5′-Chloro-5′-deoxyadenosine
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5′-Chloro-5′-deoxyadenosine
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CAS No:
892-48-8
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Formula:
C10H12ClN5O3
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Chemical Name:
5′-Chloro-5′-deoxyadenosine
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Synonyms:
Adenosine,5′-chloro-5′-deoxy-;5′-Chloro-5′-deoxyadenosine;5′-Deoxy-5′-chloroadenosine
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CAS No:
5′-Chloro-5′-deoxyadenosine Use and Manufacturing
Compound 308l-(3-((((2S, 3S, 4R, 5R)-5-(6-amino-9H-purin-9-yl)-3, 4-dihydroxytetrahydrofuran-2- yl)methyl)thio)propyl)-3-(4-(tert-butyI)phenyl)ureaStep 1. (2R, 3R, 4S, 5S)-2-(6-amino-9H-purin-9-yl)-5- (chloromethyl)tetrahydrofuran-3, 4-diol To a solution of (2R, 3R, 4S, 5R)-2-(6-amino-9H-purin-9-yl)-5- (hydroxymethyl)tetrahydrofuran-3, 4-diol (1 g, 3.47 mmol) in pyridine (593 mg, 0.6 ml, 7.49 mmol) in acetonitrile (10ml) cooled in an ice bath was added SOCl((3aS, 4S, 6R, 6aR)-6-(6-amino-9H-purin-9-yl)-2, 2 dimethyltetrahydro furo[3, 4- d][l, 3]dioxol-4-yl)methanethiolStep 1. Preparation of (2R, 3R, 4S, 5S)-2-(6-amino-9H-purin-9-yl)-5- (chloromethyl) tetrahydrofuran-3, 4-diolTo a solution of (2R, 3R, 4S, 5R)-2-(6-amino-9H-purin-9-yl)-5- (hydroxymethyl)tetrahydrofuran-3, 4-diol (1 g, 3.47 mmol) in pyridine (593 mg, 0.6 ml, 7.49 mmol) in acetonitrile (10ml) cooled in an ice bath was added SOClTo a cold suspension (0°С) of adenosine (3.0 g, 11.2 mmol) in acetonitrile (35 ml) and pyridine (22.4 mmol, 1.8 ml), thionyl chloride (4.1 ml, 56.1 mmol) was slowly added and the mixture was stirred 4 h under 0°С.
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