5'-O-DMT-2'-TBDMS-Uridine

Product Name: 5'-O-DMT-2'-TBDMS-Uridine
CAS No.: 81246-80-2
Chemical Name: 5'-O-DMT-2'-TBDMS-Uridine
Synonyms: TBS-rU;DMT-2'-O-TBDMS-Ur;5'-DMT-2'-TBDMS-rU;2'-O-TBDMS-5'-O-DMT-U;5'-O-DMT-2'-O-TBDMS-rU;5'-O-DMTr-2'-O-TBDMS-rU;5'-DMTr-2'-TBDMS-uridine;5'-O-DMT-2'-TBDMS-Uridine;5'-O-DMT-2'-TBDMS-Uridine;5'-O-DMT-2'-O-TBDMS uridine
CBNumber: CB92516265
Molecular Formula: C36H44N2O8Si
Formula Weight: 660.83
MOL File: 81246-80-2.mol

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5'-O-DMT-2'-TBDMS-Uridine Property

Density: 1.24±0.1 g/cm3(Predicted)
storage temp.: under inert gas (nitrogen or Argon) at 2-8°C
solubility: DMSO : 100 mg/mL (151.32 mM; Need ultrasonic)
pka: 9.39±0.10(Predicted)
form: Solid
color: White to light yellow
InChIKey: KVHQIELPHWJPSY-WLVJKCSANA-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](O[Si](C(C)(C)C)(C)C)[C@@H]1O |&1:25,27,36,45,r|

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

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N-Bromosuccinimide Price

TRC

Product number: D494218
Product name: 5''-O-DMT-2''-TBDMS-Uridine
Packaging: 2.5g
Price: $240
Updated: 2021/12/16

Biosynth Carbosynth

Product number: NB15303
Product name: 2'-O-tert-Butyldimethylsilyl-5'-O-DMT-uridine
Packaging: 5G
Price: $225
Updated: 2021/12/16

Biosynth Carbosynth

Product number: NB15303
Product name: 2'-O-tert-Butyldimethylsilyl-5'-O-DMT-uridine
Packaging: 25g
Price: $750
Updated: 2021/12/16

AK Scientific

Product number: 2618AC
Product name: 5'-O-DMT-2'-TBDMS-Uridine
Packaging: 1g
Price: $894
Updated: 2021/12/16

Matrix Scientific

Product number: 091170
Product name: 1-((2R,3R,4R,5R)-5-((Bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-3-((tert-butyldimethylsilyl)oxy)-4-hydroxytetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione
Purity: 95+%
Packaging: 1g
Price: $975
Updated: 2021/12/16

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5'-O-DMT-2'-TBDMS-Uridine Chemical Properties,Usage,Production

Uses

5''-O-DMT-2''-TBDMS-Uridine (cas# 81246-80-2) is a nucleoside and has been used in the prepartion of pseudorotaxane architectures. It has also been able to undergo microwave-assisted phosphitylation in the preparation of nucleoside phosphoramidites.

Synthesis

18162-48-6

81246-79-9

81246-80-2

5'-O-(4,4'-Dimethoxytrityl)uridine (27.88 g, 51.0 mmol) was dissolved in anhydrous tetrahydrofuran (340 mL). Anhydrous pyridine (16.2 mL, 0.20 mol) and silver nitrate (9.53 g, 56.1 mmol) were added sequentially under stirring and stirring was continued for 15 min. After silver nitrate was almost completely dissolved, tert-butyldimethylchlorosilane (TBDMS-Cl) (8.46 g, 56.1 mmol) was added quickly. The resulting turbid emulsion was stirred at room temperature for 12 hours. Upon completion of the reaction, the mixture was filtered into 5% sodium bicarbonate solution to prevent the shedding of 4,4'-dimethoxytrityl (DMTr) protecting group. Subsequently, the mixture was concentrated to about 200 mL on a rotary evaporator to remove some of the solvent. After dilution with ethyl acetate, the mixture was sequentially extracted three times with saturated sodium bicarbonate solution. The organic layer was dried over anhydrous magnesium sulfate and concentrated to dryness. Finally, the target product 5'-O-DMTr-2'-O-TBDMS-uridine (21.92 g, 65% yield) was purified by column chromatography (eluent: tert-butyl methyl ether/hexane, 0.50%). The product was structurally confirmed by 1H NMR (400 MHz, DMSO-d6) and mass spectrometry (calculated value: 546.20; measured value: 569.32 [M+Na]+).

References

[1] Organic Letters, 2013, vol. 15, # 18, p. 4710 - 4713
[2] Nature Chemistry, 2013, vol. 5, # 9, p. 790 - 795
[3] Tetrahedron Letters, 2011, vol. 52, # 20, p. 2575 - 2578

5'-O-DMT-2'-TBDMS-Uridine Preparation Products And Raw materials

Raw materials

Preparation Products

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5'-O-DMT-2'-TBDMS-Uridine Suppliers

China 93 India 3 United Kingdom 3 United States 8 Global 107

Allbiosyn Biotechnology Co.,LTD

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Nanjing Baifuli Technology Co., Ltd.

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Shanghai Raise Chemical Technology Co.,Ltd

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Bide Pharmatech Ltd.

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View Lastest Price from 5'-O-DMT-2'-TBDMS-Uridine manufacturers

Shenzhen Nexcon Pharmatechs Ltd.

Product: 5'-DMT-2'-TBDMS-RU 81246-80-2
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-DMT-2'-TBDMS-Uridine 81246-80-2
Price: US $0.00-0.00/kg
Min. Order: 1kg
Purity: 98%
Supply Ability: 1Ton
Release date: 2022-09-23

SHANGHAI NOVRIBO BIOTECH

Product: 5’-O-DMT-2’-O-TBDMS-Uridine 81246-80-2
Price: US $100.00/kg
Min. Order: 0.009999999776482582kg
Purity: 99%
Supply Ability: 5tons
Release date: 2023-03-21

81246-80-2, 5'-O-DMT-2'-TBDMS-UridineRelated Search:

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2'-O-tertButyldimethylsilyl-5'-O-DMT-uridine

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5'-O-DMT-2'-O-TBDMS-rU

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5'-O-DMTr-2'-O-TBDMS-rU

5'-O-DMT-2'-TBDMS-Uridine

TBS-rU

5'-O-DMT-2'-O-TBDMS-uridine

2'-O-TBDMS-5'-O-DMT-U

5 ' - 0 - DMT- 2 ' -TBDMS- uridine

5'-O-DMT-2'-TBDMS-Uridine

81246-80-2

pyrimidine

Heterocycle-Pyrimidine series