4-benzyloxy-3-[(1S)-1,2,2-trimethylcyclopentyl]phenyl trifluoromethanesulfonate

Base Information

Chemical Name:4-benzyloxy-3-[(1S)-1,2,2-trimethylcyclopentyl]phenyl trifluoromethanesulfonate
CAS No.:286365-32-0
Molecular Formula:C₂₂H₂₅F₃O₄S
Molecular Weight:442.499
Hs Code.:

Synonyms:4-benzyloxy-3-[(1S)-1,2,2-trimethylcyclopentyl]phenyl trifluoromethanesulfonate

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Chemical Property of 4-benzyloxy-3-[(1S)-1,2,2-trimethylcyclopentyl]phenyl trifluoromethanesulfonate

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Technology Process of 4-benzyloxy-3-[(1S)-1,2,2-trimethylcyclopentyl]phenyl trifluoromethanesulfonate

There total 3 articles about 4-benzyloxy-3-[(1S)-1,2,2-trimethylcyclopentyl]phenyl trifluoromethanesulfonate 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: 90.0%

: 358-23-6
trifluoromethylsulfonic anhydride

: 286365-31-9
4-benzyloxy-3-[(1S)-1,2,2-trimethylcyclopentyl]phenol

: 286365-32-0
4-benzyloxy-3-[(1S)-1,2,2-trimethylcyclopentyl]phenyl trifluoromethanesulfonate

Guidance literature:: With triethylamine; In dichloromethane; at -70 - -30 ℃; for 1h;
DOI:10.1016/S0957-4166(00)00079-3

Reference yield:

: 220489-24-7
4-benzyloxy-3<(1S)-1,2,2-trimethylcyclopentyl>-2-cyclohexen-1-one

: 286365-32-0
4-benzyloxy-3-[(1S)-1,2,2-trimethylcyclopentyl]phenyl trifluoromethanesulfonate

Guidance literature:: Multi-step reaction with 3 steps

1.1: TMS triflate; Et₃N / diethyl ether / 2 h / -78 °C

1.2: 95 percent / N-bromosuccinimide / diethyl ether; tetrahydrofuran / 0.5 h / -78 - -30 °C

2.1: 84 percent / DBU; hydroquinone / toluene / 2 h / 105 - 110 °C

3.1: 90 percent / Et₃N / CH₂Cl₂ / 1 h / -70 - -30 °C

With trimethylsilyl trifluoromethanesulfonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; hydroquinone; In diethyl ether; dichloromethane; toluene; 1.1: silylation / 1.2: Bromination / 2.1: Aromatisation / 3.1: Acylation;
DOI:10.1016/S0957-4166(00)00079-3

Reference yield:

: 286365-30-8
4-benzyloxy-6-bromo-3-[(1S)-1,2,2-trimethylcyclopentyl]-2-cyclohexen-1-one

: 286365-32-0
4-benzyloxy-3-[(1S)-1,2,2-trimethylcyclopentyl]phenyl trifluoromethanesulfonate

Guidance literature:: Multi-step reaction with 2 steps

1: 84 percent / DBU; hydroquinone / toluene / 2 h / 105 - 110 °C

2: 90 percent / Et₃N / CH₂Cl₂ / 1 h / -70 - -30 °C

With 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; hydroquinone; In dichloromethane; toluene; 1: Aromatisation / 2: Acylation;
DOI:10.1016/S0957-4166(00)00079-3