(2R,4S,6R)-tetrahydro-4-hydroxy-6-methyl-2H-pyran-2-methanol 4-methylbenzenesulfonate

Base Information

Chemical Name:(2R,4S,6R)-tetrahydro-4-hydroxy-6-methyl-2H-pyran-2-methanol 4-methylbenzenesulfonate
CAS No.:1361311-71-8
Molecular Formula:C₁₄H₂₀O₅S
Molecular Weight:300.376
Hs Code.:

Synonyms:(2R,4S,6R)-tetrahydro-4-hydroxy-6-methyl-2H-pyran-2-methanol 4-methylbenzenesulfonate

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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 (2R,4S,6R)-tetrahydro-4-hydroxy-6-methyl-2H-pyran-2-methanol 4-methylbenzenesulfonate

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Technology Process of (2R,4S,6R)-tetrahydro-4-hydroxy-6-methyl-2H-pyran-2-methanol 4-methylbenzenesulfonate

There total 2 articles about (2R,4S,6R)-tetrahydro-4-hydroxy-6-methyl-2H-pyran-2-methanol 4-methylbenzenesulfonate 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: 90.0%

: 1206548-31-3
(2R,4S,6R)-tetrahydro-2-(hydroxymethyl)-6-methyl-2H-pyran-4-ol

: 98-59-9
p-toluenesulfonyl chloride

: 1361311-71-8
(2R,4S,6R)-tetrahydro-4-hydroxy-6-methyl-2H-pyran-2-methanol 4-methylbenzenesulfonate

Guidance literature:: With triethylamine; In dichloromethane; at 0 - 20 ℃; for 15h; Inert atmosphere;
DOI:10.1002/hlca.201100190

Reference yield:

: 238758-59-3
(R)-pent-4-ene-1,2-diol

: 1361311-71-8
(2R,4S,6R)-tetrahydro-4-hydroxy-6-methyl-2H-pyran-2-methanol 4-methylbenzenesulfonate

Guidance literature:: Multi-step reaction with 2 steps

1.1: trifluoroacetic acid / dichloromethane / 3 h / 25 °C / Inert atmosphere

1.2: 0.5 h / 20 °C / Inert atmosphere

2.1: triethylamine / dichloromethane / 15 h / 0 - 20 °C / Inert atmosphere

With triethylamine; trifluoroacetic acid; In dichloromethane; 1.1: Prins reaction / 1.2: Prins reaction;
DOI:10.1002/hlca.201100190

Reference yield: 94.0%

: 1361311-71-8
(2R,4S,6R)-tetrahydro-4-hydroxy-6-methyl-2H-pyran-2-methanol 4-methylbenzenesulfonate

: 107-30-2
chloromethyl methyl ether

: 1361311-72-9
(2R,4S,6R)-tetrahydro-4-(methoxymethoxy)-6-methyl-2H-pyran-2-methanol 4-methylbenzenesulfonate

Guidance literature:: With dmap; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 20 ℃; for 3h; Inert atmosphere;
DOI:10.1002/hlca.201100190