(R)-2-acetoxy-2-((2S,3R)-3-(4-methoxybenzyloxy)-6-oxo-3,6-dihydro-2H-pyran-2-yl)ethyl benzoate

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Chemical Name:(R)-2-acetoxy-2-((2S,3R)-3-(4-methoxybenzyloxy)-6-oxo-3,6-dihydro-2H-pyran-2-yl)ethyl benzoate
CAS No.:1308247-31-5
Molecular Formula:C₂₄H₂₄O₈
Molecular Weight:440.45
Hs Code.:

Synonyms:(R)-2-acetoxy-2-((2S,3R)-3-(4-methoxybenzyloxy)-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-(4-methoxybenzyloxy)-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-(4-methoxybenzyloxy)-6-oxo-3,6-dihydro-2H-pyran-2-yl)ethyl benzoate

There total 9 articles about (R)-2-acetoxy-2-((2S,3R)-3-(4-methoxybenzyloxy)-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: 69.0%

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

: 1308247-31-5
(R)-2-acetoxy-2-((2S,3R)-3-(4-methoxybenzyloxy)-6-oxo-3,6-dihydro-2H-pyran-2-yl)ethyl benzoate

Guidance literature:: With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane; for 24h; Reflux;
DOI:10.1016/j.tet.2011.03.107

Reference yield:

: 1175536-43-2
(1S,2S)-1-(tert-butyldimethylsilyloxy)-1-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)but-3-en-2-ol

: 1308247-31-5
(R)-2-acetoxy-2-((2S,3R)-3-(4-methoxybenzyloxy)-6-oxo-3,6-dihydro-2H-pyran-2-yl)ethyl benzoate

Guidance literature:: Multi-step reaction with 9 steps

1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide / 3 h / 20 °C

2: potassium tri-sec-butyl-borohydride / tetrahydrofuran; toluene / 6 h / -78 - -40 °C

3: sodium hydride / tetrahydrofuran / 0 - 20 °C

4: tetrabutyl ammonium fluoride / tetrahydrofuran / 0 - 20 °C

5: triethylamine / dichloromethane / 0 - 20 °C

6: DOWEX-50 resin H⁽¹⁺⁾-form / methanol / 6 h / 20 °C

7: pyridine / dichloromethane / 3 h / 0 °C

8: dichloromethane / 0 - 20 °C

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

With pyridine; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; tetrabutyl ammonium fluoride; sodium hydride; potassium tri-sec-butyl-borohydride; triethylamine; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; toluene;
DOI:10.1016/j.tet.2011.03.107

Reference yield:

: C₂₄H₂₆O₇

: 1308247-31-5
(R)-2-acetoxy-2-((2S,3R)-3-(4-methoxybenzyloxy)-6-oxo-3,6-dihydro-2H-pyran-2-yl)ethyl benzoate

Guidance literature:: Multi-step reaction with 2 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

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