5'-O-(TERT-BUTYLDIMETHYLSILYL)-5-IODO-2'-DEOXYURIDINE

Product Name: 5'-O-(TERT-BUTYLDIMETHYLSILYL)-5-IODO-2'-DEOXYURIDINE
CAS No.: 134218-81-8
Chemical Name: 5'-O-(TERT-BUTYLDIMETHYLSILYL)-5-IODO-2'-DEOXYURIDINE
Synonyms: TBDMS-I-dU;5′-O-TBSIODO DU;5'-O-TBS-5-iodo dU;5'-O-TBDMS-5-I-2'-dU;5'-TBDMS-5-Iodo-2'-dU;5'-O-TBDMS-5-iodo-2'-deoxyuridine;2'-Deoxy-5'-O-TBDMS-5-Iodo-Uridine;5'-O-TBDMSoxy-5-iodo-2'-deoxyuridine;2'-Deoxy-5'-O-TBDMS-5-Iodo-Uridine, >98%;5’-O-t-Butyldimethylsilyl2’-deoxy-5-iodo-uridine
CBNumber: CB02449511
Molecular Formula: C15H25IN2O5Si
Formula Weight: 468.36
MOL File: 134218-81-8.mol

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5'-O-(TERT-BUTYLDIMETHYLSILYL)-5-IODO-2'-DEOXYURIDINE Property

Melting point:: 218-219 °C
Density: 1.52±0.1 g/cm3(Predicted)
storage temp.: Keep in dark place,Inert atmosphere,Room temperature
pka: 7.94±0.10(Predicted)
Appearance: White to off-white Solid

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

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

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N-Bromosuccinimide Price

Ark Pharm

Product number: P000239857
Product name: 1-((2R,4S,5R)-5-(((tert-Butyldimethylsilyl)oxy)methyl)-4-hydroxytetrahydrofuran-2-yl)-5-iodopyrimidine-2,4(1H,3H)-dione
Purity: 97%
Packaging: 100mg
Price: $45
Updated: 2021/12/16

Ark Pharm

Product number: P000239857
Product name: 1-((2R,4S,5R)-5-(((tert-Butyldimethylsilyl)oxy)methyl)-4-hydroxytetrahydrofuran-2-yl)-5-iodopyrimidine-2,4(1H,3H)-dione
Purity: 97%
Packaging: 250mg
Price: $68
Updated: 2021/12/16

Biosynth Carbosynth

Product number: NB08643
Product name: 5'-O-tert-Butyldimethylsilyl-2'-deoxy-5-iodouridine
Packaging: 500mg
Price: $75
Updated: 2021/12/16

Biosynth Carbosynth

Product number: NB08643
Product name: 5'-O-tert-Butyldimethylsilyl-2'-deoxy-5-iodouridine
Packaging: 1g
Price: $110
Updated: 2021/12/16

AK Scientific

Product number: 4996CR
Product name: 5'-O-(Tert-butyldimethylsilyl)-5-iodo-2'-deoxyuridine
Packaging: 100mg
Price: $123
Updated: 2021/12/16

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5'-O-(TERT-BUTYLDIMETHYLSILYL)-5-IODO-2'-DEOXYURIDINE Chemical Properties,Usage,Production

Synthesis

54-42-2

18162-48-6

134218-81-8

GENERAL STEPS: To an anhydrous N,N-dimethylformamide (DMF, 70 mL) solution of 5-iodo-2'-deoxyuridine (5.0 g, 14 mmol) was added imidazole (1.09 g, 16 mmol), followed by tert-butyldimethylsilyl chloride (TBDMSCl, 2.41 g, 16 mmol) at 0 °C. The reaction mixture was placed in an ice bath and stirred overnight. Upon completion of the reaction, it was quenched with saturated aqueous NaHCO3 and washed with aqueous NaCl followed by extraction with ethyl acetate (EtOAc). The organic layer was dried over anhydrous magnesium sulfate (MgSO4) and concentrated under reduced pressure to remove the solvent. The crude product was purified by silica gel column chromatography (eluent: EtOAc/petroleum ether, 3:7, v/v) to afford the target product 1-((2R,4S,5R)-5-(((tert-butyldimethylsilyl)oxy)methyl)-4-hydroxytetrahydrofuran-2-yl)-5-iodopyrimidine-2,4(1H,3H)-dione (5.9 g, 90% yield) as colorless solid. 1H NMR (d6-DMSO) δ: 0.00 (s, 3H, CH3), 0.79 (s, 9H, tBu), 1.88-1.97 (m, 1H, H-2'), 2.00-2.05 (m, 1H, H-2'), 3.59-3.71 (m, 2H, H-5'), 3.75 (br s, 1H, H-4'), 4.06 (br s, 1H, H-3'), 5.18 (d, J = 4.0 Hz, 1H, OH), 5.98 (t, J = 5.9 Hz, 1H, H-1'), 7.89 (s, 1H, H-6), 11.62 (s, 1H, NH). MS (negative electrospray): calculated value C15H25IN2O5Si [M-H]- 468.06, measured value 467.

References

[1] Patent: EP2607369, 2015, B1. Location in patent: Paragraph 0176
[2] Journal of Medicinal Chemistry, 2004, vol. 47, # 7, p. 1840 - 1846
[3] Patent: WO2017/58953, 2017, A1. Location in patent: Paragraph 0905; 0906
[4] European Journal of Medicinal Chemistry, 2015, vol. 101, p. 668 - 680
[5] European Journal of Medicinal Chemistry, 2016, vol. 120, p. 304 - 312

5'-O-(TERT-BUTYLDIMETHYLSILYL)-5-IODO-2'-DEOXYURIDINE Preparation Products And Raw materials

Raw materials

Preparation Products

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5'-O-(TERT-BUTYLDIMETHYLSILYL)-5-IODO-2'-DEOXYURIDINE Suppliers

China 44 India 1 United Kingdom 1 United States 4 Global 50

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View Lastest Price from 5'-O-(TERT-BUTYLDIMETHYLSILYL)-5-IODO-2'-DEOXYURIDINE manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD

Product: 5'-TBDMS-5-Iodo-2'-dU 134218-81-8
Price: US $0.00-0.00/KG
Min. Order: 100g
Purity: 97%min
Supply Ability: 100kgs
Release date: 2021-09-06

134218-81-8, 5'-O-(TERT-BUTYLDIMETHYLSILYL)-5-IODO-2'-DEOXYURIDINERelated Search:

Idoxuridine 5'-O-(TERT-BUTYLDIMETHYLSILYL)-5-IODO-2'-DEOXYURIDINE

5'-O-(TERT-BUTYLDIMETHYLSILYL)-5-IODO-2'-DEOXYURIDINE

5'-O-tert-Butyldimethylsilyl-2'-deoxy-5-iodouridine

5'-O-t-ButyldiMethylsilyl 2'-deoxy-5-iodo-uridine

1-[(2R,4S,5R)-5-[[tert-butyl(dimethyl)silyl]oxymethyl]-4-hydroxyoxolan-2-yl]-5-iodopyrimidine-2,4-dione

2'-Deoxy-5'-O-TBDMS-5-Iodo-Uridine

5'-O-TBDMS-5-iodo-2'-deoxyuridine

1-((2R,4S,5R)-5-(((tert-Butyldimethylsilyl)oxy)methyl)-4-hydroxytetrahydrofuran-2-yl)-5-iodopyrimidine-2,4(1H,3H)-dione

5′-O-TBSIODO DU

5'-O-TBS-5-iodo dU

2'-Deoxy-5'-O-[(1,1-dimethylethyl)dimethylsilyl]-5-iodouridine

5'-TBDMS-5-Iodo-2'-dU

2'-Deoxy-5'-O-TBDMS-5-Iodo-Uridine, >98%

Uridine, 2'-deoxy-5'-O-[(1,1-dimethylethyl)dimethylsilyl]-5-iodo-

5'-O-TBDMSoxy-5-iodo-2'-deoxyuridine

5’-O-t-Butyldimethylsilyl2’-deoxy-5-iodo-uridine

5'-O-TBDMS-5-I-2'-dU

TBDMS-I-dU

134218-81-8

C15H25IN2O5Si