(2S,3S)-2-[(1R,2R)-1,2-dihydroxy-2-phenylethyl]-6-oxo-3,6-dihydro-2H-pyran-3-yl (2E)-3-phenylprop-2-enoate

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Chemical Name:(2S,3S)-2-[(1R,2R)-1,2-dihydroxy-2-phenylethyl]-6-oxo-3,6-dihydro-2H-pyran-3-yl (2E)-3-phenylprop-2-enoate
CAS No.:918907-25-2
Molecular Formula:C₂₂H₂₀O₆
Molecular Weight:380.397
Hs Code.:

Synonyms:(2S,3S)-2-[(1R,2R)-1,2-dihydroxy-2-phenylethyl]-6-oxo-3,6-dihydro-2H-pyran-3-yl (2E)-3-phenylprop-2-enoate

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Chemical Property of (2S,3S)-2-[(1R,2R)-1,2-dihydroxy-2-phenylethyl]-6-oxo-3,6-dihydro-2H-pyran-3-yl (2E)-3-phenylprop-2-enoate

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Technology Process of (2S,3S)-2-[(1R,2R)-1,2-dihydroxy-2-phenylethyl]-6-oxo-3,6-dihydro-2H-pyran-3-yl (2E)-3-phenylprop-2-enoate

There total 9 articles about (2S,3S)-2-[(1R,2R)-1,2-dihydroxy-2-phenylethyl]-6-oxo-3,6-dihydro-2H-pyran-3-yl (2E)-3-phenylprop-2-enoate 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: 65.0%

: C₃₃H₄₄O₇Si

: 918907-25-2
(2S,3S)-2-[(1R,2R)-1,2-dihydroxy-2-phenylethyl]-6-oxo-3,6-dihydro-2H-pyran-3-yl (2E)-3-phenylprop-2-enoate

Guidance literature:: With hydrogenchloride; methanol; at 0 - 20 ℃; for 5h;
DOI:10.1016/j.tetlet.2009.12.038

Reference yield: 63.0%

: ethyl (2Z,4S)-4-{(4R,5S)-5-[(R)-{[(tert-butyl)(dimethyl)silyl]oxy}(phenyl)methyl]-2,2-dimethyl-1,3-dioxolan-4-yl}-4-{[(2E)-3-phenylprop-2-enoyl]oxy}but-2-enoate

: 918907-25-2
(2S,3S)-2-[(1R,2R)-1,2-dihydroxy-2-phenylethyl]-6-oxo-3,6-dihydro-2H-pyran-3-yl (2E)-3-phenylprop-2-enoate

Guidance literature:: With hydrogenchloride; In methanol; at 0 - 20 ℃; for 5h;
DOI:10.1002/hlca.201400237

Reference yield:

: C₂₉H₃₈O₆Si

: 918907-25-2
(2S,3S)-2-[(1R,2R)-1,2-dihydroxy-2-phenylethyl]-6-oxo-3,6-dihydro-2H-pyran-3-yl (2E)-3-phenylprop-2-enoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

1.2: 1 h / -78 °C

2.1: hydrogenchloride / methanol / 5 h / 0 - 20 °C

With hydrogenchloride; sodium hydride; In tetrahydrofuran; methanol; 1.1: |Wittig Olefination / 1.2: |Wittig Olefination;
DOI:10.1002/hlca.201400237