(1R,2R,3S)-1-benzoyloxymethyl-1,2-O,O-isopropylidene-3-benzoyloxy-cyclohex-4-en-6-one

Base Information

Chemical Name:(1R,2R,3S)-1-benzoyloxymethyl-1,2-O,O-isopropylidene-3-benzoyloxy-cyclohex-4-en-6-one
CAS No.:697266-01-6
Molecular Formula:C₂₄H₂₂O₇
Molecular Weight:422.434
Hs Code.:

Synonyms:(1R,2R,3S)-1-benzoyloxymethyl-1,2-O,O-isopropylidene-3-benzoyloxy-cyclohex-4-en-6-one

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Chemical Property of (1R,2R,3S)-1-benzoyloxymethyl-1,2-O,O-isopropylidene-3-benzoyloxy-cyclohex-4-en-6-one

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Technology Process of (1R,2R,3S)-1-benzoyloxymethyl-1,2-O,O-isopropylidene-3-benzoyloxy-cyclohex-4-en-6-one

There total 17 articles about (1R,2R,3S)-1-benzoyloxymethyl-1,2-O,O-isopropylidene-3-benzoyloxy-cyclohex-4-en-6-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: 95.0%

: (1R,2R,3S)-1,2-propanediol acetal-3-hydroxyl-zeylenone

: 98-88-4
benzoyl chloride

: 697266-01-6
(1R,2R,3S)-1-benzoyloxymethyl-1,2-O,O-isopropylidene-3-benzoyloxy-cyclohex-4-en-6-one

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 20 ℃; for 2h;
DOI:10.1016/j.bioorg.2021.105333

Reference yield: 40.0%

: 696574-78-4
(1R,2R,3S)-1-benzoyloxymethyl-1,2-O,O-isopropylidene-3-benzoyloxy-cyclohex-4-ene

: 697266-01-6
(1R,2R,3S)-1-benzoyloxymethyl-1,2-O,O-isopropylidene-3-benzoyloxy-cyclohex-4-en-6-one

Guidance literature:: With selenium(IV) oxide; In tetrahydrofuran; for 24h; Heating;
DOI:10.1016/j.tet.2004.02.066

Reference yield:

: (2R,3R,4aR,8aR)-7-(hydroxymethyl)-2,3-dimethoxy-2,3-dimethyl-2,3,4a,8a-tetrahydrobenzo [b][1,4] dioxin-6(5H)-one

: 697266-01-6
(1R,2R,3S)-1-benzoyloxymethyl-1,2-O,O-isopropylidene-3-benzoyloxy-cyclohex-4-en-6-one

Guidance literature:: Multi-step reaction with 6 steps

1: dmap; triethylamine / dichloromethane / 2 h / 20 °C

2: water; potassium osmate(VI); 4-methylmorpholine N-oxide / tetrahydrofuran / 7 h / 20 °C

3: pyridine / dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere

4: water; trifluoroacetic acid / dichloromethane / 2 h / 20 °C

5: toluene-4-sulfonic acid / acetone / 2 h / 20 °C

6: dmap; triethylamine / dichloromethane / 2 h / 20 °C

With pyridine; dmap; potassium osmate(VI); water; toluene-4-sulfonic acid; 4-methylmorpholine N-oxide; triethylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; acetone;
DOI:10.1016/j.bioorg.2021.105333