(R)-2-acetoxy-2-((2S,3R)-3-hydroxy-6-oxo-3,6-dihydro-2H-pyran-2-yl)ethyl benzoate

Base Information

Chemical Name:(R)-2-acetoxy-2-((2S,3R)-3-hydroxy-6-oxo-3,6-dihydro-2H-pyran-2-yl)ethyl benzoate
CAS No.:1308247-32-6
Molecular Formula:C₁₆H₁₆O₇
Molecular Weight:320.299
Hs Code.:

Synonyms:(R)-2-acetoxy-2-((2S,3R)-3-hydroxy-6-oxo-3,6-dihydro-2H-pyran-2-yl)ethyl benzoate

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Chemical Property of (R)-2-acetoxy-2-((2S,3R)-3-hydroxy-6-oxo-3,6-dihydro-2H-pyran-2-yl)ethyl benzoate

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Technology Process of (R)-2-acetoxy-2-((2S,3R)-3-hydroxy-6-oxo-3,6-dihydro-2H-pyran-2-yl)ethyl benzoate

There total 16 articles about (R)-2-acetoxy-2-((2S,3R)-3-hydroxy-6-oxo-3,6-dihydro-2H-pyran-2-yl)ethyl 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: 70.0%

: 6-O-acetyl-7-O-benzoyl-4-O-benzyl-2,3-dideoxy-D-arabino-hept-2-eno-1,5-lactone

: 1308247-32-6
(R)-2-acetoxy-2-((2S,3R)-3-hydroxy-6-oxo-3,6-dihydro-2H-pyran-2-yl)ethyl benzoate

Guidance literature:: With titanium tetrachloride; In dichloromethane; at 20 ℃; for 24h;
DOI:10.1016/j.bioorg.2020.104491

Reference yield:

: 1308247-30-4
(2R,3S,4R)-2-acetoxy-3-(acryloyloxy)-4-(4-methoxybenzyloxy)hex-5-enyl benzoate

: 1308247-32-6
(R)-2-acetoxy-2-((2S,3R)-3-hydroxy-6-oxo-3,6-dihydro-2H-pyran-2-yl)ethyl benzoate

Guidance literature:: Multi-step reaction with 2 steps

1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 24 h / Reflux

2: water; 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane / 1 h / 20 °C / pH 7.2 / aq. phosphate buffer

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; water; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane;
DOI:10.1016/j.tet.2011.03.107

Reference yield:

: C₂₄H₂₆O₇

: 1308247-32-6
(R)-2-acetoxy-2-((2S,3R)-3-hydroxy-6-oxo-3,6-dihydro-2H-pyran-2-yl)ethyl benzoate

Guidance literature:: Multi-step reaction with 3 steps

1: dichloromethane / 0 - 20 °C

2: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 24 h / Reflux

3: water; 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane / 1 h / 20 °C / pH 7.2 / aq. phosphate buffer

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; water; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane;
DOI:10.1016/j.tet.2011.03.107