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

Base Information

Chemical Name:4-benzyloxy-6-bromo-3-[(1S)-1,2,2-trimethylcyclopentyl]-2-cyclohexen-1-one
CAS No.:286365-30-8
Molecular Formula:C₂₁H₂₇BrO₂
Molecular Weight:391.348
Hs Code.:

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

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Chemical Property of 4-benzyloxy-6-bromo-3-[(1S)-1,2,2-trimethylcyclopentyl]-2-cyclohexen-1-one

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Technology Process of 4-benzyloxy-6-bromo-3-[(1S)-1,2,2-trimethylcyclopentyl]-2-cyclohexen-1-one

There total 1 articles about 4-benzyloxy-6-bromo-3-[(1S)-1,2,2-trimethylcyclopentyl]-2-cyclohexen-1-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: 95.0%

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

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

Guidance literature:: 4-benzyloxy-3<(1S)-1,2,2-trimethylcyclopentyl>-2-cyclohexen-1-one; With trimethylsilyl trifluoromethanesulfonate; triethylamine; In diethyl ether; at -78 ℃; for 2h;

With N-Bromosuccinimide; In tetrahydrofuran; diethyl ether; at -78 - -30 ℃; for 0.5h;
DOI:10.1016/S0957-4166(00)00079-3

Reference yield: 84.0%

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

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

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; hydroquinone; In toluene; at 105 - 110 ℃; for 2h;
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

: 81784-10-3
4-methyl-2-[(1S)-1,2,2-trimethylcyclopentyl]phenol

Guidance literature:: Multi-step reaction with 4 steps

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

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

3: 50 percent / Pd(OAc)2; dppp; Et₃N / trioctylsilane / dimethylformamide / 70 °C

4: 80 percent / H₂ / 10 percent Pd/C / ethanol / 20 °C / 760 Torr

With palladium diacetate; 1,3-bis-(diphenylphosphino)propane; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; hydroquinone; palladium on activated charcoal; tri-n-octylsilane; In ethanol; dichloromethane; N,N-dimethyl-formamide; toluene; 1: Aromatisation / 2: Acylation / 3: Formylation / 4: Catalytic hydrogenation;
DOI:10.1016/S0957-4166(00)00079-3