(2R,3R)-1-Phenylsulfanyl-octane-2,3-diol

Base Information

• Chemical Name: (2R,3R)-1-Phenylsulfanyl-octane-2,3-diol
• CAS No.: 191277-97-1
• Molecular Formula: C₁₄H₂₂O₂S
• Molecular Weight: 254.393
• Mol file: 191277-97-1.mol

Synonyms:(2R,3R)-1-Phenylsulfanyl-octane-2,3-diol

Chemical Property of (2R,3R)-1-Phenylsulfanyl-octane-2,3-diol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3R)-1-Phenylsulfanyl-octane-2,3-diol

There total 5 articles about (2R,3R)-1-Phenylsulfanyl-octane-2,3-diol 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:

(E)-oct-2-en-1-ol (18409-17-1) → (2R,3R)-1-Phenylsulfanyl-octane-2,3-diol (191277-97-1)

Guidance literature:

Multi-step reaction with 5 steps

1: diethyl-pyridin-4-yl-amine; triethylamine / dichloromethane / 24 h / Ambient temperature

2: sodium disulfite; methanesulfonamide; AD-mix-β / 1.) t-BuOH, -5 deg C, 20 h, 2.) t-BuOH, RT, 30 min

3: thionyl chloride; triethylamine / dichloromethane / 0.17 h

4: ruthenium trichloride; sodium periodate / tetrachloromethane; water; acetonitrile / 1 h / 0 °C

5: sulfuric acid; tetrabutyl ammonium fluoride

With ruthenium trichloride; sodium periodate; sodium disulfite; diethyl-pyridin-4-yl-amine; thionyl chloride; methanesulfonamide; sulfuric acid; AD-mix-β; tetrabutyl ammonium fluoride; triethylamine; In tetrachloromethane; dichloromethane; water; acetonitrile;

DOI:10.1016/S0957-4166(97)00125-0

Reference yield:

tert-Butyl-dimethyl-[((E)-oct-2-enyl)oxy]-silane (191277-94-8) → (2R,3R)-1-Phenylsulfanyl-octane-2,3-diol (191277-97-1)

Guidance literature:

Multi-step reaction with 4 steps

1: sodium disulfite; AD-mix-α; methanesulfonamide / 1.) t-BuOH, -5 deg C, 20 h, 2.) t-BuOH, RT, 30 min

2: thionyl chloride; triethylamine / dichloromethane / 0.17 h

3: ruthenium trichloride; sodium periodate / tetrachloromethane; water; acetonitrile / 1 h / 0 °C

4: sulfuric acid; tetrabutyl ammonium fluoride

With ruthenium trichloride; sodium periodate; sodium disulfite; AD-mix-α; thionyl chloride; methanesulfonamide; sulfuric acid; tetrabutyl ammonium fluoride; triethylamine; In tetrachloromethane; dichloromethane; water; acetonitrile;

DOI:10.1016/S0957-4166(97)00125-0

Reference yield:

(2R,3R)-1-(tert-Butyl-dimethyl-silanyloxy)-octane-2,3-diol (191277-95-9) → (2R,3R)-1-Phenylsulfanyl-octane-2,3-diol (191277-97-1)

Guidance literature:

Multi-step reaction with 3 steps

1: thionyl chloride; triethylamine / dichloromethane / 0.17 h

2: ruthenium trichloride; sodium periodate / tetrachloromethane; water; acetonitrile / 1 h / 0 °C

3: sulfuric acid; tetrabutyl ammonium fluoride

With ruthenium trichloride; sodium periodate; thionyl chloride; sulfuric acid; tetrabutyl ammonium fluoride; triethylamine; In tetrachloromethane; dichloromethane; water; acetonitrile;

DOI:10.1016/S0957-4166(97)00125-0

upstream raw materials:

sodium thiophenolate

tert-Butyl-((4R,5R)-2,2-dioxo-5-pentyl-2λ⁶-[1,3,2]dioxathiolan-4-ylmethoxy)-dimethyl-silane

(E)-oct-2-en-1-ol

tert-Butyl-dimethyl-[((E)-oct-2-enyl)oxy]-silane

Downstream raw materials:

(4R,5R)-2,2-Dimethyl-4-pentyl-5-phenylsulfanylmethyl-[1,3]dioxolane

Acetic acid ((4R,5R)-2,2-dimethyl-5-pentyl-[1,3]dioxolan-4-yl)-phenylsulfanyl-methyl ester