(2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-(((E)-4-methoxystyryl)thio)tetrahydro-2H-pyran-3,4,5-triyl triacetate

Base Information

Chemical Name:(2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-(((E)-4-methoxystyryl)thio)tetrahydro-2H-pyran-3,4,5-triyl triacetate
CAS No.:1467023-72-8
Molecular Formula:C₂₃H₂₈O₁₀S
Molecular Weight:496.535
Hs Code.:

Synonyms:(2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-(((E)-4-methoxystyryl)thio)tetrahydro-2H-pyran-3,4,5-triyl triacetate

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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,3R,4S,5R,6S)-2-(acetoxymethyl)-6-(((E)-4-methoxystyryl)thio)tetrahydro-2H-pyran-3,4,5-triyl triacetate

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Technology Process of (2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-(((E)-4-methoxystyryl)thio)tetrahydro-2H-pyran-3,4,5-triyl triacetate

There total 2 articles about (2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-(((E)-4-methoxystyryl)thio)tetrahydro-2H-pyran-3,4,5-triyl triacetate 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: 87.0%

: 19879-84-6
tetraacetyl thioglucose

: 6303-59-9,60592-52-1,27570-08-7
(E)-4-(2-bromo-vinyl)-anisole

: 1467023-72-8
(2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-(((E)-4-methoxystyryl)thio)tetrahydro-2H-pyran-3,4,5-triyl triacetate

Guidance literature:: With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; diisopropylammonium bis(catecholato)isobutylsilicate; tetraaqua[4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]nickel(II) chloride; In N,N-dimethyl-formamide; at 25 ℃; for 24h; stereoselective reaction; Inert atmosphere; Irradiation; Sealed tube;
DOI:10.1021/acs.orglett.9b01730

Reference yield:

: 19879-84-6
tetraacetyl thioglucose

: 250291-26-0
2-iodo-1-(4-methoxyphenyl)ethylene

: 1467023-72-8
(2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-(((E)-4-methoxystyryl)thio)tetrahydro-2H-pyran-3,4,5-triyl triacetate

: 1467023-78-4
(2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-[(Z)-4-methoxystyrylthio]tetrahydro-2H-pyran-3,4,5-triyl triacetate

Guidance literature:: With palladium diacetate; triethylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; at 75 ℃; for 1h; Overall yield = 97%; Overall yield = 125 mg; diastereoselective reaction; Schlenk technique; Inert atmosphere; Sealed tube;
DOI:10.1002/adsc.201300419