(3-oxo-7,8-didehydro-2,3,5,6-tetrahydro-1H-4-benzoxecin-6-yl)methyl 3-phenyl-2-propynoate

Base Information

Chemical Name:(3-oxo-7,8-didehydro-2,3,5,6-tetrahydro-1H-4-benzoxecin-6-yl)methyl 3-phenyl-2-propynoate
CAS No.:1318792-95-8
Molecular Formula:C₂₃H₁₈O₄
Molecular Weight:358.394
Hs Code.:

Synonyms:(3-oxo-7,8-didehydro-2,3,5,6-tetrahydro-1H-4-benzoxecin-6-yl)methyl 3-phenyl-2-propynoate

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Chemical Property of (3-oxo-7,8-didehydro-2,3,5,6-tetrahydro-1H-4-benzoxecin-6-yl)methyl 3-phenyl-2-propynoate

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Technology Process of (3-oxo-7,8-didehydro-2,3,5,6-tetrahydro-1H-4-benzoxecin-6-yl)methyl 3-phenyl-2-propynoate

There total 8 articles about (3-oxo-7,8-didehydro-2,3,5,6-tetrahydro-1H-4-benzoxecin-6-yl)methyl 3-phenyl-2-propynoate 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: 79.0%

: 1318792-94-7
6-(hydroxymethyl)-7,8-didehydro-1,2,5,6-tetrahydro-3H-4-benzoxecin-3-one

: 637-44-5
phenylpropyolic acid

: 1318792-95-8
(3-oxo-7,8-didehydro-2,3,5,6-tetrahydro-1H-4-benzoxecin-6-yl)methyl 3-phenyl-2-propynoate

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 0 - 20 ℃;
DOI:10.1016/j.tetlet.2011.06.024

Reference yield:

: 1318792-93-6
6-{[(4-methoxybenzyl)oxy]methyl}-7,8-didehydro-1,2,5,6-tetrahydro-3H-4-benzoxecin-3-one

: 1318792-95-8
(3-oxo-7,8-didehydro-2,3,5,6-tetrahydro-1H-4-benzoxecin-6-yl)methyl 3-phenyl-2-propynoate

Guidance literature:: Multi-step reaction with 2 steps

1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane; water / 48 h / 20 °C

2: dmap; dicyclohexyl-carbodiimide / dichloromethane / 0 - 20 °C

With dmap; dicyclohexyl-carbodiimide; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; water;
DOI:10.1016/j.tetlet.2011.06.024

Reference yield:

: 141273-91-8
methyl 3-(2-iodophenyl)propanoate

: 1318792-95-8
(3-oxo-7,8-didehydro-2,3,5,6-tetrahydro-1H-4-benzoxecin-6-yl)methyl 3-phenyl-2-propynoate

Guidance literature:: Multi-step reaction with 7 steps

1.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / 4.5 h / 20 °C

2.1: water / methanol / 17 h / 20 °C

3.1: trifluorormethanesulfonic acid / diethyl ether / 0 - 20 °C

4.1: lithium hydroxide monohydrate / methanol / 21 h / 20 °C

4.2: pH 7

5.1: dmap; 2,4,6-trichlorobenzoyl chloride; triethylamine / tetrahydrofuran; toluene / 2.5 h / Reflux

6.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane; water / 48 h / 20 °C

7.1: dmap; dicyclohexyl-carbodiimide / dichloromethane / 0 - 20 °C

With dmap; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; lithium hydroxide monohydrate; trifluorormethanesulfonic acid; 2,4,6-trichlorobenzoyl chloride; water; triethylamine; dicyclohexyl-carbodiimide; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; toluene; 1.1: Sonogashira coupling / 5.1: Yamaguchi macrolactonization;
DOI:10.1016/j.tetlet.2011.06.024