(2R,3S,4R,5R,6S)-4-((R)-1-(benzyloxy)-1-oxo-3-phenylpropan-2-yloxy)-2-(benzyloxymethyl)-6-(ethylthio)-5-hydroxytetrhydro-2H-pyran-3-yl benzoate

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Chemical Name:(2R,3S,4R,5R,6S)-4-((R)-1-(benzyloxy)-1-oxo-3-phenylpropan-2-yloxy)-2-(benzyloxymethyl)-6-(ethylthio)-5-hydroxytetrhydro-2H-pyran-3-yl benzoate
CAS No.:1403603-81-5
Molecular Formula:C₃₈H₄₀O₈S
Molecular Weight:656.797
Hs Code.:

Synonyms:(2R,3S,4R,5R,6S)-4-((R)-1-(benzyloxy)-1-oxo-3-phenylpropan-2-yloxy)-2-(benzyloxymethyl)-6-(ethylthio)-5-hydroxytetrhydro-2H-pyran-3-yl benzoate

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Chemical Property of (2R,3S,4R,5R,6S)-4-((R)-1-(benzyloxy)-1-oxo-3-phenylpropan-2-yloxy)-2-(benzyloxymethyl)-6-(ethylthio)-5-hydroxytetrhydro-2H-pyran-3-yl benzoate

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Technology Process of (2R,3S,4R,5R,6S)-4-((R)-1-(benzyloxy)-1-oxo-3-phenylpropan-2-yloxy)-2-(benzyloxymethyl)-6-(ethylthio)-5-hydroxytetrhydro-2H-pyran-3-yl benzoate

There total 12 articles about (2R,3S,4R,5R,6S)-4-((R)-1-(benzyloxy)-1-oxo-3-phenylpropan-2-yloxy)-2-(benzyloxymethyl)-6-(ethylthio)-5-hydroxytetrhydro-2H-pyran-3-yl benzoate 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%

: 1403603-80-4
(2R,3S,4S,5R,6S)-4-((R)-1-(benzyloxy)-1-oxo-3-phenylpropan-2-yloxy)-2-(benzyloxymethyl)-6-(ethylthio)-5-(4-methoxybenzyloxy)tetrahydro-2H-pyran-yl benzoate

: 1403603-81-5
(2R,3S,4R,5R,6S)-4-((R)-1-(benzyloxy)-1-oxo-3-phenylpropan-2-yloxy)-2-(benzyloxymethyl)-6-(ethylthio)-5-hydroxytetrhydro-2H-pyran-3-yl benzoate

Guidance literature:: With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; water; at 20 ℃; for 2h; Inert atmosphere;
DOI:10.1021/ml300263x

Reference yield:

: 146953-71-1
(S)-3-phenyl-2-trifluoromethanesulfonyloxy-propionic acid benzyl ester

: 1403603-81-5
(2R,3S,4R,5R,6S)-4-((R)-1-(benzyloxy)-1-oxo-3-phenylpropan-2-yloxy)-2-(benzyloxymethyl)-6-(ethylthio)-5-hydroxytetrhydro-2H-pyran-3-yl benzoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: di(n-butyl)tin oxide / methanol / 2 h / Inert atmosphere; Reflux

1.2: 1.25 h / Inert atmosphere

2.1: dmap / dichloromethane / 3 h / 20 °C / Inert atmosphere

3.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane; water / 2 h / 20 °C / Inert atmosphere

With dmap; di(n-butyl)tin oxide; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In methanol; dichloromethane; water;
DOI:10.1021/ml300263x

Reference yield:

: ethyl 6-O-benzyl-3,4-O-isopropylidene-1-thio-β-D-galactopyranoside

: 1403603-81-5
(2R,3S,4R,5R,6S)-4-((R)-1-(benzyloxy)-1-oxo-3-phenylpropan-2-yloxy)-2-(benzyloxymethyl)-6-(ethylthio)-5-hydroxytetrhydro-2H-pyran-3-yl benzoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 0.33 h / 0 °C / Inert atmosphere

1.2: 20 °C / Inert atmosphere

2.1: water; acetic acid / 50 °C / Inert atmosphere

3.1: di(n-butyl)tin oxide / methanol / 2 h / Inert atmosphere; Reflux

3.2: 1.25 h / Inert atmosphere

4.1: dmap / dichloromethane / 3 h / 20 °C / Inert atmosphere

5.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane; water / 2 h / 20 °C / Inert atmosphere

With dmap; sodium hydride; di(n-butyl)tin oxide; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In methanol; dichloromethane; water; acetic acid; N,N-dimethyl-formamide;
DOI:10.1021/ml300263x