(2R,3S,4R,5S,6R)-5-Methoxy-6-methyl-2-phenylsulfanyl-tetrahydro-pyran-3,4-diol

Base Information

Chemical Name:(2R,3S,4R,5S,6R)-5-Methoxy-6-methyl-2-phenylsulfanyl-tetrahydro-pyran-3,4-diol
CAS No.:896435-87-3
Molecular Formula:C₁₃H₁₈O₄S
Molecular Weight:270.35
Hs Code.:

Synonyms:(2R,3S,4R,5S,6R)-5-Methoxy-6-methyl-2-phenylsulfanyl-tetrahydro-pyran-3,4-diol

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Chemical Property of (2R,3S,4R,5S,6R)-5-Methoxy-6-methyl-2-phenylsulfanyl-tetrahydro-pyran-3,4-diol

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Technology Process of (2R,3S,4R,5S,6R)-5-Methoxy-6-methyl-2-phenylsulfanyl-tetrahydro-pyran-3,4-diol

There total 4 articles about (2R,3S,4R,5S,6R)-5-Methoxy-6-methyl-2-phenylsulfanyl-tetrahydro-pyran-3,4-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: 91.0%

: 896435-80-6
(3aS,4R,6R,7R,7aS)-7-Methoxy-2,2,6-trimethyl-4-phenylsulfanyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran

: 896435-87-3
(2R,3S,4R,5S,6R)-5-Methoxy-6-methyl-2-phenylsulfanyl-tetrahydro-pyran-3,4-diol

Guidance literature:: With toluene-4-sulfonic acid; ethylene glycol; In methanol; at 50 ℃; for 12h;
DOI:10.1021/ja060408h

Reference yield:

: 151669-25-9
Phenyl 2,3-O-isopropylidene-6-O-(p-toluenesulfonyl)-1-thio-α-D-mannopyranoside

: 896435-87-3
(2R,3S,4R,5S,6R)-5-Methoxy-6-methyl-2-phenylsulfanyl-tetrahydro-pyran-3,4-diol

Guidance literature:: Multi-step reaction with 3 steps

1: nBu₄NF / tetrahydrofuran / 1 h / 20 °C

2: 7.72 mg / NaH / dimethylformamide / 1 h / 20 °C

3: 91 percent / TsOH*H₂O; ethylene glycol / methanol / 12 h / 50 °C

With tetrabutyl ammonium fluoride; sodium hydride; toluene-4-sulfonic acid; ethylene glycol; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1021/ja060408h

Reference yield:

: 439914-99-5
Phenyl 2,3-O-isopropylidene-1-thio-α-D-rhamnopyranoside

: 896435-87-3
(2R,3S,4R,5S,6R)-5-Methoxy-6-methyl-2-phenylsulfanyl-tetrahydro-pyran-3,4-diol

Guidance literature:: Multi-step reaction with 2 steps

1: 7.72 mg / NaH / dimethylformamide / 1 h / 20 °C

2: 91 percent / TsOH*H₂O; ethylene glycol / methanol / 12 h / 50 °C

With sodium hydride; toluene-4-sulfonic acid; ethylene glycol; In methanol; N,N-dimethyl-formamide;
DOI:10.1021/ja060408h