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SAGECHEM/ Pseudouridine /Manufacturer in China/SAGECHEM
Cas No: 1445-07-4
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pseudouridine
Cas No: 1445-07-4
USD $ 248.0-248.0 / Milligram 200 Milligram 10 Kilogram/Month Boc Sciences Contact Supplier
Pseudouridine
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BETA-PSEUDOURIDINE
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USD $ 1.0-1.0 / Gram 1 Gram 1 Metric Ton/Day PRIME MOLECULAR CO.,LIMITED Contact Supplier
BETA-PSEUDOURIDINE
Cas No: 1445-07-4
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Pseudouridine
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USD $ 3.0-3.0 / Kilogram 1 Kilogram 1-100 Metric Ton/Month Dayang Chem (Hangzhou) Co.,Ltd. Contact Supplier
β-Pseudouridine
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New production CAS 1445-07-4 with best quality
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BLOOM TECH Advanced API/Technology support BETA-PSEUDOURIDINE CAS 1445-07-4
Cas No: 1445-07-4
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2,4(1H,3H)-Pyrimidinedione,5-b-D-ribofuranosyl-
Cas No: 1445-07-4
No Data 1 Kilogram 1 Metric Ton/Day Shandong Hanjiang Chemical Co., Ltd. Contact Supplier

1445-07-4 Usage

Definition

ChEBI: A C-glycosyl pyrimidine that consists of uracil having a beta-D-ribofuranosyl residue attached at position 5. The C-glycosyl isomer of the nucleoside uridine.

Uses

An isomer of the nucleoside uridine found in all species and in many classes of RNA except mRNA. It is formed by enzymes called Ψ synthases, which post-transcriptionally isomerize specific uridine residues in RNA in a process termed pseudouridylation. Studies suggest that β-Pseudouridine reduces radiation-induced chromosome aberrations in human lymphocytes.
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

1445-07-4 Well-known Company Product Price

Brand (Code)Product description CAS number Packaging Price Detail
TCI America (P2396)  Pseudouridine  >98.0%(HPLC) 1445-07-4 50mg 1,950.00CNY Detail

1445-07-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name pseudouridine

1.2 Other means of identification

Product number -
Other names β-Pseudouridine

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:1445-07-4 SDS

1445-07-4Synthetic 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%

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