1-[3-((E)-3,7-Dimethyl-octa-2,6-dienyl)-6-hydroxy-2,4-dimethoxy-phenyl]-3-hydroxy-3-(4-methoxy-phenyl)-propan-1-one

Base Information

Chemical Name:1-[3-((E)-3,7-Dimethyl-octa-2,6-dienyl)-6-hydroxy-2,4-dimethoxy-phenyl]-3-hydroxy-3-(4-methoxy-phenyl)-propan-1-one
CAS No.:96700-95-7
Molecular Formula:C₂₈H₃₆O₆
Molecular Weight:468.59
Hs Code.:

Synonyms:1-[3-((E)-3,7-Dimethyl-octa-2,6-dienyl)-6-hydroxy-2,4-dimethoxy-phenyl]-3-hydroxy-3-(4-methoxy-phenyl)-propan-1-one

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Chemical Property of 1-[3-((E)-3,7-Dimethyl-octa-2,6-dienyl)-6-hydroxy-2,4-dimethoxy-phenyl]-3-hydroxy-3-(4-methoxy-phenyl)-propan-1-one

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Technology Process of 1-[3-((E)-3,7-Dimethyl-octa-2,6-dienyl)-6-hydroxy-2,4-dimethoxy-phenyl]-3-hydroxy-3-(4-methoxy-phenyl)-propan-1-one

There total 4 articles about 1-[3-((E)-3,7-Dimethyl-octa-2,6-dienyl)-6-hydroxy-2,4-dimethoxy-phenyl]-3-hydroxy-3-(4-methoxy-phenyl)-propan-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: 9.0%

: 96700-94-6
1-[3-((E)-3,7-Dimethyl-octa-2,6-dienyl)-6-hydroxy-2,4-dimethoxy-phenyl]-ethanone

: 123-11-5
4-methoxy-benzaldehyde

: (E)-1-[3-((E)-3,7-Dimethyl-octa-2,6-dienyl)-6-hydroxy-2,4-dimethoxy-phenyl]-3-(4-methoxy-phenyl)-propenone

: 96700-95-7
1-[3-((E)-3,7-Dimethyl-octa-2,6-dienyl)-6-hydroxy-2,4-dimethoxy-phenyl]-3-hydroxy-3-(4-methoxy-phenyl)-propan-1-one

Guidance literature:: With lithium diisopropyl amide; Yield given. Multistep reaction; 1.) -78 deg C, 0.5 h, then -22 deg C, 2.5 h ; 2.) -78 deg C, 1 h, then -22 deg C, 2 h;
DOI:10.1016/S0040-4039(00)61859-2

Reference yield:

: 6138-90-5
trans-geranyl bromide

: 96700-95-7
1-[3-((E)-3,7-Dimethyl-octa-2,6-dienyl)-6-hydroxy-2,4-dimethoxy-phenyl]-3-hydroxy-3-(4-methoxy-phenyl)-propan-1-one

Guidance literature:: Multi-step reaction with 4 steps

1: 72 percent / CuBr-Me₂S / toluene / Ambient temperature

2: 100 percent / (C₄H₉)4NF / tetrahydrofuran; H₂O / 0 °C

3: 56 percent / AlCl₃, N,N-diisopropylethylamine / diethyl ether / 0 °C

4: 1.) LDA / 1.) -78 deg C, 0.5 h, then -22 deg C, 2.5 h ; 2.) -78 deg C, 1 h, then -22 deg C, 2 h

With aluminium trichloride; tetrabutyl ammonium fluoride; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide; CuBr-Me₂S; In tetrahydrofuran; diethyl ether; water; toluene;
DOI:10.1016/S0040-4039(00)61859-2

Reference yield:

: 96700-93-5
4-((E)-3,7-Dimethyl-octa-2,6-dienyl)-3,5-dimethoxy-phenol

: 96700-95-7
1-[3-((E)-3,7-Dimethyl-octa-2,6-dienyl)-6-hydroxy-2,4-dimethoxy-phenyl]-3-hydroxy-3-(4-methoxy-phenyl)-propan-1-one

Guidance literature:: Multi-step reaction with 2 steps

1: 56 percent / AlCl₃, N,N-diisopropylethylamine / diethyl ether / 0 °C

2: 1.) LDA / 1.) -78 deg C, 0.5 h, then -22 deg C, 2.5 h ; 2.) -78 deg C, 1 h, then -22 deg C, 2 h

With aluminium trichloride; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide; In diethyl ether;
DOI:10.1016/S0040-4039(00)61859-2