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

Base Information

Chemical Name:(2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-(phenethylthio)tetrahydro-2H-pyran-3,4,5-triyl triacetate
CAS No.:36375-11-8
Molecular Formula:C₂₂H₂₈O₉S
Molecular Weight:468.525
Hs Code.:

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

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

There total 5 articles about (2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-(phenethylthio)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: 96.0%

: 100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6
styrene

: 19879-84-6
tetraacetyl thioglucose

: 36375-11-8
(2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-(phenethylthio)tetrahydro-2H-pyran-3,4,5-triyl triacetate

Guidance literature:: With Benzoylformic acid; In tetrahydrofuran; for 4h; Irradiation; Green chemistry;
DOI:10.1002/adsc.201600977

Reference yield:

: 2-(2-iodophenyl)ethyl 2,3,4,6-tetra-O-acetyl-β-D-1-thioglucopyranoside

: 292638-85-8,9003-21-8,96-33-3
acrylic acid methyl ester

: 36375-11-8
(2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-(phenethylthio)tetrahydro-2H-pyran-3,4,5-triyl triacetate

: methyl 3-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)propanoate

Guidance literature:: With triethyl borane; (1,3-dimethylimidazol-2-ylidene)borane; oxygen; In hexane; dichloromethane; at 20 ℃; Sealed tube;
DOI:10.1002/anie.202009828

Reference yield:

: 177748-62-8
2-(2-iodophenyl)-1-ethanethiol

: 36375-11-8
(2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-(phenethylthio)tetrahydro-2H-pyran-3,4,5-triyl triacetate

Guidance literature:: Multi-step reaction with 2 steps

1: boron trifluoride diethyl etherate / dichloromethane / 0 - 20 °C

2: oxygen; (1,3-dimethylimidazol-2-ylidene)borane; triethyl borane / dichloromethane; hexane / 20 °C / Sealed tube

With triethyl borane; (1,3-dimethylimidazol-2-ylidene)borane; boron trifluoride diethyl etherate; oxygen; In hexane; dichloromethane;
DOI:10.1002/anie.202009828