ChemicalBook > CAS DataBase List > 5'-O-(4,4'-DIMETHOXYTRITYL)-2'-O-METHYLURIDINE

5'-O-(4,4'-DIMETHOXYTRITYL)-2'-O-METHYLURIDINE

Product Name: 5'-O-(4,4'-DIMETHOXYTRITYL)-2'-O-METHYLURIDINE
CAS No.: 103285-22-9
Chemical Name: 5'-O-(4,4'-DIMETHOXYTRITYL)-2'-O-METHYLURIDINE
Synonyms: 8-d3;93% (GC);C-α18-trione;H)-trione;hExo) (PE);hExo) (AP);DMT-OMe-rU;Tribenzoate;hExo) (APC)
CBNumber: CB4214032
Molecular Formula: C31H32N2O8
Formula Weight: 560.59
MOL File: 103285-22-9.mol

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5'-O-(4,4'-DIMETHOXYTRITYL)-2'-O-METHYLURIDINE Property

Density: 1.35±0.1 g/cm3(Predicted)
storage temp.: Sealed in dry,2-8°C
solubility: Soluble in acetonitrile
form: Powder
pka: 9.39±0.10(Predicted)
color: White to Pale Yellow
InChIKey: MFDHAVFJDSRPKC-JSEYUTSUNA-N
SMILES: O(C(C1=CC=C(OC)C=C1)(C1=CC=C(OC)C=C1)C1=CC=CC=C1)C[C@H]1O[C@@H](N2C=CC(=O)NC2=O)[C@H](OC)[C@@H]1O |&1:25,27,36,39,r|

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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Usbiological

Product number: 295612
Product name: 5'-
Packaging: 1mg
Price: $319
Updated: 2021/12/16

Usbiological

Product number: 296134
Product name: 5'-
Packaging: 2mg
Price: $322
Updated: 2021/12/16

TRC

Product number: D476255
Product name: 5’-O-(Dimethoxytrityl)-2’-O-methyluridine
Packaging: 2.5g
Price: $275
Updated: 2021/12/16

Usbiological

Product number: 294722
Product name: 5'-
Packaging: 1g
Price: $506
Updated: 2021/12/16

ChemScene

Product number: CS-0061965
Product name: 1-[(2R,3R,4R,5R)-5-[[Bis(4-methoxyphenyl)-phenylmethoxy]methyl]-4-hydroxy-3-methoxyoxolan-2-yl]pyrimidine-2,4-dione
Purity: 96.70%
Packaging: 25g
Price: $657
Updated: 2021/12/16

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5'-O-(4,4'-DIMETHOXYTRITYL)-2'-O-METHYLURIDINE Chemical Properties,Usage,Production

Chemical Properties

White to off white powder

Uses

5’-O-(Dimethoxytrityl)-2’-O-methyluridine is a potential therapeutic agent. Also, it is a reagent used in the synthesis of 2’-modified-4’-thioRNA.

Synthesis

109-88-6

173170-12-2

103285-22-9

The general procedure for the synthesis of 1-((2R,3R,4R,5R)-5-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-4-hydroxy-3-methoxytetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-diones from magnesium methanolate and N/A is as follows: following the literature methodology, a two-step reaction was carried out to prepare 5'-O-DMT-2,2'-O -anhydrouridine (6). Subsequently, compound 6 was converted to 5'-O-DMT-2'-O-methyluridine with reference to the method reported in the literature. This was done as follows: first, magnesium powder (0.5 g) was heated in methanol (50 mL) at 60 °C for 2 h. Excess methanol was evaporated and dried under vacuum to obtain magnesium methanolate in gray powder form. The dried magnesium methanolate (740 mg, 8.57 mmol, 6.00 eq.) was added to a suspension of compound 6 (750 mg, 1.42 mmol, 1.00 eq.) in DMF (20 mL), and the mixture was heated to 100 °C for 2 h. The reaction was carried out until the solution was clarified. After completion of the reaction, the solvent was removed by evaporation and the residue was dissolved in ethyl acetate. The organic layer was washed sequentially with NaHCO3 solution and water, dried over anhydrous Na2SO4 and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography with the eluent being a dichloromethane solution containing 2-4% methanol to give compound 7 (510 mg, 0.91 mmol, 64% yield) as a white solid.1H NMR (400 MHz, CDCl3): δ (ppm) = 3.54-3.57 (m, 2H, H-C(5')), 3.65 (s, 3H, 2' -OCH3), 3.79-3.80 (m, 7H, H-C(2'), DMT-OCH3), 3.98-4.01 (m, 1H, H-C(4')), 4.45-4.50 (m, 1H, H-C(3')), 5.26 (d, 1H, J = 8.1 Hz, H-C(5)), 5.97 (s, 1H, H-C(1' )), 6.82-6.86 (m, 4H, DMT-Har), 7.24-7.39 (m, 9H, DMT-Har), 8.03 (d, 1H, J = 8.1 Hz, H-C(6)); MS (ESI): m/z = 583.1 [M + Na]+.

References

[1] Bioorganic and Medicinal Chemistry, 2013, vol. 21, # 20, p. 6171 - 6180

5'-O-(4,4'-DIMETHOXYTRITYL)-2'-O-METHYLURIDINE Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 5'-O-(4,4'-DIMETHOXYTRITYL)-2'-O-METHYLURIDINE manufacturers

Shenzhen Nexcon Pharmatechs Ltd.

Product: 5'-O-DMT-2'-O-methyl-D-uridine 103285-22-9
Price: US $0.00-0.00/G
Min. Order: 1G
Purity: 98%
Supply Ability: 2000
Release date: 2025-06-03

Henan Aochuang Chemical Co.,Ltd.

Product: 5'-O-(4,4'-DIMETHOXYTRITYL)-2'-O-METHYLURIDINE 103285-22-9
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'-OMe-Ur; 5'-O-(4, 4'-dimethoxytrityl)-2'-O-methyl-Uridine 103285-22-9
Price: US $0.00/g
Min. Order: 100g
Purity: ≥98%(HPLC)
Supply Ability: 20t
Release date: 2023-03-30

103285-22-9, 5'-O-(4,4'-DIMETHOXYTRITYL)-2'-O-METHYLURIDINERelated Search:

N-Acetyl-5′-O-[bis(4-methoxyphenyl)phenylmethyl]cytidine 5'-O-DMT-2'-TBDMS-Uridine 5'-O-(4,4'-DIMETHOXYTRITYL)-2'-FLUORO-D-URIDINE 2'-O-TBDMS-5'-O-DMT-N4-Ac cytidin 5'-O-(4,4'-Dimethoxytrityl)uridine 2'-O-Methyluridine 2'-O-METHYL-5-FLUORO-U CEP 2'-O-METHYL-5-BROMO-U CEP 2'-O-METHYL-5-METHYL-U CEP 5'-O-(DIMETHOXYTRITYL)-2'-O-METHYL-5-METHYLURIDINE 5'-O-(DIMETHOXYTRITYL)-5-FLUORO-2'-O-METHYLURIDINE 2'-O-(TRIFLUOROACETYLAMINOETHYL)-5'-O-(4,4'-DIMETHOXYTRITYL)-5-METHYLURIDINE 5'-O-(DIMETHOXYTRITYL)-5-IODO-2'-O-METHYLURIDINE DMT-2μ-O-Me-rU amidite 5'-O-(DIMETHOXYTRITYL)-5-(1-PROPYNYL)-2'-O-METHYLURIDINE 5'-O-(4,4'-DIMETHOXYTRITYL)-2'-O-METHYLURIDINE

DMT-2'-O-METHYLURIDINE

5'-O-(DIMETHOXYTRITYL)-2'-O-METHYLURIDINE

5'-O-(4,4'-DIMETHOXYTRITYL)-2'-O-METHYLURIDINE

DMT-2'-OMe-U

5'-O-DMT-2'-O-methyluridine

1-((2R,3R,4R,5R)-5-((bis(4-Methoxyphenyl)(phenyl)Methoxy)Methyl)-4-hydroxy-3-Methoxytetrahydrofuran-2-yl)pyriMidine-2,4(1H,3H)-dione

Uridine, 5'-O-[bis(4-Methoxyphenyl)phenylMethyl]-2'-O-Methyl-

5'-O-DMT-2'-O-methyl-D-uridine

-Bis-(S)-phosphate

Exonuclease TREX1, AGS1, CRV, DNase III, DRN3, HERNS)

-P1,P6-hexaphosphate Hydrolase 1, Nucleoside Diphosphate-linked Moiety X Motif 3, Nudix Motif 3, DIPP, DIPP1) (MaxLight 650)

-deoxyadenosine &ge

-Methoxylaudanosine

-dimethoxybenzyloxy)phenylboronic acid

-tri-O-tert-butyldimethylsilyl-b-D-ribofuranosyl)-imidazo[4,5-c]pyridine

-cyclic Phosphodiesterase 10A, FLJ11894, FLJ25677, HSPDE10A) (PE)

-anhydrouridine

-cyclic Phosphodiesterase B, CGIPDE1, CGIP1, Cyclic GMP-inhibited Phosphodiesterase B, CGI-PDE B)

PDE3B, BioAssay&trade

8-d3

-cyclic Phosphodiesterase 10A)

PDE10A, BioAssay&trade

-cyclic phosphodiesterase 4B, DPDE4, PDE32) (APC)

-nucleotidase 1, PAP-inositol 1,4-phosphatase, PIP)

-oligoadenylate synthase 1, E18/E16, p46/p42 OAS) (MaxLight 750)

-nucleotidase 1, PAP-inositol 1,4-phosphatase) (MaxLight 650)

-cyclic Phosphodiesterase B, Cyclic GMP-inhibited Phosphodiesterase B, HcGIP1)

-cyclic Phosphodiesterase 9A, FLJ90181, HSPDE9A2) (MaxLight 650)

-di-O-tritylguanosine

-oligoadenylate Synthetase 1, 40/46kD, IFI-4, OIAS, OIASI) (Biotin)

-P1,P3-triphosphate hydrolase, Dinucleosidetriphosphatase, Tumor Suppressor Protein, AP3Aase, FRA3B)

-P1,P4-tetraphosphate asymmetrical hydrolase, Nucleoside diphosphate-linked moiety X motif 2) (MaxLight 650)

-cyclic phosphodiesterase 4C, PDE21) (PE)

-Nucleotidase, Cytosolic III (NT5C3)

-dimethoxytrityl) thymidine (synthetic) 99+% (TLC)

)oligo(A) Synthase 3, 2-5A Synthase 3, p100 OAS, p100OAS, P/OKcl.4) (FITC)

-cyclic phosphodiesterase 4C, PDE21) (MaxLight 750)

-cyclic phosphodiesterase subunit delta, Protein p17) (MaxLight 750)

-bisphosphate, Triethylammonium Salt (Biotin)

-cyclic Phosphodiesterase Subunit Alpha, Phosphodiesterase 6C, cGMP-specific, Cone, Alpha Prime)

-cyclic Monophosphate) 99+% (HPLC)

-terthiophene]-5-carbaldehyde

-cyclic nucleotide phosphodiesterase 1B, PDE1B1, PDES1B)

-bisphosphate nucleotidase 1, PIP)

-trifluoroacetamidocytidine

-Dibromoacetophenone &ge

-deoxy-b-D-ribofuranosyl]guanine

-nucleotidase 1, PIP, PAP-inositol-1,4-phosphatase, HEL20) (MaxLight 405)

-cyclic phosphodiesterase 8B, Cell proliferation-inducing gene 22 protein) (MaxLight 550)

-nucleotidase, Thiamine Monophosphatase, TMPase) (PE)

-cyclic Nucleotide Phosphodiesterase 1A, Cam-PDE 1A, 61kD Cam-PDE, hCam-1, MGC26303) (FITC)

-cyclic Phosphodiesterase A, Cyclic GMP-inhibited Phosphodiesterase A, CGI-PDE A) (FITC)

-oligoadenylate Synthase-like Protein, p59 OASL, p59OASL, Thyroid Receptor-interacting Protein 14, TR-interacting Protein 14, TRIP-14, TRIP14) (MaxLight 490)

-NT, eN, eNT, NT5, NT5E, NTE, Purine 5 Prime Nucleotidase) (MaxLight 550)

-deoxyinosine 99+% (HPLC)

-d4 3-O-&beta

-pyrophosphohydrolase, (ppGpp)ase, MESH1)

-Cyclic-AMP and -GMP Phosphodiesterase 11A, cAMP and cGMP Phosphodiesterase 11A)