{(2S,5R)-5-[6-(methylsulfanyl)-9H-purin-9-yl]tetrahydrofuran-2-yl}methanol

Base Information

Chemical Name:{(2S,5R)-5-[6-(methylsulfanyl)-9H-purin-9-yl]tetrahydrofuran-2-yl}methanol
CAS No.:107550-76-5
Molecular Formula:C₁₁H₁₄N₄O₂S
Molecular Weight:266.324
Hs Code.:

Synonyms:2-Furanmethanol,tetrahydro-5-[6-(methylthio)-9H-purin-9-yl]-, (2S-cis)-

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of {(2S,5R)-5-[6-(methylsulfanyl)-9H-purin-9-yl]tetrahydrofuran-2-yl}methanol

Chemical Property:

Vapor Pressure:1.85E-11mmHg at 25°C
Boiling Point:515.7°Cat760mmHg
Flash Point:265.7°C
Density:1.59g/cm³

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of {(2S,5R)-5-[6-(methylsulfanyl)-9H-purin-9-yl]tetrahydrofuran-2-yl}methanol

There total 6 articles about {(2S,5R)-5-[6-(methylsulfanyl)-9H-purin-9-yl]tetrahydrofuran-2-yl}methanol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 59.0%

: 126502-10-1
9-(2,3-dideoxy-β-D-ribofuranosyl)-6-mercaptopurine

: 74-88-4
methyl iodide

: 107550-76-5
9-(2,3-dideoxy-β-D-ribofuranosyl)-6-(methylthio)purine

Guidance literature:: With sodium methylate; In methanol; for 0.5h; Ambient temperature;
DOI:10.1021/jm00168a006

Reference yield:

: 32865-86-4
6-chloro-9-trimethylsilylpurine

: 107550-76-5
9-(2,3-dideoxy-β-D-ribofuranosyl)-6-(methylthio)purine

Guidance literature:: Multi-step reaction with 4 steps

1: trimethylsilyl triflate / 1,2-dichloro-ethane / 0.5 h

2: 89 percent / H₂S, NaSH / methanol / 1 h / Heating

3: 65 percent / tetra-n-butylammonium fluoride (TBAF) / tetrahydrofuran / 24 h / Ambient temperature

4: 59 percent / NaOMe / methanol / 0.5 h / Ambient temperature

With sodium hydrogensulfide; trimethylsilyl trifluoromethanesulfonate; hydrogen sulfide; tetrabutyl ammonium fluoride; sodium methylate; In tetrahydrofuran; methanol; 1,2-dichloro-ethane;
DOI:10.1021/jm00168a006

Reference yield:

: 187458-07-7
5-({[tert-butyl(dimethyl)silyl]oxy}methyl)tetrahydrofuran-2-yl acetate

: 107550-76-5
9-(2,3-dideoxy-β-D-ribofuranosyl)-6-(methylthio)purine

Guidance literature:: Multi-step reaction with 4 steps

1: trimethylsilyl triflate / 1,2-dichloro-ethane / 0.5 h

2: 89 percent / H₂S, NaSH / methanol / 1 h / Heating

3: 65 percent / tetra-n-butylammonium fluoride (TBAF) / tetrahydrofuran / 24 h / Ambient temperature

4: 59 percent / NaOMe / methanol / 0.5 h / Ambient temperature

With sodium hydrogensulfide; trimethylsilyl trifluoromethanesulfonate; hydrogen sulfide; tetrabutyl ammonium fluoride; sodium methylate; In tetrahydrofuran; methanol; 1,2-dichloro-ethane;
DOI:10.1021/jm00168a006