N6-benzoyl-3'-O-t-butyldiMethylsilyl-5'-O-(4,4'-diMethoxytrityl)-adenosine
- Product Name
- N6-benzoyl-3'-O-t-butyldiMethylsilyl-5'-O-(4,4'-diMethoxytrityl)-adenosine
- CAS No.
- 81256-88-4
- Chemical Name
- N6-benzoyl-3'-O-t-butyldiMethylsilyl-5'-O-(4,4'-diMethoxytrityl)-adenosine
- Synonyms
- 5'-DMT-4'-TBDMS-Bz-rA;5'-DMT-3'-TBDMS-Bz-rA;5'-O-DMT-3'-O-TBDMS-Bz-rA;N6-benzoyl-5'-O-DMT-3'-O-TBDM;N6-benzoyl-5'-O-DMT-3'-O-TBDMS-adenosine;5'-O-DMT-3'-O-TBDMS-N6-Benzoyl-Adenosine;N6-benzoyl-3'-O-t-butyldiMethylsilyl-5'-O-(4,4'-diMethoxytrityl)-adenosine;5'-O-(4,4'-dimethoxytrityl)-3'-O-(t-butyl-dimethylsilyl)-N6-benzoyl-Adenosine;N-Benzoyl-5'-O-[bis(4-methoxyphenyl)phenylmethyl]-3'-O-[(1,1-dimethylethyl)dimethylsilyl]adenosine;Adenosine, N-benzoyl-5'-O-[bis(4-methoxyphenyl)phenylmethyl]-3'-O-[(1,1-dimethyl ethyl)dimethylsilyl]-
- CBNumber
- CB52630871
- Molecular Formula
- C44H49N5O7Si
- Formula Weight
- 787.97
- MOL File
- 81256-88-4.mol
N6-benzoyl-3'-O-t-butyldiMethylsilyl-5'-O-(4,4'-diMethoxytrityl)-adenosine Property
- storage temp.
- 2-8°C
- solubility
- DMSO : 100 mg/mL (126.91 mM)
- form
- Solid
- color
- White to off-white
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H332Harmful if inhaled
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- P000083614
- Product name
- 5'-DMT-3'-TBDMS-Bz-rA
- Purity
- 95+%
- Packaging
- 100mg
- Price
- $29
- Updated
- 2021/12/16
- Product number
- NB15524
- Product name
- N6-Benzoyl-3'-O-tert-butyldimethylsilyl-5'-O-DMT-adenosine
- Packaging
- 50mg
- Price
- $50
- Updated
- 2021/12/16
- Product number
- P000083614
- Product name
- 5'-DMT-3'-TBDMS-Bz-rA
- Purity
- 95+%
- Packaging
- 250mg
- Price
- $58
- Updated
- 2021/12/16
- Product number
- P000083614
- Product name
- 5'-DMT-3'-TBDMS-Bz-rA
- Purity
- 95+%
- Packaging
- 1g
- Price
- $146
- Updated
- 2021/12/16
- Product number
- NB15524
- Product name
- N6-Benzoyl-3'-O-tert-butyldimethylsilyl-5'-O-DMT-adenosine
- Packaging
- 250mg
- Price
- $170
- Updated
- 2021/12/16
N6-benzoyl-3'-O-t-butyldiMethylsilyl-5'-O-(4,4'-diMethoxytrityl)-adenosine Chemical Properties,Usage,Production
Uses
5'-DMT-3'-TBDMS-Bz-rA is a nucleoside with protective and modification effects.
Synthesis
129666-75-7
18162-48-6
81256-88-4
129681-71-6
Synthesis of N-(9-((2R,3R,4S,5R)-5-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-4-((tert-butyldimethylsilyl)oxy)-3-hydroxytetrahydrofuran-2-yl)-9H-purin-6-yl)benzamide ( CAS:129681-71-6) was prepared in the following general procedure: to a mixed solution of tetrahydrofuran (THF, 800 mL) and pyridine (15 mL) of the product of the previous step (200 g, 296.9 mmol) was added, in sequence, silver cyanide (AgNCb, 83.2 g, 489.8 mmol, 1.65 eq.) and tert-butyldimethylchlorosilane ( TBSCl, 78.7 g, 522.5 mmol, 1.76 equiv). The reaction mixture was stirred at room temperature for 16 hours. After completion of the reaction, the mixture was filtered, diluted with water (H2O, 1.0 L) and extracted with ethyl acetate (EtOAc, 3 x 1.0 L). The organic layers were combined, washed with brine (2 × 1.0 L), dried over anhydrous sodium sulfate (Na2SO4) and concentrated under reduced pressure. The residue was purified by silica gel (SiO2) column chromatography with petroleum ether/ethyl acetate (3:1 to 1:1) as eluent to give the products D-2a (114 g, 145 mmol, 49% yield) and D-2b (53 g, 68 mmol, 23% yield).
References
[1] Patent: WO2018/156625, 2018, A1. Location in patent: Paragraph 0296
[2] Canadian Journal of Chemistry, 1982, vol. 60, p. 111 - 120
N6-benzoyl-3'-O-t-butyldiMethylsilyl-5'-O-(4,4'-diMethoxytrityl)-adenosine Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from N6-benzoyl-3'-O-t-butyldiMethylsilyl-5'-O-(4,4'-diMethoxytrityl)-adenosine manufacturers
- Product
- 5'-DMT-3'-TBDMS-Bz-rA 81256-88-4
- Price
- US $0.00-0.00/G
- Min. Order
- 1G
- Purity
- 98%
- Supply Ability
- 2000
- Release date
- 2025-06-03