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

Base Information

Chemical Name:(2R,3S,4S,5R,6S)-4-((R)-1-(benzyloxy)-1-oxo-3-phenylpropan-2-yloxy)-5-(benzyloxycarbonyloxy)-2-(benzyloxymethyl)-6-(ethylthio)tetrahydro-2H-pyran-3-yl benzoate
CAS No.:1403603-71-3
Molecular Formula:C₄₆H₄₆O₁₀S
Molecular Weight:790.931
Hs Code.:

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

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

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

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

There total 11 articles about (2R,3S,4S,5R,6S)-4-((R)-1-(benzyloxy)-1-oxo-3-phenylpropan-2-yloxy)-5-(benzyloxycarbonyloxy)-2-(benzyloxymethyl)-6-(ethylthio)tetrahydro-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: 50.0%

: 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

: 501-53-1,94274-21-2
benzyl chloroformate

: 1403603-71-3
(2R,3S,4S,5R,6S)-4-((R)-1-(benzyloxy)-1-oxo-3-phenylpropan-2-yloxy)-5-(benzyloxycarbonyloxy)-2-(benzyloxymethyl)-6-(ethylthio)tetrahydro-2H-pyran-3-yl benzoate

Guidance literature:: With dmap; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;
DOI:10.1021/ml300263x

Reference yield:

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

: 1403603-71-3
(2R,3S,4S,5R,6S)-4-((R)-1-(benzyloxy)-1-oxo-3-phenylpropan-2-yloxy)-5-(benzyloxycarbonyloxy)-2-(benzyloxymethyl)-6-(ethylthio)tetrahydro-2H-pyran-3-yl benzoate

Guidance literature:: Multi-step reaction with 4 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

4.1: dmap / dichloromethane / 0 - 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

: 1403603-71-3
(2R,3S,4S,5R,6S)-4-((R)-1-(benzyloxy)-1-oxo-3-phenylpropan-2-yloxy)-5-(benzyloxycarbonyloxy)-2-(benzyloxymethyl)-6-(ethylthio)tetrahydro-2H-pyran-3-yl benzoate

Guidance literature:: Multi-step reaction with 6 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

6.1: dmap / dichloromethane / 0 - 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