4-(ethoxycarbonyl)-2,2-dimethyl-3-(trifluoromethylsulfonyloxy)cyclopent-3-enyl benzoate

Base Information

Chemical Name:4-(ethoxycarbonyl)-2,2-dimethyl-3-(trifluoromethylsulfonyloxy)cyclopent-3-enyl benzoate
CAS No.:1333210-94-8
Molecular Formula:C₁₈H₁₉F₃O₇S
Molecular Weight:436.406
Hs Code.:

Synonyms:4-(ethoxycarbonyl)-2,2-dimethyl-3-(trifluoromethylsulfonyloxy)cyclopent-3-enyl benzoate

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Chemical Property of 4-(ethoxycarbonyl)-2,2-dimethyl-3-(trifluoromethylsulfonyloxy)cyclopent-3-enyl benzoate

Chemical Property:

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Technology Process of 4-(ethoxycarbonyl)-2,2-dimethyl-3-(trifluoromethylsulfonyloxy)cyclopent-3-enyl benzoate

There total 5 articles about 4-(ethoxycarbonyl)-2,2-dimethyl-3-(trifluoromethylsulfonyloxy)cyclopent-3-enyl benzoate 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: 92.0%

: 358-23-6
trifluoromethylsulfonic anhydride

: 1333211-06-5
4-(ethoxycarbonyl)-2,2-dimethyl-3-oxocyclopentyl benzoate

: 1333210-94-8
4-(ethoxycarbonyl)-2,2-dimethyl-3-(trifluoromethylsulfonyloxy)cyclopent-3-enyl benzoate

Guidance literature:: 4-(ethoxycarbonyl)-2,2-dimethyl-3-oxocyclopentyl benzoate; With n-butyllithium; diisopropylamine; In tetrahydrofuran; at -78 - 0 ℃; Inert atmosphere;

trifluoromethylsulfonic anhydride; In tetrahydrofuran; at -78 ℃; for 3h;
DOI:10.1021/ol202147r

Reference yield:

: 3-hydroxy-2,2-dimethylcyclopentyl benzoate

: 1333210-94-8
4-(ethoxycarbonyl)-2,2-dimethyl-3-(trifluoromethylsulfonyloxy)cyclopent-3-enyl benzoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: tetrapropylammonium perruthennate; 4-methylmorpholine N-oxide / dichloromethane / 1.33 h / 20 °C / Inert atmosphere

2.1: n-butyllithium; diisopropylamine / tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide / -78 - 0 °C / Inert atmosphere

2.2: 18 h / 0 - 20 °C

3.1: n-butyllithium; diisopropylamine / tetrahydrofuran / -78 - 0 °C / Inert atmosphere

3.2: 3 h / -78 °C

With n-butyllithium; tetrapropylammonium perruthennate; 4-methylmorpholine N-oxide; diisopropylamine; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane; 2.2: Mander's reaction;
DOI:10.1021/ol202147r

Reference yield:

: 1333211-04-3
(1R,3S)-2,2-dimethylcyclopentane-1,3-diol

: 1333210-94-8
4-(ethoxycarbonyl)-2,2-dimethyl-3-(trifluoromethylsulfonyloxy)cyclopent-3-enyl benzoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: pyridine / 3 h / 20 °C

2.1: tetrapropylammonium perruthennate; 4-methylmorpholine N-oxide / dichloromethane / 1.33 h / 20 °C / Inert atmosphere

3.1: n-butyllithium; diisopropylamine / tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide / -78 - 0 °C / Inert atmosphere

3.2: 18 h / 0 - 20 °C

4.1: n-butyllithium; diisopropylamine / tetrahydrofuran / -78 - 0 °C / Inert atmosphere

4.2: 3 h / -78 °C

With pyridine; n-butyllithium; tetrapropylammonium perruthennate; 4-methylmorpholine N-oxide; diisopropylamine; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane; 3.2: Mander's reaction;
DOI:10.1021/ol202147r