(5S,6R)-5-hydroxy-6-<(1R,2S)-1,2-isopropylidenedioxy-2-phenylethyl>-5,6-dihydropyran-2-one

Base Information

Chemical Name:(5S,6R)-5-hydroxy-6-<(1R,2S)-1,2-isopropylidenedioxy-2-phenylethyl>-5,6-dihydropyran-2-one
CAS No.:153359-64-9
Molecular Formula:C₁₆H₁₈O₅
Molecular Weight:290.316
Hs Code.:

Synonyms:(5S,6R)-5-hydroxy-6-<(1R,2S)-1,2-isopropylidenedioxy-2-phenylethyl>-5,6-dihydropyran-2-one

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Chemical Property of (5S,6R)-5-hydroxy-6-<(1R,2S)-1,2-isopropylidenedioxy-2-phenylethyl>-5,6-dihydropyran-2-one

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Technology Process of (5S,6R)-5-hydroxy-6-<(1R,2S)-1,2-isopropylidenedioxy-2-phenylethyl>-5,6-dihydropyran-2-one

There total 6 articles about (5S,6R)-5-hydroxy-6-<(1R,2S)-1,2-isopropylidenedioxy-2-phenylethyl>-5,6-dihydropyran-2-one 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:

: 1054624-97-3
(S)-6-((4R,5S)-2,2-Dimethyl-5-phenyl-[1,3]dioxolan-4-yl)-pyran-2,5-dione

: 153359-64-9
(5S,6R)-5-hydroxy-6-<(1R,2S)-1,2-isopropylidenedioxy-2-phenylethyl>-5,6-dihydropyran-2-one

Guidance literature:: With sodium tetrahydroborate; In acetic acid; isopropyl alcohol; at -20 - -10 ℃; Yield given;

Reference yield:

: (2S)-6-hydroxy-2-<(1R,2S)-1,2-isopropylidenedioxy-2-phenylethyl>-2,6-dihydropyran-3-one

: 153359-64-9
(5S,6R)-5-hydroxy-6-<(1R,2S)-1,2-isopropylidenedioxy-2-phenylethyl>-5,6-dihydropyran-2-one

Guidance literature:: With chromium(VI) oxide; sodium tris(acetoxy)borohydride; Yield given. Multistep reaction; 1) acetic acid, 15 min, room temperature; 2) isopropyl alcohol, acetic acid, -10 deg C, 1 h;

Reference yield:

: (2R)-2,3-dihydroxy-1-(2-furyl)-3-phenylpropan-1-one

: 153359-64-9
(5S,6R)-5-hydroxy-6-<(1R,2S)-1,2-isopropylidenedioxy-2-phenylethyl>-5,6-dihydropyran-2-one

Guidance literature:: Multi-step reaction with 5 steps

1: 50.3 percent / p-TsOH / CH₂Cl₂ / 5 h / 20 °C

2: L-Selectride / tetrahydrofuran / -78 °C

3: 61 percent / NBS, H₂O / tetrahydrofuran / 0.5 h / 0 °C

4: CrO₃, AcOH / 0.17 h / 20 °C

5: NaBH₄ / acetic acid; propan-2-ol / -20 - -10 °C

With chromium(VI) oxide; sodium tetrahydroborate; N-Bromosuccinimide; water; L-Selectride; toluene-4-sulfonic acid; acetic acid; In tetrahydrofuran; dichloromethane; acetic acid; isopropyl alcohol;