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CAS No.: | 2457-80-9 | ||||||||
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Name: | 5'-DEOXY-5'-METHYLTHIOADENOSINE | ||||||||
Article Data: | 34 | ||||||||
Molecular Structure: | |||||||||
Formula: | C11H15 N5 O3 S | ||||||||
Molecular Weight: | 297.338 | ||||||||
Synonyms: | 5'-(Methylthio)-5'-deoxyadenosine;5'-(Methylthio)adenosine; 5'-Deoxy(methylthio)adenosine;5'-Deoxy-5'-(methylthio)adenosine; 5'-S-Methyl-5'-thioadenosine;5'-S-Methylthioadenosine; NSC 335422; Vitamin L2; b-D-Ribofuranose,1-(6-amino-9H-purin-9-yl)-1-deoxy-5-S-methyl-5-thio- | ||||||||
Density: | 1.85g/cm3 | ||||||||
Melting Point: |
210-213 °C (dec.) |
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Boiling Point: | 642.7°Cat760mmHg | ||||||||
Flash Point: | 342.5°C | ||||||||
Safety: |
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PSA: | 144.61000 | ||||||||
LogP: | -0.02810 |
Conditions | Yield |
---|---|
With sodium hydride In N,N-dimethyl-formamide -30 deg C to r.t., overnight; | 86% |
With sodium hydroxide In methanol; water at 75℃; for 24h; | 75% |
With sodium hydride In N,N-dimethyl-formamide | |
With potassium tert-butylate In tetrahydrofuran; N,N-dimethyl-formamide at 40℃; for 12h; |
5'-deoxy-5'-chloroadenosine
sodium thiomethoxide
5'-Deoxy-5'-methylthioadenosine
Conditions | Yield |
---|---|
In water at 75℃; for 24h; | 65% |
In N,N-dimethyl-formamide at 20℃; | 50% |
Conditions | Yield |
---|---|
With tributylphosphine In N,N-dimethyl-formamide for 240h; | 38% |
9-((3aR,4R,6S,6aS)-2,2-dimethyl-6-((methylthio)methyl)tetrahydrofuro[3,4-d][1,3]dioxol-4-yl)-9H-purin-6-amine
5'-Deoxy-5'-methylthioadenosine
Conditions | Yield |
---|---|
With sulfuric acid | |
With sulfuric acid; acetone | |
With sulfuric acid; acetic acid |
2',3'-Di-O-acetyl-5'-deoxy-5'-(methylthio)adenosine sulfoxide
A
5'-Deoxy-5'-methylthioadenosine
B
5'-Deoxy-5'-<(monofluoromethyl)thio>adenosine
Conditions | Yield |
---|---|
With dimethylaminosulphur trifluoride; ammonia 1) CHCl3, 55 deg C, 2.5-3 h, 2) MeOH, r.t., 2.5 h; Yield given. Multistep reaction. Yields of byproduct given; |
[(2S,3S,4R,5R)-5-(6-Amino-purin-9-yl)-3,4-dihydroxy-tetrahydro-furan-2-ylmethyl]-[3-(2-hydroxy-phenyl)-3-methyl-butyl]-methyl-sulfonium
A
4,4-dimethylchromane
B
5'-Deoxy-5'-methylthioadenosine
Conditions | Yield |
---|---|
With acetate buffer In water at 40℃; pH 4 to 10; | |
With acetate buffer In water at 40℃; Mechanism; other oxyanion buffers; amine buffers; |
[(2S,3S,4R,5R)-5-(6-Amino-purin-9-yl)-3,4-dihydroxy-tetrahydro-furan-2-ylmethyl]-[3-(2-hydroxy-phenyl)-3-methyl-butyl]-methyl-sulfonium
A
5'-Deoxy-5'-methylthioadenosine
Conditions | Yield |
---|---|
With amine buffer In water at 40℃; pH > 10; |
5'-Deoxy-5'-methylthioadenosine
Conditions | Yield |
---|---|
With extractene from cultures of yeast | |
With aerobacter aerogenes |
A
5'-Deoxy-5'-methylthioadenosine
Conditions | Yield |
---|---|
With water pH 4-6; |
5'-chloro-5'-deoxy-2',3'-O-sulfinyladenosine
5'-Deoxy-5'-methylthioadenosine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 98 percent / water; methanol / 20 °C 2: 50 percent / dimethylformamide / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1: conc. aq. NH4OH / methanol / 1 h / Ambient temperature 2: 75 percent / NaOH / H2O; methanol / 24 h / 75 °C View Scheme |