1-[2'-hydroxymethyl-4',5'-dimethoxy-1,1'-biphenyl-2-yl]-3-phenyl-2-propynyl acetate

Base Information

Chemical Name:1-[2'-hydroxymethyl-4',5'-dimethoxy-1,1'-biphenyl-2-yl]-3-phenyl-2-propynyl acetate
CAS No.:878198-95-9
Molecular Formula:C₂₆H₂₄O₅
Molecular Weight:416.474
Hs Code.:

Synonyms:1-[2'-hydroxymethyl-4',5'-dimethoxy-1,1'-biphenyl-2-yl]-3-phenyl-2-propynyl acetate

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Chemical Property of 1-[2'-hydroxymethyl-4',5'-dimethoxy-1,1'-biphenyl-2-yl]-3-phenyl-2-propynyl acetate

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Technology Process of 1-[2'-hydroxymethyl-4',5'-dimethoxy-1,1'-biphenyl-2-yl]-3-phenyl-2-propynyl acetate

There total 6 articles about 1-[2'-hydroxymethyl-4',5'-dimethoxy-1,1'-biphenyl-2-yl]-3-phenyl-2-propynyl acetate 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: 83.0%

: 878198-92-6
1-[4',5'-dimethoxy-2'-(tert-butyldimethylsilyloxymethyl)-1,1'-biphenyl-2-yl]-3-phenyl-2-propynyl acetate

: 878198-95-9
1-[2'-hydroxymethyl-4',5'-dimethoxy-1,1'-biphenyl-2-yl]-3-phenyl-2-propynyl acetate

Guidance literature:: With acetic acid; In tetrahydrofuran; water; at 20 ℃; for 18h;
DOI:10.1021/ol052766f

Reference yield:

: 54370-00-2
2-bromo-4,5-dimethoxybenzyl alcohol

: 878198-95-9
1-[2'-hydroxymethyl-4',5'-dimethoxy-1,1'-biphenyl-2-yl]-3-phenyl-2-propynyl acetate

Guidance literature:: Multi-step reaction with 5 steps

1: 96 percent / imidazole / dimethylformamide / 6 h / 20 °C

2: 77 percent / Cs₂CO₃ / Pd(PPh₃)4 / dioxane; ethanol / 0.25 h / 130 °C / Irradiation

3: 77 percent / nBuLi / tetrahydrofuran; hexane / -78 - 20 °C

4: 80 percent / Et₃N; DMAP / CH₂Cl₂ / 16 h / 20 °C

5: 83 percent / AcOH / H₂O; tetrahydrofuran / 18 h / 20 °C

With 1H-imidazole; dmap; n-butyllithium; caesium carbonate; acetic acid; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; ethanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; 2: Suzuki-Miyaura coupling;
DOI:10.1021/ol052766f

Reference yield:

: 93-03-8
(3,4-dimethoxyphenyl)methanol

: 878198-95-9
1-[2'-hydroxymethyl-4',5'-dimethoxy-1,1'-biphenyl-2-yl]-3-phenyl-2-propynyl acetate

Guidance literature:: Multi-step reaction with 6 steps

1: 70 percent / N-bromosuccinimide / CCl₄ / 1.5 h / 35 °C

2: 96 percent / imidazole / dimethylformamide / 6 h / 20 °C

3: 77 percent / Cs₂CO₃ / Pd(PPh₃)4 / dioxane; ethanol / 0.25 h / 130 °C / Irradiation

4: 77 percent / nBuLi / tetrahydrofuran; hexane / -78 - 20 °C

5: 80 percent / Et₃N; DMAP / CH₂Cl₂ / 16 h / 20 °C

6: 83 percent / AcOH / H₂O; tetrahydrofuran / 18 h / 20 °C

With 1H-imidazole; dmap; N-Bromosuccinimide; n-butyllithium; caesium carbonate; acetic acid; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; tetrachloromethane; ethanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; 3: Suzuki-Miyaura coupling;
DOI:10.1021/ol052766f