((2S,4R,6S)-4-hydroxy-6-tridecyltetrahydro-2H-pyran-2-yl)methyl 4-methylbenzenesulfonate

Base Information

Chemical Name:((2S,4R,6S)-4-hydroxy-6-tridecyltetrahydro-2H-pyran-2-yl)methyl 4-methylbenzenesulfonate
CAS No.:1220512-47-9
Molecular Formula:C₂₆H₄₄O₅S
Molecular Weight:468.698
Hs Code.:

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

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Chemical Property of ((2S,4R,6S)-4-hydroxy-6-tridecyltetrahydro-2H-pyran-2-yl)methyl 4-methylbenzenesulfonate

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

There total 4 articles about ((2S,4R,6S)-4-hydroxy-6-tridecyltetrahydro-2H-pyran-2-yl)methyl 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: 85.0%

: 1220512-46-8
(2S,4R,6S)-2-(hydroxymethyl)-6-tridecyltetrahydro-2H-pyran-4-ol

: 98-59-9
p-toluenesulfonyl chloride

: 1220512-47-9
((2S,4R,6S)-4-hydroxy-6-tridecyltetrahydro-2H-pyran-2-yl)methyl 4-methylbenzenesulfonate

Guidance literature:: With triethylamine; In dichloromethane; at 0 - 20 ℃; for 5h;
DOI:10.1055/s-0029-1217144

Reference yield: 56.0%

: 124-25-4,511542-15-7
myristylaldehyde

: 118629-75-7
(S)-2-hydroxypent-4-en-1-yl 4-methylbenzenesulfonate

: 1220512-47-9
((2S,4R,6S)-4-hydroxy-6-tridecyltetrahydro-2H-pyran-2-yl)methyl 4-methylbenzenesulfonate

Guidance literature:: myristylaldehyde; (S)-2-hydroxypent-4-en-1-yl 4-methylbenzenesulfonate; With trifluoroacetic acid; In dichloromethane; at 0 ℃; for 12h; Inert atmosphere;

With potassium carbonate; In methanol; at 25 ℃; for 1h; diastereoselective reaction; Inert atmosphere;
DOI:10.1021/acs.orglett.6b01849

Reference yield:

: 103625-11-2
(2S)-pent-4-ene-1,2-diol

: 1220512-47-9
((2S,4R,6S)-4-hydroxy-6-tridecyltetrahydro-2H-pyran-2-yl)methyl 4-methylbenzenesulfonate

Guidance literature:: Multi-step reaction with 2 steps

1.1: di(n-butyl)tin oxide; dmap; triethylamine / dichloromethane / 1 h / 0 °C / Inert atmosphere

2.1: trifluoroacetic acid / dichloromethane / 12 h / 0 °C / Inert atmosphere

2.2: 1 h / 25 °C / Inert atmosphere

With dmap; di(n-butyl)tin oxide; triethylamine; trifluoroacetic acid; In dichloromethane;
DOI:10.1021/acs.orglett.6b01849