ChemicalBook > CAS DataBase List > 2'-Deoxy-5'-O-DMT-2'-fluorouridine

2'-Deoxy-5'-O-DMT-2'-fluorouridine

Product Name
2'-Deoxy-5'-O-DMT-2'-fluorouridine
CAS No.
146954-74-7
Chemical Name
2'-Deoxy-5'-O-DMT-2'-fluorouridine
Synonyms
2'-F-dU;DMT-2'-F-U;DMT-2'-F-dU;5-DMT-2'-F-dT;5'-DMT-2'-F-dU;1-((2R,3R,4R,5R);5'-O-DMT-2'-F-dU;5'-O-DMTr-2'-F-dU;2'-F-5'-O-DMT-2'-dU;-5-((Bis(4-methoxyphenyl)
CBNumber
CB6156598
Molecular Formula
C30H29FN2O7
Formula Weight
548.56
MOL File
146954-74-7.mol
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2'-Deoxy-5'-O-DMT-2'-fluorouridine Property

Density 
1.38±0.1 g/cm3(Predicted)
storage temp. 
2-8°C
pka
9.39±0.10(Predicted)
form 
Powder
color 
White to Pale Yellow
InChIKey
CSSFZSSZXOCCJB-MNBKXICWNA-N
SMILES
N1(C=CC(=O)NC1=O)[C@@H]1O[C@H](COC(C2=CC=CC=C2)(C2=CC=C(C=C2)OC)C2=CC=C(C=C2)OC)[C@@H](O)[C@H]1F |&1:8,10,36,38,r|
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Safety

HS Code 
2934999090
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

TRC
Product number
M226545
Product name
1-((2R,3R,4R,5R)-5-((Bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-3-fluoro-4-hydroxytetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione
Packaging
25mg
Price
$45
Updated
2021/12/16
TRC
Product number
M226545
Product name
1-((2R,3R,4R,5R)-5-((Bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-3-fluoro-4-hydroxytetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione
Packaging
50mg
Price
$60
Updated
2021/12/16
TRC
Product number
M226545
Product name
1-((2R,3R,4R,5R)-5-((Bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-3-fluoro-4-hydroxytetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione
Packaging
250mg
Price
$75
Updated
2021/12/16
Biosynth Carbosynth
Product number
ND06064
Product name
2'-Deoxy-5'-O-DMT-2'-fluorouridine
Packaging
2g
Price
$75
Updated
2021/12/16
Biosynth Carbosynth
Product number
ND06064
Product name
2'-Deoxy-5'-O-DMT-2'-fluorouridine
Packaging
5G
Price
$112
Updated
2021/12/16
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2'-Deoxy-5'-O-DMT-2'-fluorouridine Chemical Properties,Usage,Production

Uses

2'-Deoxy-5'-O-DMT-2'-fluorouridine, a nucleoside analogue, is a 5’-O-DMTr-5-FUDR derivative with potent anti-yellow fever (YFV) activity[1].

Definition

2'-Deoxy-5'-O-DMT-2'-fluorouridine, a nucleoside analogue, is a 5’-O-DMTr-5-FUDR derivative with potent anti-yellow fever (YFV) activity.

Biological Activity

2'-Deoxy-5'-O-DMT-2'-fluorouridine (compound 15h) has 100% inhibition against YFV at 20 mM. 2'-Deoxy-5'-O-DMT-2'-fluorouridine proves to be noncytotoxic at concentrations up to 20 mM.

Synthesis

40615-36-9

56287-17-3

146954-74-7

2'-Deoxy-2'-fluorouridine (3.00 g, 12.2 mmol) was dissolved in anhydrous pyridine, and the decompression concentration operation was repeated three times to achieve dehydration azeotropic distillation. Subsequently, the reaction mixture was dissolved in anhydrous pyridine (120 mL) under argon protection, 4,4'-dimethoxytrityl chloride (4.55 g, 13.4 mmol) was added, and the reaction was stirred for 3 hours at room temperature. After completion of the reaction, ethyl acetate (150 mL) and water (60 mL) were added to the reaction mixture and layered. The organic layer was washed sequentially with 5% aqueous sodium bicarbonate (20 mL x 3), water (20 mL) and saturated saline (20 mL), followed by drying with anhydrous sodium sulfate. After filtration, the solvent was removed by evaporation and the residue was purified by silica gel column chromatography (eluent: hexane/ethyl acetate = 50:50 to 0:100 (v/v) containing 1% triethylamine). The fraction containing the target product was collected and concentrated to give 1-((2R,3R,4R,5R)-5-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-3-fluoro-4-hydroxytetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione (8.48 g, quantitative yield).

References

[1] Christopher McGuigan, et al. Anti-flavivirus Activity of Different Tritylated Pyrimidine and Purine Nucleoside Analogues. ChemistryOpen. 2016 Jan 21;5(3):227-35. DOI:10.1002/open.201500216

2'-Deoxy-5'-O-DMT-2'-fluorouridine Preparation Products And Raw materials

Raw materials

Preparation Products

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2'-Deoxy-5'-O-DMT-2'-fluorouridine Suppliers

China 122 France 1 Germany 1 India 6 The Netherlands 1 United Kingdom 3 United States 12 Global 146
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View Lastest Price from 2'-Deoxy-5'-O-DMT-2'-fluorouridine manufacturers

Shenzhen Nexcon Pharmatechs Ltd.
Product
2'-Deoxy-5'-O-DMT-2'-fluorouridine 146954-74-7
Price
US $0.00-0.00/G
Min. Order
1G
Purity
98%
Supply Ability
2000
Release date
2025-06-04
Henan Aochuang Chemical Co.,Ltd.
Product
5'-O-(4,4'-DIMETHOXYTRITYL)-2'-FLUORO-D-URIDINE 146954-74-7
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1Ton
Release date
2022-09-23
Hefei Huana Biomedical Technology Co.,Ltd.
Product
DMT-2'-F-dU 146954-74-7
Price
US $0.00/g
Min. Order
100g
Purity
≥98%(HPLC)
Supply Ability
20t
Release date
2023-03-29

146954-74-7, 2'-Deoxy-5'-O-DMT-2'-fluorouridineRelated Search:

N-Acetyl-5′-O-[bis(4-methoxyphenyl)phenylmethyl]cytidine 5'-O-DMT-2'-TBDMS-Uridine 5'-O-(4,4'-DIMETHOXYTRITYL)-2'-O-METHYLURIDINE 2'-O-TBDMS-5'-O-DMT-N4-Ac cytidin 5'-O-(4,4'-Dimethoxytrityl)uridine 5'-O-(4,4'-DIMETHOXYTRITYL)-2'-FLUORO-D-URIDINE 2'-Fluoro-2'-deoxyuridine 2'-Fluoro-5'-O-dimethoxytrityluridine-3'-O-cyanoethyldiisopropropylphosphoramidite

  • 5'-O-(4,4'-DIMETHOXYTRITYL)-2'-FLUORO-D-URIDINE
  • 2'-Deoxy-5'-O-DMT-2'-fluoro-D-uridine
  • 2'-Deoxy-5'-O-DMT-2'-fluorouridine
  • 5'-O-[Bis(4-methoxyphenyl)(phenyl)methyl]-2'-deoxy-2'-fluorouridine
  • 5'-O-(4,4'-DiMethoxytrityl)-2'-fluoro-2'-deoxyuridine
  • 1-((2R,3R,4R,5R)-5-((Bis(4-Methoxyphenyl)(phenyl)Methoxy)Methyl)-3-fluoro-4-hydroxytetrahydrofuran-2-yl)pyriMidine-2,4(1H,3H)-dione
  • 1-((2R,3R,4R,5R)
  • -3-fluoro-4-hydroxytetrahydrofuran-2-yl)
  • -5-((Bis(4-methoxyphenyl)
  • 2'-Deoxy-5'-O-DMTr-2'-fluoro-uridine
  • DMT-2'-F-dU
  • 1-(5-{[BIS(4-METHOXYPHENYL)(PHENYL)METHOXY]METHYL}-3-FLUORO-4-HYDROXYOXOLAN-2-YL)-3H-PYRIMIDINE-2,4-
  • 5'-DMT-2'-F-dU
  • Uridine, 5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-deoxy-2'-fluoro-
  • 5'-O-DMT-2'-F-dU
  • 2’-Deoxy-5’-O-(4,4’-dimethoxytrityl)-2’-fluorouridine
  • 5'-O-(4,4'-DIMETHOXYTRITYL)-2'-FLUORO-D-URIDINE USP/EP/BP
  • 1-[(2R,3R,4R,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-3-fluoro-4-hydroxyoxolan-2-yl]pyrimidine-2,4-dione
  • 5'-O-(4,4'-Dimethoxytrityl)-2'-fluoro-2'-deoxyuridine, 98%,
  • DMT-2'-F-U
  • 5-DMT-2'-F-dT
  • 5'-ODMT-2'-Fluoro Uridine
  • 2'-F-dU
  • 1-[(2R,3R,4R,5R)-5-[[bis(4-methoxyphenyl)-phenyl-methoxy]methyl]-3-fluoro-4-hydroxy-tetrahydrofuran-2-yl]pyrimidine-2,4-dione
  • 5'-O-DMT-2'-fluoro-2'-deoxyuridine
  • 5'-O-DMT-2'-F-deoxyuridine
  • 5’-O-(4,4’-Dimethoxytrityl)-2’-fluoro-2’-deoxyuridine
  • 2'-F-5'-O-DMT-2'-dU
  • 5'-O-DMTr-2'-F-dU
  • 5 ' - 0 - (4,4'- DIMETHOXYTRI - TYL) - 2'- FLUORO- D- URDINE
  • 5'-O-[bis(4-Methoxyphenyl)phenylMethyl]-2'-Fluoro-2'-Deoxyuridine
  • 5'-O-DMT-2'-Fluoro-2'-deoxyuridine
  • 5'-O-DMT-2'-F-dU, 5'-O-(4,4’-dimethoxytrityl)-2’-fluoro-2’-deoxyuridine
  • 146954-74-7
  • C30H29N2O7F
  • Modified（deoxy）nucleoside