5R)-5-((tert-butyldimethylsilyloxy)methyl)-4-hydroxy-tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione

benzyl alcohol
100-51-6

benzyl alcohol

A

(benzyloxy)(tert-butyl)dimethylsilane
53172-91-1

(benzyloxy)(tert-butyl)dimethylsilane

B

2'-deoxyuridine
951-78-0

2'-deoxyuridine

C

thymin
65-71-4

thymin

Conditions
ConditionsYield
With copper(II) sulfate In xylene Heating;A n/a
B 49%
C n/a
O5'-trityl-2'-deoxy-uridine
14270-73-6

O5'-trityl-2'-deoxy-uridine

benzyl alcohol
100-51-6

benzyl alcohol

A

triphenylmethane
519-73-3

triphenylmethane

B

benzyl trityl ether
5333-62-0

benzyl trityl ether

C

2'-deoxyuridine
951-78-0

2'-deoxyuridine

D

uracil
66-22-8

uracil

Conditions
ConditionsYield
With copper(II) sulfate In xylene for 5h; Heating;A n/a
B n/a
C 49%
D n/a
dimethyl 3,3'-dithiodipropionate
15441-06-2

dimethyl 3,3'-dithiodipropionate

C5-chloromercuri-2'-deoxyuridine
65505-76-2

C5-chloromercuri-2'-deoxyuridine

A

2'-deoxyuridine
951-78-0

2'-deoxyuridine

B

5-<3-(Methoxycarbonyl)-1-thiapropyl>-2'-deoxyuridine
118042-44-7

5-<3-(Methoxycarbonyl)-1-thiapropyl>-2'-deoxyuridine

Conditions
ConditionsYield
With lithium tetrachloropalladate(II) In methanol for 16h; Ambient temperature;A n/a
B 46%
morpholine
110-91-8

morpholine

cyclohexa-1,4-diene
1165952-92-0

cyclohexa-1,4-diene

5-Iodo-2'-deoxyuridine
54-42-2

5-Iodo-2'-deoxyuridine

A

1-((2R,4S,5R)-4-Hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-5-(5-morpholin-4-yl-cyclohex-3-enyl)-1H-pyrimidine-2,4-dione

1-((2R,4S,5R)-4-Hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-5-(5-morpholin-4-yl-cyclohex-3-enyl)-1H-pyrimidine-2,4-dione

B

2'-deoxyuridine
951-78-0

2'-deoxyuridine

Conditions
ConditionsYield
With tetrabutyl-ammonium chloride; zinc(II) chloride; bis(dibenzylideneacetone)-palladium(0) In acetonitrile at 100℃; for 24h;A n/a
B 40%
O5'-trityl-2'-deoxy-uridine
14270-73-6

O5'-trityl-2'-deoxy-uridine

A

2'-deoxy-3'-O-triphenylmethyluridine
1140622-61-2

2'-deoxy-3'-O-triphenylmethyluridine

B

2'-deoxy-3',5'-bis-O-triphenylmethyluridine
1140622-58-7

2'-deoxy-3',5'-bis-O-triphenylmethyluridine

C

2'-deoxyuridine
951-78-0

2'-deoxyuridine

D

uracil
66-22-8

uracil

Conditions
ConditionsYield
With copper(II) sulfate In xylene for 4h; Heating;A 6%
B 37%
C 10%
D n/a
1-((2R,4S,5R)-5-((tert-butyldimethylsilyloxy)methyl)-4-hydroxy-tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione
76223-04-6

1-((2R,4S,5R)-5-((tert-butyldimethylsilyloxy)methyl)-4-hydroxy-tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione

A

2'-deoxyuridine
951-78-0

2'-deoxyuridine

B

3',5'-O-di(tert-butyldimethylsilyl)-2'-deoxyuridine
64911-18-8

3',5'-O-di(tert-butyldimethylsilyl)-2'-deoxyuridine

C

1-((2R,4S,5R)-4-((tert-butyldimethylsilyl)oxy)-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione
76223-05-7

1-((2R,4S,5R)-4-((tert-butyldimethylsilyl)oxy)-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione

D

uracil
66-22-8

uracil

Conditions
ConditionsYield
With copper(II) sulfate In xylene Heating;A 10%
B 36%
C 6%
D n/a
5-tert-Butyl-2'-deoxyuridine
60136-06-3

5-tert-Butyl-2'-deoxyuridine

A

2'-deoxyuridine
951-78-0

2'-deoxyuridine

B

4-((2R,4S,5R)-4-Hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-7,7-dimethyl-2,4-diaza-bicyclo[4.2.0]octa-1,5-dien-3-one

4-((2R,4S,5R)-4-Hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-7,7-dimethyl-2,4-diaza-bicyclo[4.2.0]octa-1,5-dien-3-one

Conditions
ConditionsYield
In water for 48h; Irradiation;A n/a
B 35%
L-lysine
56-87-1

L-lysine

1-(β-D-2'-deoxyribofuranosyl)-2-oxopyrimidine-4-diazoate

1-(β-D-2'-deoxyribofuranosyl)-2-oxopyrimidine-4-diazoate

A

2'-deoxyuridine
951-78-0

2'-deoxyuridine

B

dCyd-εLys

dCyd-εLys

C

dCyd-αLys

dCyd-αLys

Conditions
ConditionsYield
In various solvent(s) at 37℃; for 72h; pH=7.4; Kinetics;A 11.1%
B 13.4%
C 28%
O5'-acetyl-2'-iodo-2'-deoxy-uridine
109368-38-9

O5'-acetyl-2'-iodo-2'-deoxy-uridine

2'-deoxyuridine
951-78-0

2'-deoxyuridine

Conditions
ConditionsYield
With Pd-BaSO4; ammonia Hydrogenation;
1-(O3,O5-bis-trimethylsilanyl-β-D-erythro-2-deoxy-pentofuranosyl)-5-bromo-4-trimethylsilanyloxy-1H-pyrimidin-2-one
34279-87-3

1-(O3,O5-bis-trimethylsilanyl-β-D-erythro-2-deoxy-pentofuranosyl)-5-bromo-4-trimethylsilanyloxy-1H-pyrimidin-2-one

trimethylaluminum
75-24-1

trimethylaluminum

A

2'-deoxyuridine
951-78-0

2'-deoxyuridine

B

thymidine
50-89-5

thymidine

Conditions
ConditionsYield
With water; ammonium chloride; triphenylphosphine 1) THF, reflux, 12 h, 2) MeOH, reflux, 3 h; Yield given. Multistep reaction. Yields of byproduct given;
chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

perfluoropropylene
116-15-4

perfluoropropylene

5-Iodo-2'-deoxyuridine
54-42-2

5-Iodo-2'-deoxyuridine

A

2'-deoxyuridine
951-78-0

2'-deoxyuridine

B

(E)-2'-deoxy-5-(perfluoropropen-1-yl)uridine
83107-63-5, 83107-64-6

(E)-2'-deoxy-5-(perfluoropropen-1-yl)uridine

C

(Z)-2'-deoxy-5-(perfluoropropen-1-yl)uridine
83107-64-6

(Z)-2'-deoxy-5-(perfluoropropen-1-yl)uridine

D

5-Trimethylsilyl-2'-deoxy-β-uridine
70523-31-8

5-Trimethylsilyl-2'-deoxy-β-uridine

Conditions
ConditionsYield
With pyridine; n-butyllithium; 1,1,1,3,3,3-hexamethyl-disilazane Yield given. Multistep reaction. Title compound not separated from byproducts;
chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

Chlorotrifluoroethylene
79-38-9

Chlorotrifluoroethylene

5-Iodo-2'-deoxyuridine
54-42-2

5-Iodo-2'-deoxyuridine

A

2'-deoxyuridine
951-78-0

2'-deoxyuridine

B

(E)-5-(2-chloro-1,2-difluorovinyl)-2'-deoxyuridine
82473-10-7

(E)-5-(2-chloro-1,2-difluorovinyl)-2'-deoxyuridine

C

(Z)-5-(2-chloro-1,2-difluorovinyl)-2'-deoxyuridine
82473-11-8

(Z)-5-(2-chloro-1,2-difluorovinyl)-2'-deoxyuridine

D

5-Trimethylsilyl-2'-deoxy-β-uridine
70523-31-8

5-Trimethylsilyl-2'-deoxy-β-uridine

Conditions
ConditionsYield
With pyridine; n-butyllithium; 1,1,1,3,3,3-hexamethyl-disilazane Yield given. Multistep reaction. Yields of byproduct given;
With pyridine; n-butyllithium; 1,1,1,3,3,3-hexamethyl-disilazane Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;
2'-deoxyuridine
951-78-0

2'-deoxyuridine

Tetrahydrodeoxyuridine
5626-99-3

Tetrahydrodeoxyuridine

Conditions
ConditionsYield
With hydrogen; Rh/Al2O3 In methanol under 1810.02 Torr; for 4h;100%
With 5% Rh/Al2O3; hydrogen In water under 2327.23 Torr; for 18h;100%
With Rh/Al2O3; hydrogen In water at 20℃; under 22502.3 Torr;96%
2'-deoxyuridine
951-78-0

2'-deoxyuridine

5-Iodo-2'-deoxyuridine
54-42-2

5-Iodo-2'-deoxyuridine

Conditions
ConditionsYield
With iodine; silver nitrate In methanol at 40℃; for 3h;100%
With iodine; silver nitrate In methanol at 40℃; for 3h;100%
With sodium azide; Iodine monochloride In acetonitrile at 25℃; for 24h; Product distribution; Mechanism; other uracil nucleosides; other halogenation agents; var. temp. and time;96%
1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane
69304-37-6

1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane

2'-deoxyuridine
951-78-0

2'-deoxyuridine

3',5'-O-(tetraisopropyldisiloxane-1,3-diyl)-2'-deoxyuridine
98495-56-8

3',5'-O-(tetraisopropyldisiloxane-1,3-diyl)-2'-deoxyuridine

Conditions
ConditionsYield
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 23h;100%
With pyridine for 2h;94%
With pyridine for 2.5h; Ambient temperature;91.5%
2'-deoxyuridine
951-78-0

2'-deoxyuridine

acetic anhydride
108-24-7

acetic anhydride

3',5'-di-O-acetyl-2'-deoxyuridine
13030-62-1

3',5'-di-O-acetyl-2'-deoxyuridine

Conditions
ConditionsYield
With dmap100%
With pyridine at 20℃; for 24h;100%
With pyridine at 0 - 20℃; for 5h; Acetylation;99%
2'-deoxyuridine
951-78-0

2'-deoxyuridine

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

3',5'-O-di(tert-butyldimethylsilyl)-2'-deoxyuridine
64911-18-8

3',5'-O-di(tert-butyldimethylsilyl)-2'-deoxyuridine

Conditions
ConditionsYield
With 1H-imidazole In N,N-dimethyl-formamide at 50℃; for 3h;100%
With pyridine; 1H-imidazole at 0 - 20℃;100%
With 1H-imidazole In N,N-dimethyl-formamide Etherification;97%
2'-deoxyuridine
951-78-0

2'-deoxyuridine

tert-butylchlorodiphenylsilane
58479-61-1

tert-butylchlorodiphenylsilane

1-[5-(tert-butyl-diphenyl-silanyloxymethyl)-4-hydroxy-tetrahydro-furan-2-yl]-1H-pyrimidine-2,4-dione
183269-46-7

1-[5-(tert-butyl-diphenyl-silanyloxymethyl)-4-hydroxy-tetrahydro-furan-2-yl]-1H-pyrimidine-2,4-dione

Conditions
ConditionsYield
With 1H-imidazole In N,N-dimethyl-formamide at -50 - 20℃; for 4h;100%
With 1H-imidazole In N,N-dimethyl-formamide at 0℃; for 1h;87%
With 1H-imidazole In N,N-dimethyl-formamide at 0 - 20℃; for 17h;76%
With dmap In pyridine
With pyridine at 20℃; Etherification;
2'-deoxyuridine
951-78-0

2'-deoxyuridine

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

4,4'-dimethoxytrityl chloride

DMT-dU
23669-79-6

DMT-dU

Conditions
ConditionsYield
With pyridine for 3h; Ambient temperature;99%
In pyridine at 20℃; for 3h;98%
With pyridine at 20℃; for 21h;93%
2'-deoxyuridine
951-78-0

2'-deoxyuridine

mono-4-methoxytrityl chloride
14470-28-1

mono-4-methoxytrityl chloride

O5'-trityl-2'-deoxy-uridine
14270-73-6

O5'-trityl-2'-deoxy-uridine

Conditions
ConditionsYield
With pyridine for 2h; Heating / reflux;99%
2'-deoxyuridine
951-78-0

2'-deoxyuridine

mono-4-methoxytrityl chloride
14470-28-1

mono-4-methoxytrityl chloride

1-{4-hydroxy-5-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydrofuran-2-yl}-1H-pyrimidine-2,4-dione
70255-96-8

1-{4-hydroxy-5-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydrofuran-2-yl}-1H-pyrimidine-2,4-dione

Conditions
ConditionsYield
With pyridine for 2h; Heating;99%
With pyridine; dmap at 50℃; for 40h; Inert atmosphere;69%
2'-deoxyuridine
951-78-0

2'-deoxyuridine

5-bromo-2'-deoxyuridine
59-14-3

5-bromo-2'-deoxyuridine

Conditions
ConditionsYield
With 1-(2-methoxyethyl)-3-methylimidazolium trifluoroacetate; N-Bromosuccinimide at 25℃; for 0.0833333h;98%
With N-Bromosuccinimide; sodium azide In 1,2-dimethoxyethane; water at 25℃; for 24h;90%
With ammonium cerium (IV) nitrate; 1-ethylene glycol monomethyl ether-3-methylimidazolium methanesulfonate; lithium bromide at 80℃; for 0.333333h;86%
2'-deoxyuridine
951-78-0

2'-deoxyuridine

pivaloyl chloride
3282-30-2

pivaloyl chloride

O5'-(2,2-dimethyl-propionyl)-2'-deoxy-uridine
57846-84-1

O5'-(2,2-dimethyl-propionyl)-2'-deoxy-uridine

Conditions
ConditionsYield
With pyridine at -20℃; for 3h;98%
2'-deoxyuridine
951-78-0

2'-deoxyuridine

uracil
66-22-8

uracil

Conditions
ConditionsYield
With 18-crown-6 ether In dimethyl sulfoxide at 50℃; for 36h;97.3%
With Lactobacillus animalis ATCC 35046 2’-N-deoxyribosyltransferase immobilized in DEAE-Sepharose; water for 1h; Enzymatic reaction;22%
With potassium phosphate; 5'-amino-5'-deoxyuridine phosphorylase In Tris HCl buffer at 30℃; for 3h; pH=9; Kinetics; Concentration; Time; Enzymatic reaction;
2'-deoxyuridine
951-78-0

2'-deoxyuridine

di-tert-butylsilyl bis(trifluoromethanesulfonate)
85272-31-7

di-tert-butylsilyl bis(trifluoromethanesulfonate)

1-[3,5-O-(di-tert-butylsilylene)-2-deoxy-β-D-ribofuranosyl]uracil
117841-54-0

1-[3,5-O-(di-tert-butylsilylene)-2-deoxy-β-D-ribofuranosyl]uracil

Conditions
ConditionsYield
97%
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 1h;91%
2'-deoxyuridine
951-78-0

2'-deoxyuridine

trityl chloride
76-83-5

trityl chloride

O5'-trityl-2'-deoxy-uridine
14270-73-6

O5'-trityl-2'-deoxy-uridine

Conditions
ConditionsYield
With pyridine at 50℃;97%
With pyridine; dmap Inert atmosphere; Heating;93%
With pyridine at 100℃; for 18h;12.58 g
2'-deoxyuridine
951-78-0

2'-deoxyuridine

C20H23F2N7O2

C20H23F2N7O2

C25H31F2N7O5

C25H31F2N7O5

Conditions
ConditionsYield
With potassium dihydrogenphosphate; purine nucleoside phosphorylase Escherichia coli; uridine phosphorylase Escherichia coli In aq. phosphate buffer at 50℃; for 3h; pH=7.0; Kinetics; Enzymatic reaction; diastereoselective reaction;97%
2'-deoxyuridine
951-78-0

2'-deoxyuridine

2,6-diaminopurine
1904-98-9

2,6-diaminopurine

2-amino-2'-deoxyadenosine
4546-70-7

2-amino-2'-deoxyadenosine

Conditions
ConditionsYield
With purine nucleoside phosphorylase; uridine phosphorylase In aq. phosphate buffer; dimethyl sulfoxide at 60℃; for 5h; pH=7; Solvent; Temperature; Enzymatic reaction;96%
2'-deoxyuridine
951-78-0

2'-deoxyuridine

benzoyl chloride
98-88-4

benzoyl chloride

Conditions
ConditionsYield
In pyridine at 0℃; for 1h;95%
With pyridine at 50 - 55℃; for 72h;91%
With pyridine for 1h; Ambient temperature;
2'-deoxyuridine
951-78-0

2'-deoxyuridine

6-methylthiopurine
50-66-8

6-methylthiopurine

S-methylthiodeoxyinosine
23526-11-6

S-methylthiodeoxyinosine

Conditions
ConditionsYield
at 37℃; for 7h; alginate gel-entrapped cells of auxotrophic thymine-dependent strain of E. coli, ammonium acetate buffer pH 5.8;95%
2'-deoxyuridine
951-78-0

2'-deoxyuridine

4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

N3-p-tolyl-2'-deoxyuridine

N3-p-tolyl-2'-deoxyuridine

Conditions
ConditionsYield
With copper diacetate In dimethyl sulfoxide at 60℃; for 16h;95%
benzoimidazole
51-17-2

benzoimidazole

2'-deoxyuridine
951-78-0

2'-deoxyuridine

1-(2-deoxy-β-D-ribofuranosyl)-1,3-benzimidazole

1-(2-deoxy-β-D-ribofuranosyl)-1,3-benzimidazole

Conditions
ConditionsYield
With recombinant Escherichia coli purine nucleoside phosphorylase Ser90Ala mutant In aq. phosphate buffer; dimethyl sulfoxide at 50℃; for 24h; pH=7; Reagent/catalyst; Enzymatic reaction;95%
2'-deoxyuridine
951-78-0

2'-deoxyuridine

Langlois reagent
2926-29-6

Langlois reagent

2'-deoxy-5-trifluoromethyluridine
70-00-8

2'-deoxy-5-trifluoromethyluridine

Conditions
ConditionsYield
With tert.-butylhydroperoxide In water at -3 - 60℃; for 2h; Temperature; Inert atmosphere;94.3%
With tert.-butylhydroperoxide In water at -5 - 65℃; for 3h; Inert atmosphere; Large scale;94.8%
With tert-butyl alcohol In water at 0 - 20℃; for 3h;59%
With mesoporous graphitic carbon nitride In dimethyl sulfoxide at 25℃; Irradiation;47%
With acetone In water at 20℃; for 40h; UV-irradiation; Inert atmosphere;44%
para-chlorotoluene
106-43-4

para-chlorotoluene

2'-deoxyuridine
951-78-0

2'-deoxyuridine

2'-deoxy-3',5'-di-O-(4-methylbenzoyl)uridine
4449-38-1

2'-deoxy-3',5'-di-O-(4-methylbenzoyl)uridine

Conditions
ConditionsYield
In pyridine 1.) 0 degC to R.T., 2.) 50 degC, 2 h;94%
triethylsilyl chloride
994-30-9

triethylsilyl chloride

2'-deoxyuridine
951-78-0

2'-deoxyuridine

2'-deoxy-3',5'-bis-O-(triethylsilyl)uridine
340721-64-4

2'-deoxy-3',5'-bis-O-(triethylsilyl)uridine

Conditions
ConditionsYield
With 1H-imidazole In N,N-dimethyl-formamide at 23℃; for 16h;94%
2-benzofuranyl boronic acid

2-benzofuranyl boronic acid

2'-deoxyuridine
951-78-0

2'-deoxyuridine

5-(2-benzofuranyl)-2'-deoxyuridine

5-(2-benzofuranyl)-2'-deoxyuridine

Conditions
ConditionsYield
Stage #1: 2'-deoxyuridine With (1,3,5-triaza-7-phosphaadamantan-1-ium-1-yl)butane-1-sulfonate; palladium diacetate In water at 80℃; for 0.0833333h; Suzuki-Miyaura Coupling; Inert atmosphere; Schlenk technique; Green chemistry;
Stage #2: 2-benzofuranyl boronic acid With triethylamine In water at 80℃; Reagent/catalyst; Temperature; Suzuki-Miyaura Coupling; Inert atmosphere; Schlenk technique; Green chemistry;
94%
2'-deoxyuridine
951-78-0

2'-deoxyuridine

C11H11F2N3O

C11H11F2N3O

C16H19F2N3O4

C16H19F2N3O4

Conditions
ConditionsYield
With uridine phosphorylase; purine nucleosidephosphorylase E.coli In aq. phosphate buffer at 50℃; for 2.5h; pH=7; Enzymatic reaction;93%

2'-Deoxyuridine Consensus Reports

Reported in EPA TSCA Inventory.

2'-Deoxyuridine Specification

The 2'-Deoxyuridine, with the CAS registry number 951-78-0 and EINECS registry number 213-455-7, has the IUPAC name of 1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione. It is a kind of white crystalline powder which is also air sensitive. The molecular formula of the chemical is C9H12N2O5. What's more, while dealing with this chemical, you should not breathe dust and then try to avoid contacting with skin and eyes. 

The physical properties of 2'-Deoxyuridine are as followings: (1)ACD/LogP: -1.70; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -1.7; (4)ACD/LogD (pH 7.4): -1.74; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 2.82; (8)ACD/KOC (pH 7.4): 2.58; (9)#H bond acceptors: 7; (10)#H bond donors: 3; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 68.31 Å2; (13)Index of Refraction: 1.603; (14)Molar Refractivity: 51.14 cm3; (15)Molar Volume: 148.8 cm3; (16)Polarizability: 20.27×10-24cm3; (17)Surface Tension: 71.1 dyne/cm; (18)Density: 1.533 g/cm3.  

Uses of 2'-Deoxyuridine: It is always used as an uridine derivative as therapeutic agent for treating allergy, cancer, infection and autoimmune disease. And it is also used as intermediates.

You should be cautious while dealing with this chemical. It irritates to eyes, respiratory system and skin. Therefore, you had better take the following instructions: Do not breathe dust and avoid contacting with skin and eyes; Wear suitable gloves and eye/face protection, and in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C/1NC(=O)N(\C=C\1)C2O[C@@H]([C@@H](O)C2)CO
(2)InChI: InChI=1/C9H12N2O5/c12-4-6-5(13)3-8(16-6)11-2-1-7(14)10-9(11)15/h1-2,5-6,8,12-13H,3-4H2,(H,10,14,15)/t5-,6+,8?/m0/s1
(3)InChIKey: MXHRCPNRJAMMIM-FWHJPCMOBR

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