(2R,3S,4R,5R,6R)-4-Allyloxy-5-methoxy-6-methyl-2-phenylsulfanyl-tetrahydro-pyran-3-ol

Base Information

Chemical Name:(2R,3S,4R,5R,6R)-4-Allyloxy-5-methoxy-6-methyl-2-phenylsulfanyl-tetrahydro-pyran-3-ol
CAS No.:896435-93-1
Molecular Formula:C₁₆H₂₂O₄S
Molecular Weight:310.414
Hs Code.:

Synonyms:(2R,3S,4R,5R,6R)-4-Allyloxy-5-methoxy-6-methyl-2-phenylsulfanyl-tetrahydro-pyran-3-ol

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Chemical Property of (2R,3S,4R,5R,6R)-4-Allyloxy-5-methoxy-6-methyl-2-phenylsulfanyl-tetrahydro-pyran-3-ol

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Technology Process of (2R,3S,4R,5R,6R)-4-Allyloxy-5-methoxy-6-methyl-2-phenylsulfanyl-tetrahydro-pyran-3-ol

There total 5 articles about (2R,3S,4R,5R,6R)-4-Allyloxy-5-methoxy-6-methyl-2-phenylsulfanyl-tetrahydro-pyran-3-ol 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: 95.0%

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

: 106-95-6
allyl bromide

: 896435-93-1
(2R,3S,4R,5R,6R)-4-Allyloxy-5-methoxy-6-methyl-2-phenylsulfanyl-tetrahydro-pyran-3-ol

Guidance literature:: (2R,3S,4R,5S,6R)-5-Methoxy-6-methyl-2-phenylsulfanyl-tetrahydro-pyran-3,4-diol; With di(n-butyl)tin oxide; In toluene; for 3h; Heating;

allyl bromide; With tetrabutyl ammonium fluoride; In toluene; for 3h; Heating;
DOI:10.1021/ja060408h

Reference yield:

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

: 896435-93-1
(2R,3S,4R,5R,6R)-4-Allyloxy-5-methoxy-6-methyl-2-phenylsulfanyl-tetrahydro-pyran-3-ol

Guidance literature:: Multi-step reaction with 2 steps

1.1: 91 percent / TsOH*H₂O; ethylene glycol / methanol / 12 h / 50 °C

2.1: n-Bu₂SnO / toluene / 3 h / Heating

2.2: 95 percent / nBu₄NF / toluene / 3 h / Heating

With di(n-butyl)tin oxide; toluene-4-sulfonic acid; ethylene glycol; In methanol; toluene;
DOI:10.1021/ja060408h

Reference yield:

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

: 896435-93-1
(2R,3S,4R,5R,6R)-4-Allyloxy-5-methoxy-6-methyl-2-phenylsulfanyl-tetrahydro-pyran-3-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: 7.72 mg / NaH / dimethylformamide / 1 h / 20 °C

2.1: 91 percent / TsOH*H₂O; ethylene glycol / methanol / 12 h / 50 °C

3.1: n-Bu₂SnO / toluene / 3 h / Heating

3.2: 95 percent / nBu₄NF / toluene / 3 h / Heating

With sodium hydride; di(n-butyl)tin oxide; toluene-4-sulfonic acid; ethylene glycol; In methanol; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ja060408h