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2457-80-9

Basic Information
CAS No.: 2457-80-9
Name: 5'-DEOXY-5'-METHYLTHIOADENOSINE
Article Data: 34
Molecular Structure:
Molecular Structure of 2457-80-9 (5'-DEOXY-5'-METHYLTHIOADENOSINE)
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.)
Boiling Point: 642.7°Cat760mmHg
Flash Point: 342.5°C
Safety:
Safety Statements 22-24/25
WGK Germany 3
RTECS AU7410000
10-21
PSA: 144.61000
LogP: -0.02810
Synthetic route
74-93-1

methylthiol

892-48-8

5'-deoxy-5'-chloroadenosine

2457-80-9

5'-Deoxy-5'-methylthioadenosine

Conditions
ConditionsYield
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;
892-48-8

5'-deoxy-5'-chloroadenosine

5188-07-8

sodium thiomethoxide

2457-80-9

5'-Deoxy-5'-methylthioadenosine

Conditions
ConditionsYield
In water at 75℃; for 24h;65%
In N,N-dimethyl-formamide at 20℃;50%
624-92-0

Dimethyldisulphide

58-61-7

adenosine

2457-80-9

5'-Deoxy-5'-methylthioadenosine

Conditions
ConditionsYield
With tributylphosphine In N,N-dimethyl-formamide for 240h;38%
69660-30-6

9-((3aR,4R,6S,6aS)-2,2-dimethyl-6-((methylthio)methyl)tetrahydrofuro[3,4-d][1,3]dioxol-4-yl)-9H-purin-6-amine

2457-80-9

5'-Deoxy-5'-methylthioadenosine

Conditions
ConditionsYield
With sulfuric acid
With sulfuric acid; acetone
With sulfuric acid; acetic acid
119771-16-3

2',3'-Di-O-acetyl-5'-deoxy-5'-(methylthio)adenosine sulfoxide

A

2457-80-9

5'-Deoxy-5'-methylthioadenosine

B

118560-47-7

5'-Deoxy-5'-<(monofluoromethyl)thio>adenosine

C

5'-Deoxy-5'-fluoro-5'-(methylthio)adenosine

Conditions
ConditionsYield
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;
83332-24-5

[(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

40614-27-5

4,4-dimethylchromane

B

2457-80-9

5'-Deoxy-5'-methylthioadenosine

Conditions
ConditionsYield
With acetate buffer In water at 40℃; pH 4 to 10;
With acetate buffer In water at 40℃; Mechanism; other oxyanion buffers; amine buffers;
83332-24-5

[(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

2457-80-9

5'-Deoxy-5'-methylthioadenosine

Conditions
ConditionsYield
With amine buffer In water at 40℃; pH > 10;
S-adenosyl-L-methionine

S-adenosyl-L-methionine

2457-80-9

5'-Deoxy-5'-methylthioadenosine

Conditions
ConditionsYield
With extractene from cultures of yeast
With aerobacter aerogenes
S-adenosyl-L-methionine

S-adenosyl-L-methionine

A

2457-80-9

5'-Deoxy-5'-methylthioadenosine

B

L-homoserine ; L-homoserine-lactone

L-homoserine ; L-homoserine-lactone

Conditions
ConditionsYield
With water pH 4-6;
662131-88-6

5'-chloro-5'-deoxy-2',3'-O-sulfinyladenosine

2457-80-9

5'-Deoxy-5'-methylthioadenosine

Conditions
ConditionsYield
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
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  • 5'-DEOXY-5'-METHYLTHIOADENOSINE

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    5'-DEOXY-5'-METHYLTHIOADENOSINE

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