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CAS No.: | 43157-50-2 |
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Name: | 2-THIOADENOSINE |
Article Data: | 16 |
Molecular Structure: | |
Formula: | C10H13 N5 O4 S |
Molecular Weight: | 299.31 |
Synonyms: | 2-Mercaptoadenosine;2-Thioadenosine |
Density: | 2.18g/cm3 |
Melting Point: | >178°C (dec.) |
Boiling Point: | 544.5°C at 760 mmHg |
Flash Point: | 283.1°C |
PSA: | 174.53000 |
LogP: | -0.73620 |
carbon disulfide
5-amino-1-(β-D-ribofuranosyl)imidazole-4-carboxamidoxime
2-Mercaptoadenosine
Conditions | Yield |
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In tetrahydrofuran; methanol; dimethyl sulfoxide at 140 - 150℃; for 12h; Solvent; | 80% |
In methanol; water at 120℃; for 5h; Autoclave; | |
With diammonium sulfide In methanol; water at 120℃; for 5h; Inert atmosphere; Sealed tube; | 30.73 g |
carbon disulfide
adenosine 1-oxide
2-Mercaptoadenosine
Conditions | Yield |
---|---|
With sodium hydroxide 1.) reflux, 2.) MeOH, H2O, 120 deg C, 5 h; Multistep reaction; |
Conditions | Yield |
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Multi-step reaction with 2 steps 1: 45 percent / m-chloroperbenzoic acid / acetic acid / 48 h / Ambient temperature 2: 1.) 5N aq. NaOH / 1.) reflux, 2.) MeOH, H2O, 120 deg C, 5 h View Scheme |
adenosine 1-oxide
2-Mercaptoadenosine
Conditions | Yield |
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Multi-step reaction with 2 steps 1: sodium hydroxide; water / 0.17 h / 140 °C 2: diammonium sulfide / methanol; water / 5 h / 120 °C / Inert atmosphere; Sealed tube View Scheme | |
Stage #1: adenosine 1-oxide With sodium hydroxide Stage #2: With carbon disulfide In methanol; water at 120℃; | |
Stage #1: adenosine 1-oxide With sodium hydroxide In water for 15h; Reflux; Stage #2: With carbon disulfide In methanol; water at 120℃; for 5h; Autoclave; |
adenosine
2-Mercaptoadenosine
Conditions | Yield |
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Stage #1: adenosine With dihydrogen peroxide; acetic acid Stage #2: With sodium hydroxide In water Stage #3: With carbon disulfide In methanol; water at 120℃; for 5h; Autoclave; | |
Stage #1: adenosine With dihydrogen peroxide; acetic acid Stage #2: With sodium hydroxide In water Stage #3: With carbon disulfide In methanol; water at 120℃; for 5h; Autoclave; | |
Multi-step reaction with 3 steps 1: acetic acid; dihydrogen peroxide / 20 h / 50 °C 2: sodium hydroxide; water / 0.17 h / 140 °C 3: diammonium sulfide / methanol; water / 5 h / 120 °C / Inert atmosphere; Sealed tube View Scheme | |
Multi-step reaction with 2 steps 1.1: 3-chloro-benzenecarboperoxoic acid / methanol / 38 h 2.1: sodium hydroxide / water / 15 h / Reflux 2.2: 5 h / 120 °C / Autoclave View Scheme |
Conditions | Yield |
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Stage #1: 2-Mercaptoadenosine With sodium hydroxide In methanol at 20℃; for 1h; deprotonation; Stage #2: 1-bromo-butane In N,N-dimethyl-formamide at 20℃; for 4h; Alkylation; | 92% |
2-Mercaptoadenosine
1,1,1-trifluoro-3-iodopropane
2-[(3,3,3-trifluoropropyl)thio]adenosine
Conditions | Yield |
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Stage #1: 2-Mercaptoadenosine With sodium dithionite In N,N-dimethyl-formamide for 0.5h; Inert atmosphere; Stage #2: With sodium hydroxide In water; N,N-dimethyl-formamide for 0.166667h; Cooling with ice; Stage #3: 1,1,1-trifluoro-3-iodopropane In water; N,N-dimethyl-formamide at 20℃; Cooling with ice; | 92% |
In ethyl acetate at 20℃; | 84% |
With sodium hydroxide In water |
Conditions | Yield |
---|---|
Stage #1: 2-Mercaptoadenosine With sodium dithionite In N,N-dimethyl-formamide for 0.5h; Inert atmosphere; Stage #2: With sodium hydroxide In water; N,N-dimethyl-formamide for 0.166667h; Cooling with ice; Stage #3: methyl iodide In water; N,N-dimethyl-formamide at 20℃; Cooling with ice; | 89% |
With sodium hydroxide In methanol at 0℃; for 3h; | |
With sodium hydride In N,N-dimethyl-formamide at 20℃; | |
With sodium hydroxide In methanol; water at 0℃; for 3h; | 2.1 g |
Conditions | Yield |
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Stage #1: 2-Mercaptoadenosine In methanol; sodium hydroxide at 20℃; for 1h; Stage #2: 1 ,6-dibromohexane In N,N-dimethyl-formamide at 20℃; for 4h; | 86% |
Conditions | Yield |
---|---|
Stage #1: 2-Mercaptoadenosine With sodium dithionite In N,N-dimethyl-formamide for 0.5h; Inert atmosphere; Stage #2: With sodium hydroxide In water; N,N-dimethyl-formamide for 0.166667h; Cooling with ice; Stage #3: ethyl iodide In water; N,N-dimethyl-formamide at 20℃; Cooling with ice; | 81% |