N2-(2-METHYLPROPANOYL)-GUANOSINE
- Product Name
- N2-(2-METHYLPROPANOYL)-GUANOSINE
- CAS No.
- 64350-24-9
- Chemical Name
- N2-(2-METHYLPROPANOYL)-GUANOSINE
- Synonyms
- ibu-rG;N2-iBu-rG;rG(iBu);N2-iBu-Gr;N-Isobutyryl guanosine;N2-ISOBUTYRYL-D-GUANOSINE;N2-(ISOBUTYRYL)-GUANOSINE;N-(2-Methylpropanoyl)guanosine;N2-Isobutyrylguanosine Hydrate;N2-iso-Butyryl u00A0 guanosine
- CBNumber
- CB1281011
- Molecular Formula
- C14H19N5O6
- Formula Weight
- 353.33
- MOL File
- 64350-24-9.mol
N2-(2-METHYLPROPANOYL)-GUANOSINE Property
- Melting point:
- 148 °C
- Density
- 1.82±0.1 g/cm3(Predicted)
- storage temp.
- Sealed in dry,2-8°C
- solubility
- DMSO (Slightly), Methanol (Slightly)
- form
- Solid
- pka
- 9.16±0.20(Predicted)
- color
- White to Off-White
- InChIKey
- OXTYJSXVUGJSGM-HTVVRFAVSA-N
- SMILES
- OC[C@H]1O[C@@H](N2C3=C(C(NC(=N3)NC(=O)C(C)C)=O)N=C2)[C@H](O)[C@@H]1O
- CAS DataBase Reference
- 64350-24-9
Safety
- HS Code
- 29389090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
N-Bromosuccinimide Price
- Product number
- I0699
- Product name
- N2-Isobutyrylguanosine Monohydrate
- Packaging
- 100mg
- Price
- $79
- Updated
- 2025/07/31
- Product number
- I0699
- Product name
- N2-Isobutyrylguanosine Monohydrate
- Packaging
- 1g
- Price
- $507
- Updated
- 2025/07/31
- Product number
- I780120
- Product name
- N-Isobutyrylguanosine
- Packaging
- 100mg
- Price
- $65
- Updated
- 2021/12/16
- Product number
- P000420427
- Product name
- N-Isobutyrylguanosine
- Purity
- 95+%
- Packaging
- 1g
- Price
- $14
- Updated
- 2021/12/16
- Product number
- NI03488
- Product name
- N2-Isobutyrylguanosine
- Packaging
- 10g
- Price
- $40
- Updated
- 2021/12/16
N2-(2-METHYLPROPANOYL)-GUANOSINE Chemical Properties,Usage,Production
Description
N2-Isobutyrylguanosine is a synthetic nucleoside analog. N-Isobutyrylguanosine can be used in the syntehsis of 2'-O-(o-nitrobenzyl)-3'-thioguanosine phosphoramidite which is then used to form oligonucleotides, substrates for probing the mechanism of RNA catalysis.
Chemical Properties
White solid
Uses
N-Isobutyrylguanosine is used in the syntehsis of 2''-O-(o-nitrobenzyl)-3''-thioguanosine phosphoramidite which is then used to form oligonucleotides, substrates for probing the mechanism of RNA catalysis.
Definition
ChEBI: N-Isobutyrylguanosine is a purine nucleoside.
Synthesis
79-30-1
118-00-3
64350-24-9
GENERAL STEPS: To a solution of guanosine (1 g, 3.53 mmol) in pyridine (25 mL) was added trimethylsilyl chloride (TMSCl) (3.35 mL, 26.47 mmol). The reaction mixture was stirred at room temperature for 2 hours. Subsequently, the reaction system was cooled to 0°C and isobutyryl chloride was slowly added. After addition, the reaction solution was returned to room temperature and continued stirring. Upon completion of the reaction, water (10 mL) was slowly added at 0 °C, followed by additional water (10 mL) at 5 °C. After 5 min, ammonia (NH4OH) was added. after 15 min, water (50 mL) and dichloromethane (CH2Cl2) (20 mL) were added for extraction. The aqueous phase was separated and concentrated under reduced pressure, the resulting solid was recrystallized with hot water, filtered and the solvent was evaporated under reduced pressure to afford the target compound N-(9-(((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-6-oxo-6,9-dihydro-1H-purin-2-yl)isobutyramide (82% yield). The product was confirmed by 1H-NMR (200 MHz, DMSO-d6), ESI MS characterization.1H-NMR (200 MHz, DMSO-d6) δ: 1.10,1.13 (6H, s, (CH3)2CH), 2.75-2.76 (1H, m, CH), 3.56-3.59 (2H, m, H-5'), 3.88- 3.90 (1H, m, H-4'), 4.11-4.13 (1H, m, H-3'), 4.41-4.44 (1H, m, H-2'), 5.04 (1H, t, J=4.6 Hz, OH-5'), 5.45 (1H, d, J=3.8 Hz, OH-3'), 5.48 (1H, d, J=4.0 Hz, OH-2 '), 5.80 (1H, d, J=5.4Hz, H-1'), 8.26 (1H, s, H-8), 11.90 (1H, br s, NH-CO), 12.16 (1H, br s, NH-3).ESI MS: m/z 354.2Da [M+H]+, molecular formula C14H19N5O6, molecular weight 353.33.
References
[1] European Journal of Medicinal Chemistry, 2012, vol. 54, p. 202 - 209
[2] Bioorganic and medicinal chemistry, 2003, vol. 11, # 2, p. 235 - 249
[3] Patent: US2011/86813, 2011, A1. Location in patent: Page/Page column 30
[4] Nucleosides, Nucleotides and Nucleic Acids, 2004, vol. 23, # 1-2, p. 171 - 181
[5] Patent: EP1710249, 2006, A1. Location in patent: Page/Page column 17
N2-(2-METHYLPROPANOYL)-GUANOSINE Preparation Products And Raw materials
Raw materials
Preparation Products
N2-(2-METHYLPROPANOYL)-GUANOSINE Suppliers
- Tel
- 800-4238616
- Fax
- +1-888-520-1075 / +1-503-283-1987
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- Country
- Americas
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View Lastest Price from N2-(2-METHYLPROPANOYL)-GUANOSINE manufacturers
- Product
- N2-(2-METHYLPROPANOYL)-GUANOSINE 64350-24-9
- Price
- US $0.00-0.00/G
- Min. Order
- 1G
- Purity
- 97%
- Supply Ability
- 2000
- Release date
- 2025-05-30
- Product
- N2-(2-METHYLPROPANOYL)-GUANOSINE 64350-24-9
- Price
- US $10.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 10 mt
- Release date
- 2024-11-15
- Product
- N2-(2-METHYLPROPANOYL)-GUANOSINE 64350-24-9
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 1Ton
- Release date
- 2022-09-23