methyl 4-((2,2-difluoro-3-(triethylsilyloxy)cyclohept-3-enyl)methyl)benzoate

Base Information

Chemical Name:methyl 4-((2,2-difluoro-3-(triethylsilyloxy)cyclohept-3-enyl)methyl)benzoate
CAS No.:1574491-91-0
Molecular Formula:C₂₂H₃₂F₂O₃Si
Molecular Weight:410.577
Hs Code.:

Synonyms:methyl 4-((2,2-difluoro-3-(triethylsilyloxy)cyclohept-3-enyl)methyl)benzoate

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Chemical Property of methyl 4-((2,2-difluoro-3-(triethylsilyloxy)cyclohept-3-enyl)methyl)benzoate

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Technology Process of methyl 4-((2,2-difluoro-3-(triethylsilyloxy)cyclohept-3-enyl)methyl)benzoate

There total 4 articles about methyl 4-((2,2-difluoro-3-(triethylsilyloxy)cyclohept-3-enyl)methyl)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: 89.0%

: 994-30-9
triethylsilyl chloride

: 1574491-82-9
methyl 4-((2,2-difluoro-3-oxocycloheptyl)methyl)benzoate

: 1574491-91-0
methyl 4-((2,2-difluoro-3-(triethylsilyloxy)cyclohept-3-enyl)methyl)benzoate

Guidance literature:: methyl 4-((2,2-difluoro-3-oxocycloheptyl)methyl)benzoate; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 2h;

triethylsilyl chloride; In tetrahydrofuran; at -78 - 20 ℃; for 3h;
DOI:10.1021/ol500260d

Reference yield:

: 1194-18-9
cycloheptane-1,3-dione

: 1574491-91-0
methyl 4-((2,2-difluoro-3-(triethylsilyloxy)cyclohept-3-enyl)methyl)benzoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: caesium carbonate / acetonitrile / 0.5 h / 20 °C

1.2: 2 h / 0 - 20 °C

2.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 0 °C

3.1: 20% palladium hydroxide-activated charcoal; hydrogen / ethanol / 1.5 h

4.1: lithium hexamethyldisilazane / tetrahydrofuran / 2 h / -78 °C

4.2: 3 h / -78 - 20 °C

With 20% palladium hydroxide-activated charcoal; hydrogen; caesium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium hexamethyldisilazane; In tetrahydrofuran; ethanol; acetonitrile; 2.1: |Wittig Olefination;
DOI:10.1021/ol500260d

Reference yield:

: 1574491-81-8
(E)-methyl 4-((2,2-difluoro-3-oxocycloheptylidene)methyl)benzoate

: 1574491-91-0
methyl 4-((2,2-difluoro-3-(triethylsilyloxy)cyclohept-3-enyl)methyl)benzoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 20% palladium hydroxide-activated charcoal; hydrogen / ethanol / 1.5 h

2.1: lithium hexamethyldisilazane / tetrahydrofuran / 2 h / -78 °C

2.2: 3 h / -78 - 20 °C

With 20% palladium hydroxide-activated charcoal; hydrogen; lithium hexamethyldisilazane; In tetrahydrofuran; ethanol;
DOI:10.1021/ol500260d