ChemicalBook > CAS DataBase List > 5'-O-DMT-2'-TBDMS-Uridine

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

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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:

N-Acetyl-5′-O-[bis(4-methoxyphenyl)phenylmethyl]cytidine 5'-O-(4,4'-DIMETHOXYTRITYL)-2'-FLUORO-D-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'-DMTr-2'-TBDMS-uridine
  • 2'-O-tertButyldimethylsilyl-5'-O-DMT-uridine
  • 5'-DMT-2'-TBDMS-rU
  • 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
  • 5'-O-(4,4'-DiMethoxytrityl)-2'-O-t-butyldiMethylsilyl uridine
  • 2'-O-tert-ButyldiMethylsilyl-5'-O-(4,4'-diMethoxytrityl)uridine
  • 1-((2R,3R,4R,5R)-5-((Bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-3-((tert-butyld methylsilyl)oxy)
  • 1-((2R,3R,4R,5R)-5-((Bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-3-((tert-butyldimethylsilyl)o
  • 5'-O-DMT-2'-O-TBDMS uridine
  • DMT-2'-O-TBDMS-Ur
  • Uridine, 5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-O-[(1,1-dimethylethyl)dimethylsilyl]-
  • 5'-O-DMT-2'-O-TBDMS-rU
  • 1-((2R,3R,4R,5R)-5-((Bis(4-methoxyphenyl)(phenyl)methoxy)met...
  • 2'-O-TBDMS-5'-O-DMT-uridine
  • 1-((2S,3S,4S,5S)-5-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-3-((tert-butyldimethylsilyl)oxy)-4-hydroxytetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione
  • 5'-O-dimethoxytrityl-2'-O-tert-butyldimethylsilyl uridine
  • 1-[(2R,3R,4R,5R)-5-[[Bis(4-methoxyphenyl)(phenyl)methoxy]methyl]-3-[(tert-butyldimethylsilyl)oxy]-4-hydroxy-2-tetrahydrofuryl]pyrimidine-2,4(1H,3H)-dione
  • 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