4-hydroxymethyl-5-(5-isopropenyl-2-methyl-3-oxo-cyclopentyl)-3-phenoxymethyl-dihydro-furan-2-one

Base Information

Chemical Name:4-hydroxymethyl-5-(5-isopropenyl-2-methyl-3-oxo-cyclopentyl)-3-phenoxymethyl-dihydro-furan-2-one
CAS No.:1311188-75-6
Molecular Formula:C₂₁H₂₆O₄S
Molecular Weight:374.501
Hs Code.:

Synonyms:4-hydroxymethyl-5-(5-isopropenyl-2-methyl-3-oxo-cyclopentyl)-3-phenoxymethyl-dihydro-furan-2-one

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Chemical Property of 4-hydroxymethyl-5-(5-isopropenyl-2-methyl-3-oxo-cyclopentyl)-3-phenoxymethyl-dihydro-furan-2-one

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Technology Process of 4-hydroxymethyl-5-(5-isopropenyl-2-methyl-3-oxo-cyclopentyl)-3-phenoxymethyl-dihydro-furan-2-one

There total 13 articles about 4-hydroxymethyl-5-(5-isopropenyl-2-methyl-3-oxo-cyclopentyl)-3-phenoxymethyl-dihydro-furan-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: 71.0%

: 1311188-71-2
4-hydroxymethyl-5-(5-isopropenyl-2-methyl-3-oxo-cyclopentyl)-3-methylene-dihydro-furan-2-one

: 108-98-5
thiophenol

: 1311188-75-6
4-hydroxymethyl-5-(5-isopropenyl-2-methyl-3-oxo-cyclopentyl)-3-phenoxymethyl-dihydro-furan-2-one

Guidance literature:: With dmap; In dichloromethane; at 20 ℃; for 3h; Cooling with ice;
DOI:10.1021/ol201322w

Reference yield:

: 881425-11-2
3-hydroxymethyl-4-isopropenyl-2-methyl-cyclopentanol

: 1311188-75-6
4-hydroxymethyl-5-(5-isopropenyl-2-methyl-3-oxo-cyclopentyl)-3-phenoxymethyl-dihydro-furan-2-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 3.5 h / -78 °C

1.2: -78 - 20 °C

2.1: ammonium chloride; zinc / tetrahydrofuran / 0.67 h / 20 °C

3.1: sodium hydroxide / tetrahydrofuran; water / 20 °C

3.2: pH 1

4.1: dmap / dichloromethane / 3 h / 20 °C / Cooling with ice

With dmap; oxalyl dichloride; ammonium chloride; dimethyl sulfoxide; sodium hydroxide; zinc; In tetrahydrofuran; dichloromethane; water; 1.1: Swern oxidation / 1.2: Swern oxidation / 2.1: Barbier reaction;
DOI:10.1021/ol201322w

Reference yield:

: 1311188-64-3
5-isopropenyl-2-methyl-3-oxo-cyclopentanecarbaldehyde

: 1311188-75-6
4-hydroxymethyl-5-(5-isopropenyl-2-methyl-3-oxo-cyclopentyl)-3-phenoxymethyl-dihydro-furan-2-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: ammonium chloride; zinc / tetrahydrofuran / 0.67 h / 20 °C

2.1: sodium hydroxide / tetrahydrofuran; water / 20 °C

2.2: pH 1

3.1: dmap / dichloromethane / 3 h / 20 °C / Cooling with ice

With dmap; ammonium chloride; sodium hydroxide; zinc; In tetrahydrofuran; dichloromethane; water; 1.1: Barbier reaction;
DOI:10.1021/ol201322w