(2R,4aR,6S,8aS)-2-phenyl-6-[2-(2,5-dimethyl-1H-pyrrol-1-yl)-2-oxoethyl]tetrahydro-1,3-dioxino[4,5-e]pyran-7-one

Base Information

Chemical Name:(2R,4aR,6S,8aS)-2-phenyl-6-[2-(2,5-dimethyl-1H-pyrrol-1-yl)-2-oxoethyl]tetrahydro-1,3-dioxino[4,5-e]pyran-7-one
CAS No.:1360619-99-3
Molecular Formula:C₂₁H₂₃NO₅
Molecular Weight:369.417
Hs Code.:

Synonyms:(2R,4aR,6S,8aS)-2-phenyl-6-[2-(2,5-dimethyl-1H-pyrrol-1-yl)-2-oxoethyl]tetrahydro-1,3-dioxino[4,5-e]pyran-7-one

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Chemical Property of (2R,4aR,6S,8aS)-2-phenyl-6-[2-(2,5-dimethyl-1H-pyrrol-1-yl)-2-oxoethyl]tetrahydro-1,3-dioxino[4,5-e]pyran-7-one

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Technology Process of (2R,4aR,6S,8aS)-2-phenyl-6-[2-(2,5-dimethyl-1H-pyrrol-1-yl)-2-oxoethyl]tetrahydro-1,3-dioxino[4,5-e]pyran-7-one

There total 5 articles about (2R,4aR,6S,8aS)-2-phenyl-6-[2-(2,5-dimethyl-1H-pyrrol-1-yl)-2-oxoethyl]tetrahydro-1,3-dioxino[4,5-e]pyran-7-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: 86.0%

: 1360619-98-2
2-((2R,4S,5R)-5-(((E)-3-(2,5-dimethyl-1H-pyrrol-1-yl)-3-oxoprop-1-en-1-yl)oxy)-2-phenyl-1,3-dioxan-4-yl)acetaldehyde

: 1360619-99-3
(2R,4aR,6S,8aS)-2-phenyl-6-[2-(2,5-dimethyl-1H-pyrrol-1-yl)-2-oxoethyl]tetrahydro-1,3-dioxino[4,5-e]pyran-7-one

Guidance literature:: With 3-benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride; triethylamine; In tetrahydrofuran; for 24h; Inert atmosphere; Reflux;
DOI:10.1002/ejoc.201101151

Reference yield:

: 1360619-96-0
1-(2,5-dimethyl-1H-pyrrol-1-yl)prop-2-yn-1-one

: 1360619-99-3
(2R,4aR,6S,8aS)-2-phenyl-6-[2-(2,5-dimethyl-1H-pyrrol-1-yl)-2-oxoethyl]tetrahydro-1,3-dioxino[4,5-e]pyran-7-one

Guidance literature:: Multi-step reaction with 3 steps

1: 4-methyl-morpholine / dichloromethane / 20 °C / Inert atmosphere

2: water; sodium hydrogencarbonate; methyl iodide / acetonitrile / 48 h / 20 °C

3: 3-benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride; triethylamine / tetrahydrofuran / 24 h / Inert atmosphere; Reflux

With 4-methyl-morpholine; water; 3-benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride; sodium hydrogencarbonate; triethylamine; methyl iodide; In tetrahydrofuran; dichloromethane; acetonitrile; 3: Stetter reaction;
DOI:10.1002/ejoc.201101151

Reference yield:

: 50907-65-8
2-deoxy-D-erythro-pentose cyclic 1,3-propanediyl mercaptal

: 1360619-99-3
(2R,4aR,6S,8aS)-2-phenyl-6-[2-(2,5-dimethyl-1H-pyrrol-1-yl)-2-oxoethyl]tetrahydro-1,3-dioxino[4,5-e]pyran-7-one

Guidance literature:: Multi-step reaction with 4 steps

1: toluene-4-sulfonic acid / ethyl acetate / Inert atmosphere

2: 4-methyl-morpholine / dichloromethane / 20 °C / Inert atmosphere

3: water; sodium hydrogencarbonate; methyl iodide / acetonitrile / 48 h / 20 °C

4: 3-benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride; triethylamine / tetrahydrofuran / 24 h / Inert atmosphere; Reflux

With 4-methyl-morpholine; water; 3-benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride; sodium hydrogencarbonate; toluene-4-sulfonic acid; triethylamine; methyl iodide; In tetrahydrofuran; dichloromethane; ethyl acetate; acetonitrile; 4: Stetter reaction;
DOI:10.1002/ejoc.201101151