Product Name

  • Name

    BETA-PSEUDOURIDINE

  • EINECS
  • CAS No. 1445-07-4
  • Article Data21
  • CAS DataBase
  • Density 1.641 g/cm3
  • Solubility
  • Melting Point 222 °C
  • Formula C9H12N2O6
  • Boiling Point 598.4 °C at 760 mmHg
  • Molecular Weight 244.204
  • Flash Point 315.7 °C
  • Transport Information
  • Appearance
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 1445-07-4 (BETA-PSEUDOURIDINE)
  • Hazard Symbols
  • Synonyms Uracil,5-b-D-ribofuranosyl- (6CI,7CI,8CI);5-(b-D-Ribofuranosyl)uracil;5-Ribosyluracil;NSC 162405;Pseudouridine;Pseudouridine C;b-D-Pseudouridine;b-Pseudouridine;y-Uridine;
  • PSA 135.64000
  • LogP -2.78280

Synthetic route

5'-O-(tert-butyldiphenylsilyl)-2',3'-O-(isopropylidene)pseudouridine
1024616-70-3

5'-O-(tert-butyldiphenylsilyl)-2',3'-O-(isopropylidene)pseudouridine

pseudouridine
1445-07-4

pseudouridine

Conditions
ConditionsYield
With trifluoroacetic acid at 20℃; for 1h;100%
C9H13N2O9S(1-)*Na(1+)

C9H13N2O9S(1-)*Na(1+)

pseudouridine
1445-07-4

pseudouridine

Conditions
ConditionsYield
at 70℃; for 2h; pH=9;100%
5-(2,3-O-isopropylidene-β-D-ribofuranosyl)uracil
28113-58-8

5-(2,3-O-isopropylidene-β-D-ribofuranosyl)uracil

pseudouridine
1445-07-4

pseudouridine

Conditions
ConditionsYield
With hydrogenchloride In methanol at 20℃; for 5h;93%
2,4-Di-tert-butoxy-5-[(3aS,4S,6R,6aR)-6-(1-methoxy-1-methyl-ethoxymethyl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-pyrimidine
631920-69-9

2,4-Di-tert-butoxy-5-[(3aS,4S,6R,6aR)-6-(1-methoxy-1-methyl-ethoxymethyl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-pyrimidine

pseudouridine
1445-07-4

pseudouridine

Conditions
ConditionsYield
With acetic acid at 50℃; for 5h;93%
(2S,3S,4R,5R)-2-(2,4-dimethoxypyrimidin-5-yl)-5-hydroxymethyltetrahydrofuran-3,4-diol
68168-19-4

(2S,3S,4R,5R)-2-(2,4-dimethoxypyrimidin-5-yl)-5-hydroxymethyltetrahydrofuran-3,4-diol

pseudouridine
1445-07-4

pseudouridine

Conditions
ConditionsYield
With acetic acid; sodium iodide for 0.75h; Inert atmosphere; Reflux;90%
5-((3S,4R,5R)-3,4-Dimethoxy-5-methoxymethyl-tetrahydro-furan-2-yl)-1H-pyrimidine-2,4-dione
78119-28-5, 78119-29-6

5-((3S,4R,5R)-3,4-Dimethoxy-5-methoxymethyl-tetrahydro-furan-2-yl)-1H-pyrimidine-2,4-dione

A

pseudouridine
1445-07-4

pseudouridine

B

α-pseudouridine
10017-66-0

α-pseudouridine

Conditions
ConditionsYield
With boron tribromide In dichloromethane at -78℃; for 144h;A 53%
B n/a
5-((3S,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-1H-pyrimidine-2,4-dione
78119-26-3, 78119-27-4

5-((3S,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-1H-pyrimidine-2,4-dione

A

pseudouridine
1445-07-4

pseudouridine

B

α-pseudouridine
10017-66-0

α-pseudouridine

Conditions
ConditionsYield
With boron trichloride In dichloromethane at -78℃;A 42%
B n/a
With boron trichloride In dichloromethane at -78℃; Yields of byproduct given;
(1S)-tri-O-acetyl-1-(2,4-bis-methylsulfanyl-pyrimidin-5-yl)-D-1,4-anhydro-ribitol
64714-46-1

(1S)-tri-O-acetyl-1-(2,4-bis-methylsulfanyl-pyrimidin-5-yl)-D-1,4-anhydro-ribitol

pseudouridine
1445-07-4

pseudouridine

Conditions
ConditionsYield
(i) MCPBA, (ii) H2O, (iii) NaOMe, MeOH; Multistep reaction;
(1Ξ)-O2,O4;O3,O5-(R,R)-dibenzylidene-1-(2,4-bis-benzyloxy-pyrimidin-5-yl)-D-ribitol
67320-14-3, 67320-15-4

(1Ξ)-O2,O4;O3,O5-(R,R)-dibenzylidene-1-(2,4-bis-benzyloxy-pyrimidin-5-yl)-D-ribitol

A

(Ξ)-5-ξ-D-ribopyranosyl-pyrimidine-2,4-dione
20337-08-0, 67375-32-0

(Ξ)-5-ξ-D-ribopyranosyl-pyrimidine-2,4-dione

B

pseudouridine
1445-07-4

pseudouridine

C

α-pseudouridine
10017-66-0

α-pseudouridine

Conditions
ConditionsYield
(i) BBr3, THF, (ii) MeOH, CH2Cl2; Multistep reaction;
(2S,3R,4R)-2,3,5-Tris-benzyloxy-1-(2,4-di-tert-butoxy-pyrimidin-5-yl)-pentane-1,4-diol
78119-22-9, 78119-23-0

(2S,3R,4R)-2,3,5-Tris-benzyloxy-1-(2,4-di-tert-butoxy-pyrimidin-5-yl)-pentane-1,4-diol

A

pseudouridine
1445-07-4

pseudouridine

B

α-pseudouridine
10017-66-0

α-pseudouridine

Conditions
ConditionsYield
With boron trichloride In dichloromethane at -78℃; for 18h;
5'-O-(tert-butyldiphenylsilyl)pseudouridine
215110-22-8

5'-O-(tert-butyldiphenylsilyl)pseudouridine

pseudouridine
1445-07-4

pseudouridine

Conditions
ConditionsYield
With hydrogenchloride In methanol for 4h; Desilylation;
2,3-O-isopropylidene-5-O-(1-methoxy-1-methyl-ethyl)-D-ribono-1,4-lactone
162635-53-2

2,3-O-isopropylidene-5-O-(1-methoxy-1-methyl-ethyl)-D-ribono-1,4-lactone

pseudouridine
1445-07-4

pseudouridine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 89 percent / tetrahydrofuran / -78 °C
2: 85 percent / L-Selectride; ZnCl2 / CH2Cl2; tetrahydrofuran; diethyl ether / -78 - 20 °C
3: 70 percent / diisopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 48 h / 4 °C
4: 93 percent / aq. acetic acid / 5 h / 50 °C
View Scheme
D-Ribono-1,4-lactone
5336-08-3

D-Ribono-1,4-lactone

pseudouridine
1445-07-4

pseudouridine

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 94 percent / pyridinium p-toluenesulfonate; sodium sulfate / 1 h / 60 °C
2: 89 percent / tetrahydrofuran / -78 °C
3: 85 percent / L-Selectride; ZnCl2 / CH2Cl2; tetrahydrofuran; diethyl ether / -78 - 20 °C
4: 70 percent / diisopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 48 h / 4 °C
5: 93 percent / aq. acetic acid / 5 h / 50 °C
View Scheme
4-(2,4-di-tert-butoxy-pyrimidin-5-yl)-6-(1-methoxy-1-methyl-ethoxymethyl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ol

4-(2,4-di-tert-butoxy-pyrimidin-5-yl)-6-(1-methoxy-1-methyl-ethoxymethyl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ol

pseudouridine
1445-07-4

pseudouridine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 85 percent / L-Selectride; ZnCl2 / CH2Cl2; tetrahydrofuran; diethyl ether / -78 - 20 °C
2: 70 percent / diisopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 48 h / 4 °C
3: 93 percent / aq. acetic acid / 5 h / 50 °C
View Scheme
(R)-1-{(4R,5S)-5-[(R)-(2,4-Di-tert-butoxy-pyrimidin-5-yl)-hydroxy-methyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-(1-methoxy-1-methyl-ethoxy)-ethanol
631920-68-8

(R)-1-{(4R,5S)-5-[(R)-(2,4-Di-tert-butoxy-pyrimidin-5-yl)-hydroxy-methyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-(1-methoxy-1-methyl-ethoxy)-ethanol

pseudouridine
1445-07-4

pseudouridine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 70 percent / diisopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 48 h / 4 °C
2: 93 percent / aq. acetic acid / 5 h / 50 °C
View Scheme
5-[6-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-2,4-dimethoxy-pyrimidine

5-[6-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-2,4-dimethoxy-pyrimidine

pseudouridine
1445-07-4

pseudouridine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: CH3COOH / 1 h / Heating
2: NaI / acetic acid / 0.42 h / Heating
3: HCl / methanol / 4 h
View Scheme
(2R,3S,4R,5S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-5-(2,4-dimethoxy-pyrimidin-5-yl)-tetrahydro-furan-3,4-diol
221387-73-1

(2R,3S,4R,5S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-5-(2,4-dimethoxy-pyrimidin-5-yl)-tetrahydro-furan-3,4-diol

pseudouridine
1445-07-4

pseudouridine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: NaI / acetic acid / 0.42 h / Heating
2: HCl / methanol / 4 h
View Scheme
6-(tert-butyl-diphenyl-silanyloxymethyl)-4-(2,4-dimethoxy-pyrimidin-5-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ol

6-(tert-butyl-diphenyl-silanyloxymethyl)-4-(2,4-dimethoxy-pyrimidin-5-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ol

pseudouridine
1445-07-4

pseudouridine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: BF3*Et2O; Et3SiH / CH2Cl2 / 1 h / 4 °C / 20 deg C
2: NaI / acetic acid / 0.42 h / Heating
3: HCl / methanol / 4 h
View Scheme
2-(2,3-O-isopropylidene-β-D-ribofuranosyl)-2-(dimethylaminomethylene)acetic acid lactone

2-(2,3-O-isopropylidene-β-D-ribofuranosyl)-2-(dimethylaminomethylene)acetic acid lactone

pseudouridine
1445-07-4

pseudouridine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 60 percent / C2H5ONa / ethanol / 5 h / Heating
2: 93 percent / HCl / methanol / 5 h / 20 °C
View Scheme
2-(2,4:3,5-di-O-benzylidenepentitol-1-yl)pyridine
32580-00-0

2-(2,4:3,5-di-O-benzylidenepentitol-1-yl)pyridine

pseudouridine
1445-07-4

pseudouridine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: (i) nBuLi, THF, (ii) /BRN= 1260242/
2: (i) BBr3, THF, (ii) MeOH, CH2Cl2
View Scheme
2-methylsulfanyl-pyrimidin-4-yl tri-O-acetyl-β-D-1-thio-ribofuranoside
64735-77-9

2-methylsulfanyl-pyrimidin-4-yl tri-O-acetyl-β-D-1-thio-ribofuranoside

pseudouridine
1445-07-4

pseudouridine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: (i) (UV-irradiation), (ii) /BRN= 969135/
2: (i) MCPBA, (ii) H2O, (iii) NaOMe, MeOH
View Scheme
pseudoisocytidine
57100-18-2

pseudoisocytidine

pseudouridine
1445-07-4

pseudouridine

Conditions
ConditionsYield
With acetic anhydride In pyridine; ethyl acetate3.2 g (85%)
uridine
58-96-8

uridine

pseudouridine
1445-07-4

pseudouridine

Conditions
ConditionsYield
With bacterial pseudouridine synthase TruB In aq. buffer at 37℃; Kinetics; Reagent/catalyst; Enzymatic reaction;
2,4-dimethoxy-5-(2,3-dideoxy-3-oxo-β-D-ribofuranosyl)pyrimidine

2,4-dimethoxy-5-(2,3-dideoxy-3-oxo-β-D-ribofuranosyl)pyrimidine

pseudouridine
1445-07-4

pseudouridine

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: 1H-imidazole / dichloromethane / 0 °C
2: sodium tetrahydroborate / methanol / 1 h / 0 °C
3: triethylamine / dichloromethane / 1 h / 0 - 20 °C
4: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 48 h / 0 - 75 °C
5: 4-methylmorpholine N-oxide; osmium(VIII) oxide / water; acetone / -20 °C
6: sodium iodide; acetic acid / 0.75 h / Inert atmosphere; Reflux
View Scheme
2,4-dimethoxy-5-(5-O-tert-butyldiphenylsilyl-2,3-dideoxy-3-oxo-β-D-ribofuranosyl)pyrimidine

2,4-dimethoxy-5-(5-O-tert-butyldiphenylsilyl-2,3-dideoxy-3-oxo-β-D-ribofuranosyl)pyrimidine

pseudouridine
1445-07-4

pseudouridine

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: sodium tetrahydroborate / methanol / 1 h / 0 °C
2: triethylamine / dichloromethane / 1 h / 0 - 20 °C
3: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 48 h / 0 - 75 °C
4: 4-methylmorpholine N-oxide; osmium(VIII) oxide / water; acetone / -20 °C
5: sodium iodide; acetic acid / 0.75 h / Inert atmosphere; Reflux
View Scheme
2,4-dimethoxy-5-(2-deoxy-β-D-ribofuranosyl)pyrimidine

2,4-dimethoxy-5-(2-deoxy-β-D-ribofuranosyl)pyrimidine

pseudouridine
1445-07-4

pseudouridine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: triethylamine / dichloromethane / 1 h / 0 - 20 °C
2: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 48 h / 0 - 75 °C
3: 4-methylmorpholine N-oxide; osmium(VIII) oxide / water; acetone / -20 °C
4: sodium iodide; acetic acid / 0.75 h / Inert atmosphere; Reflux
View Scheme
C28H36N2O7SSi

C28H36N2O7SSi

pseudouridine
1445-07-4

pseudouridine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 48 h / 0 - 75 °C
2: 4-methylmorpholine N-oxide; osmium(VIII) oxide / water; acetone / -20 °C
3: sodium iodide; acetic acid / 0.75 h / Inert atmosphere; Reflux
View Scheme
2,4-dimethoxy-5-(2,3-didehydro-2,3-dideoxy-β-D-ribofuranosyl)pyrimidine

2,4-dimethoxy-5-(2,3-didehydro-2,3-dideoxy-β-D-ribofuranosyl)pyrimidine

pseudouridine
1445-07-4

pseudouridine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 4-methylmorpholine N-oxide; osmium(VIII) oxide / water; acetone / -20 °C
2: sodium iodide; acetic acid / 0.75 h / Inert atmosphere; Reflux
View Scheme
acrylic acid methyl ester
292638-85-8

acrylic acid methyl ester

pseudouridine
1445-07-4

pseudouridine

C13H18N2O8
1178552-88-9

C13H18N2O8

Conditions
ConditionsYield
In ethanol for 16h; pH=8.5; triethylammoniumbicarbonate buffer;98%
With formic acid; triethylamine In ethanol; water for 16h; pH=8.5;98%
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate In ethanol for 16h;98%
In ethanol for 16h; Triethylammonium-bicarbonate buffer;98%
1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane
69304-37-6

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

pseudouridine
1445-07-4

pseudouridine

3',5'-O-(1,1,3,3-tetraisopropyl-1,3-disiloxanediyl)pseudouridine
80545-49-9

3',5'-O-(1,1,3,3-tetraisopropyl-1,3-disiloxanediyl)pseudouridine

Conditions
ConditionsYield
With pyridine at 0 - 20℃;97.8%
In pyridine at 20℃; Cooling with ice;97.8%
With pyridine at 0 - 20℃;94%
acetic anhydride
108-24-7

acetic anhydride

pseudouridine
1445-07-4

pseudouridine

5-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)pyrimidine-2,4-(1H,3H)-dione
24800-34-8

5-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)pyrimidine-2,4-(1H,3H)-dione

Conditions
ConditionsYield
With dmap In N,N-dimethyl-formamide at -30℃; for 3h;95%
With pyridine at 20℃;92%
With pyridine Ambient temperature;
tert-butyl prop-2-ynoate
13831-03-3

tert-butyl prop-2-ynoate

pseudouridine
1445-07-4

pseudouridine

C16H22N2O8

C16H22N2O8

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In N,N-dimethyl-formamide at 20℃; for 24h; Michael Addition; regioselective reaction;92%
tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

pseudouridine
1445-07-4

pseudouridine

5-[5-(tert-butyl-dimethyl-silanyloxymethyl)-3,4-dihydroxy-tetrahydro-furan-2-yl]-1H-pyrimidine-2,4-dione

5-[5-(tert-butyl-dimethyl-silanyloxymethyl)-3,4-dihydroxy-tetrahydro-furan-2-yl]-1H-pyrimidine-2,4-dione

Conditions
ConditionsYield
With 1H-imidazole In N,N-dimethyl-formamide90%
propynoic acid methyl ester
922-67-8

propynoic acid methyl ester

pseudouridine
1445-07-4

pseudouridine

C13H16N2O8

C13H16N2O8

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In N,N-dimethyl-formamide at 20℃; for 24h; Reagent/catalyst; Michael Addition; regioselective reaction;90%
phenyl prop-2-ynoate
60998-71-2

phenyl prop-2-ynoate

pseudouridine
1445-07-4

pseudouridine

C18H18N2O8

C18H18N2O8

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In N,N-dimethyl-formamide at 20℃; for 24h; Michael Addition; regioselective reaction;88%
pseudouridine
1445-07-4

pseudouridine

propynoic acid ethyl ester
623-47-2

propynoic acid ethyl ester

C14H18N2O8

C14H18N2O8

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In N,N-dimethyl-formamide at 20℃; for 24h; Michael Addition; regioselective reaction;87%
naphthalen-2-yl prop-2-ynoate
91805-17-3

naphthalen-2-yl prop-2-ynoate

pseudouridine
1445-07-4

pseudouridine

C22H20N2O8

C22H20N2O8

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In N,N-dimethyl-formamide at 20℃; for 24h; Michael Addition; regioselective reaction;86%
methyl 2-hexynoate
18937-79-6

methyl 2-hexynoate

pseudouridine
1445-07-4

pseudouridine

C16H22N2O8

C16H22N2O8

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In N,N-dimethyl-formamide at 20℃; for 36h; Michael Addition; regioselective reaction;85%
methyl non-2-ynoate
111-80-8

methyl non-2-ynoate

pseudouridine
1445-07-4

pseudouridine

C19H28N2O8

C19H28N2O8

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In N,N-dimethyl-formamide at 20℃; for 36h; Michael Addition; regioselective reaction;85%
acrylonitrile
107-13-1

acrylonitrile

pseudouridine
1445-07-4

pseudouridine

A

C15H18N4O6
1188522-54-4

C15H18N4O6

B

Monocyanoethylpseudouridin
967-23-7

Monocyanoethylpseudouridin

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 45℃; for 24h;A 9%
B 84%
pseudouridine
1445-07-4

pseudouridine

phenylpropynoic acid ethyl ester
2216-94-6

phenylpropynoic acid ethyl ester

C20H22N2O8

C20H22N2O8

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In N,N-dimethyl-formamide at 20℃; for 36h; Michael Addition; regioselective reaction;84%
Ethyl 2-butynoate
4341-76-8

Ethyl 2-butynoate

pseudouridine
1445-07-4

pseudouridine

C15H20N2O8

C15H20N2O8

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In N,N-dimethyl-formamide at 20℃; for 36h; Michael Addition; regioselective reaction;82%
phenylpropynoic acid methyl ester
4891-38-7

phenylpropynoic acid methyl ester

pseudouridine
1445-07-4

pseudouridine

C19H20N2O8

C19H20N2O8

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In N,N-dimethyl-formamide at 20℃; for 36h; Michael Addition; regioselective reaction;82%
dimethyl acetylenedicarboxylate
762-42-5

dimethyl acetylenedicarboxylate

pseudouridine
1445-07-4

pseudouridine

C15H18N2O10

C15H18N2O10

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In N,N-dimethyl-formamide at 20℃; for 48h; Michael Addition; regioselective reaction;77%
N,N-dimethyl-formamide dimethyl acetal
4637-24-5

N,N-dimethyl-formamide dimethyl acetal

pseudouridine
1445-07-4

pseudouridine

1,3-dimethyl-Ψ-uridine
64272-68-0

1,3-dimethyl-Ψ-uridine

Conditions
ConditionsYield
In dimethyl sulfoxide at 110℃; for 1h;75.4%
In dimethyl sulfoxide at 110℃; for 1h;75.4%
Heating;
at 110℃; for 1h;
at 110℃; for 1h;
4,4'-dimethoxytrityl chloride
40615-36-9

4,4'-dimethoxytrityl chloride

pseudouridine
1445-07-4

pseudouridine

5'-O-(dimethoxytrityl)-pseudouridine

5'-O-(dimethoxytrityl)-pseudouridine

Conditions
ConditionsYield
With pyridine for 14h; Ambient temperature;73%
With pyridine at 20℃; for 2h;58%
trityl chloride
76-83-5

trityl chloride

pseudouridine
1445-07-4

pseudouridine

5'-O-tritylpseudouridine

5'-O-tritylpseudouridine

Conditions
ConditionsYield
With pyridine at 20℃; for 24h;66%
pseudouridine
1445-07-4

pseudouridine

mono-4-methoxytrityl chloride
14470-28-1

mono-4-methoxytrityl chloride

5'-O-(monomethoxytrityl)-pseudouridine

5'-O-(monomethoxytrityl)-pseudouridine

Conditions
ConditionsYield
With pyridine at 20℃; for 15h;58%
N-(3-iodopropyl)phthalimide
5457-29-4

N-(3-iodopropyl)phthalimide

pseudouridine
1445-07-4

pseudouridine

C20H21N3O8
1188522-55-5

C20H21N3O8

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃;57%
N-(3-iodopropyl)phthalimide
5457-29-4

N-(3-iodopropyl)phthalimide

pseudouridine
1445-07-4

pseudouridine

A

C20H21N3O8
1188522-55-5

C20H21N3O8

B

C31H30N4O10
1244969-47-8

C31H30N4O10

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20 - 50℃;A 25%
B 37%

Pseudouridine Specification

The Pseudouridine is an organic compound with the formula C9H12N2O6. The IUPAC name of this chemical is 5-[(2S,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1H-pyrimidine-2,4-dione. With the CAS registry number 1445-07-4, it is also named as 2,4(1H,3H)-Pyrimidinedione, 5-β-D-ribofuranosyl-. Besides, it may offer protection from radiation.

Physical properties about Pseudouridine are: (1)ACD/LogP: -0.37; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): -0.37; (4)ACD/LogD (pH 7.4): -0.41; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 14.94; (8)ACD/KOC (pH 7.4): 13.82; (9)#H bond acceptors: 8; (10)#H bond donors: 5; (11)#Freely Rotating Bonds: 5; (12)Polar Surface Area: 77.54 Å2; (13)Index of Refraction: 1.623; (14)Molar Refractivity: 52.5 cm3; (15)Molar Volume: 148.7 cm3; (16)Polarizability: 20.81×10-24cm3; (17)Surface Tension: 80.3 dyne/cm; (18)Density: 1.641 g/cm3; (19)Flash Point: 315.7 °C; (20)Enthalpy of Vaporization: 93.71 kJ/mol; (21)Boiling Point: 598.4 °C at 760 mmHg; (22)Vapour Pressure: 3.63E-15 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C1N\C=C(/C(=O)N1)[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O
(2)InChI: InChI=1/C9H12N2O6/c12-2-4-5(13)6(14)7(17-4)3-1-10-9(16)11-8(3)15/h1,4-7,12-14H,2H2,(H2,10,11,15,16)/t4-,5-,6-,7+/m1/s1
(3)InChIKey: PTJWIQPHWPFNBW-GBNDHIKLBY
(4)Std. InChI: InChI=1S/C9H12N2O6/c12-2-4-5(13)6(14)7(17-4)3-1-10-9(16)11-8(3)15/h1,4-7,12-14H,2H2,(H2,10,11,15,16)/t4-,5-,6-,7+/m1/s1
(5)Std. InChIKey: PTJWIQPHWPFNBW-GBNDHIKLSA-N

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