N6-Benzoyl-2'-Fluoro-2'-deoxyadenosine
- Product Name
- N6-Benzoyl-2'-Fluoro-2'-deoxyadenosine
- CAS No.
- 136834-20-3
- Chemical Name
- N6-Benzoyl-2'-Fluoro-2'-deoxyadenosine
- Synonyms
- 2'-F-Bz-A;2'-F-Bz-A;Bz-2'-F-dA;2'-F-Bz-dA;2'-F-Bz-dA;2'-F-dA(Bz);N6-Bz-2'-F-dA;N6-Bz-2'-F-2'-dA;N6-Benzoyl-2'-fluorodeoxyadenosine;N-Benzoyl-2'-deoxy-2'-fluoroadenosine
- CBNumber
- CB12470675
- Molecular Formula
- C17H16FN5O4
- Formula Weight
- 373.34
- MOL File
- 136834-20-3.mol
N6-Benzoyl-2'-Fluoro-2'-deoxyadenosine Property
- Density
- 1.67±0.1 g/cm3(Predicted)
- storage temp.
- 2-8°C
- pka
- 7.87±0.43(Predicted)
- form
- Solid
- color
- White to off-white
- InChIKey
- HLJZTLWDAQVZBU-YAMOITTJSA-N
- SMILES
- OC[C@H]1O[C@@H](N2C3C(=C(N=CN=3)NC(=O)C3=CC=CC=C3)N=C2)[C@H](F)[C@@H]1O
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.
N-Bromosuccinimide Price
- Product number
- B997450
- Product name
- Bz-2''-F-dA
- Packaging
- 100mg
- Price
- $65
- Updated
- 2021/12/16
- Product number
- B997450
- Product name
- Bz-2''-F-dA
- Packaging
- 500mg
- Price
- $240
- Updated
- 2021/12/16
- Product number
- NB46150
- Product name
- N6-Benzoyl-2'-deoxy-2'-fluoroadenosine
- Packaging
- 1g
- Price
- $250
- Updated
- 2021/12/16
- Product number
- NB46150
- Product name
- N6-Benzoyl-2'-deoxy-2'-fluoroadenosine
- Packaging
- 2g
- Price
- $420
- Updated
- 2021/12/16
- Product number
- P000083618
- Product name
- Bz-2'-F-dA
- Purity
- 97%
- Packaging
- 1g
- Price
- $478
- Updated
- 2021/12/16
N6-Benzoyl-2'-Fluoro-2'-deoxyadenosine Chemical Properties,Usage,Production
Uses
2'-F-Bz-A (N6-Benzoyl-2'-Fluoro-2'-deoxyadenosine) is a nucleoside analog that can be used to synthesize oligoribonucleotides[1].
Synthesis
146954-64-5
136834-20-3
The general procedure for the synthesis of N-(9-((2R,3R,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-9H-purin-6-yl)benzamides from the compound (CAS:146954-64-5) is as follows: araadenosine (10) first undergoes a methanosilicate-protected hydroxyl group, followed by a reaction at position N6 Benzoylation reaction was carried out. Next, the methylsilyl protecting group is removed using ammonium hydroxide, and then THP protecting groups are introduced by the reaction to protect the 3'- and 5'-hydroxyl groups. Treatment with dihydropyran (DHP) in the presence of a catalytic amount of p-toluenesulfonic acid (pTsOH) yielded protected araadenosine (11). Subsequently, the remaining 2'-hydroxyl group was reacted with trifluoromethanesulfonic anhydride to convert to trifluoromethanesulfonate, and the intermediate was directly reacted with tetrabutylammonium fluoride (TBAF) without purification for fluoride substitution to give compound 12. removal of the THP protecting group by acid-catalyzed methanolysis gave the protected fluoroadenosine intermediate.13 Next, selective methylsulfonylation was carried out on the 5'-hydroxyl group reaction, followed by reaction with BOC-protected diamine, yielded compound 14.Finally, the benzoyl protection on N6 was removed by aminolysis, followed by acid-catalyzed carbamate cleavage to give the target compound No.1.
References
[1] Philip Dan Cook, et al. Compositions and methods for detecting and modulating rna activity and gene expression. WO1991010671A1.
N6-Benzoyl-2'-Fluoro-2'-deoxyadenosine Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from N6-Benzoyl-2'-Fluoro-2'-deoxyadenosine manufacturers
- Product
- N6-Benzoyl-2'-Fluoro-2'-deoxyadenosine 136834-20-3
- Price
- US $0.00-0.00/G
- Min. Order
- 1G
- Purity
- 97%
- Supply Ability
- 2000
- Release date
- 2025-05-30
- Product
- N6-bz-2'-F-dA 136834-20-3
- Price
- US $0.00/g
- Min. Order
- 100g
- Purity
- ≥98%(HPLC)
- Supply Ability
- 20t
- Release date
- 2023-03-23
- Product
- N6-Benzoyl-2'-Fluoro-2'-deoxyadenosine 136834-20-3
- Price
- US $3.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 100KG
- Release date
- 2020-02-05