N2-(2-METHYLPROPANOYL)-GUANOSINE
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N2-(2-METHYLPROPANOYL)-GUANOSINE
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CAS No:
64350-24-9
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Formula:
C14H19N5O6
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Chemical Name:
N2-(2-METHYLPROPANOYL)-GUANOSINE
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Synonyms:
N2-(2-METHYLPROPANOYL)-GUANOSINE;N2-(ISOBUTYRYL)-GUANOSINE;N2-ISOBUTYRYL-D-GUANOSINE;N-Isobutyryl guanosine;N2-ISOBUTYRYLGUANOSINE MONOHYDRATE;N2-iBu-rG;ibu-rG;N-(2-Methylpropanoyl)guanosine
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Safety Information
|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
N2-(2-METHYLPROPANOYL)-GUANOSINE Use and Manufacturing
To a solution of Guanosine (1 g , 3.53 mmol) and pyridine (25 mL) was added Trimethylchlorosilane (TMSCl) (3.35 mL, 26.47 mmoli).The reaction was stirred at r.t. for 2 h, and then isobutyryl chloride was added at 0° C. The solution was stirred at r.t. for 3 h and then 10 mL of water was added at 0° C. After 5 min NHPreparation of A9 where YCHGuanosine (7 g, 25 mmol) was dried three times by evaporation of pyridine and suspended in pyridine (140 ml). Trimethylsilyl chloride (17.5 ml, 125 mmol) was added thereto. After the solution was stirred for 2 hours, isobutyric anhydride 21 ml (125 mmol) was added, and the mixture was stirred for 4 hours at room temperature. After the reaction was completed, the reaction mixture was added with water (35 ml) under ice-cooling, and stirred for further 15 minutes. Then, the reaction mixture was added with 29percent aqueous ammonia (35 ml) and stirred for 10 minutes. After the solvent was removed off in vacuo, the residue was extracted with dichloromethane 200 ml, and purified by the silica gel column chromatography (developing solvent: methanol/dichloromethane = 2/8) to obtain Compound 1 (3.6g, yield: 39percent).NMR spectral data of thus obtained compound are shown below.1H NMR (500 MHz, DMSO-d6) δ: 8.24 (s, 1H, H-8), 5.80 (m, 1H, 1'), 4.42 (m, 1H, 2'), 3.88 (m, 4'), 4.08 (m, 1H, 3'), 3.33 (m, 2H, 5'), 2.77 (m, 1H, isobutyryl CH), 1.12 (d, 6H, J=7Hz, 2CH3) ppm.
Computed Properties
Molecular Weight:353.33
XLogP3:-0.7
Hydrogen Bond Donor Count:5
Hydrogen Bond Acceptor Count:8
Rotatable Bond Count:4
Exact Mass:353.13353334
Monoisotopic Mass:353.13353334
Topological Polar Surface Area:158
Heavy Atom Count:25
Complexity:584
Defined Atom Stereocenter Count:4
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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N2-(2-METHYLPROPANOYL)-GUANOSINE
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