(1S,1aS,6aR)-3-((2-(5,5-dimethylcyclopent-1-en-1-yl)-2'-fluoro-5'-methoxy-[1,1'-biphenyl]-4-yl)methoxy)-1,1a,6,6a-tetrahydrocyclopropa[a]indene-1-carboxylic acid

Base Information

Chemical Name:(1S,1aS,6aR)-3-((2-(5,5-dimethylcyclopent-1-en-1-yl)-2'-fluoro-5'-methoxy-[1,1'-biphenyl]-4-yl)methoxy)-1,1a,6,6a-tetrahydrocyclopropa[a]indene-1-carboxylic acid
CAS No.:1435274-47-7
Molecular Formula:C₃₂H₃₁FO₄
Molecular Weight:498.594
Hs Code.:

(1S,1aS,6aR)-3-((2-(5,5-dimethylcyclopent-1-en-1-yl)-2'-fluoro-5'-methoxy-[1,1'-biphenyl]-4-yl)methoxy)-1,1a,6,6a-tetrahydrocyclopropa[a]indene-1-carboxylic acid

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Chemical Property of (1S,1aS,6aR)-3-((2-(5,5-dimethylcyclopent-1-en-1-yl)-2'-fluoro-5'-methoxy-[1,1'-biphenyl]-4-yl)methoxy)-1,1a,6,6a-tetrahydrocyclopropa[a]indene-1-carboxylic acid

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Technology Process of (1S,1aS,6aR)-3-((2-(5,5-dimethylcyclopent-1-en-1-yl)-2'-fluoro-5'-methoxy-[1,1'-biphenyl]-4-yl)methoxy)-1,1a,6,6a-tetrahydrocyclopropa[a]indene-1-carboxylic acid

There total 8 articles about (1S,1aS,6aR)-3-((2-(5,5-dimethylcyclopent-1-en-1-yl)-2'-fluoro-5'-methoxy-[1,1'-biphenyl]-4-yl)methoxy)-1,1a,6,6a-tetrahydrocyclopropa[a]indene-1-carboxylic acid 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:

: C₃₄H₃₅FO₄

: 1435274-47-7
(1S,1aS,6aR)-3-((2-(5,5-dimethylcyclopent-1-en-1-yl)-2'-fluoro-5'-methoxy-[1,1'-biphenyl]-4-yl)methoxy)-1,1a,6,6a-tetrahydrocyclopropa[a]indene-1-carboxylic acid

Guidance literature:: With water; lithium hydroxide; In tetrahydrofuran; ethanol; at 50 ℃; for 15h; Inert atmosphere;
DOI:10.1021/ml300427u

Reference yield:

: 1435276-24-6
C₁₃H₁₄O₃

: 1435274-47-7
(1S,1aS,6aR)-3-((2-(5,5-dimethylcyclopent-1-en-1-yl)-2'-fluoro-5'-methoxy-[1,1'-biphenyl]-4-yl)methoxy)-1,1a,6,6a-tetrahydrocyclopropa[a]indene-1-carboxylic acid

Guidance literature:: Multi-step reaction with 2 steps

1: caesium carbonate / dimethyl sulfoxide / 16 h / 23 °C / Inert atmosphere

2: water; lithium hydroxide / tetrahydrofuran; ethanol / 15 h / 50 °C / Inert atmosphere

With water; caesium carbonate; lithium hydroxide; In tetrahydrofuran; ethanol; dimethyl sulfoxide;
DOI:10.1021/ml300427u

Reference yield:

: 440105-74-8
6-(tert-butyldiphenylsilyloxy)-2,3-dihydro-1H-inden-1-ol

: 1435274-47-7
(1S,1aS,6aR)-3-((2-(5,5-dimethylcyclopent-1-en-1-yl)-2'-fluoro-5'-methoxy-[1,1'-biphenyl]-4-yl)methoxy)-1,1a,6,6a-tetrahydrocyclopropa[a]indene-1-carboxylic acid

Guidance literature:: Multi-step reaction with 6 steps

1: methanesulfonyl chloride; triethylamine / dichloromethane / 16 h / 0 - 20 °C / Inert atmosphere

2: dirhodium(II) tetracarboxylate / dichloromethane / 4 h / 20 - 45 °C / Inert atmosphere

3: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

4: OJ-H column / hexane; isopropyl alcohol / Resolution of racemate; Inert atmosphere

5: caesium carbonate / dimethyl sulfoxide / 16 h / 23 °C / Inert atmosphere

6: water; lithium hydroxide / tetrahydrofuran; ethanol / 15 h / 50 °C / Inert atmosphere

With dirhodium(II) tetracarboxylate; tetrabutyl ammonium fluoride; water; caesium carbonate; methanesulfonyl chloride; triethylamine; lithium hydroxide; In tetrahydrofuran; ethanol; hexane; dichloromethane; dimethyl sulfoxide; isopropyl alcohol;
DOI:10.1021/ml300427u