2-((8S)-3-(3-bromo-5-fluorophenyl)-2,3,7,8-tetrahydrobenzofuro[5,6-b][1,4]dioxin-8-yl)acetic acid

Base Information

Chemical Name:2-((8S)-3-(3-bromo-5-fluorophenyl)-2,3,7,8-tetrahydrobenzofuro[5,6-b][1,4]dioxin-8-yl)acetic acid
CAS No.:1430232-13-5
Molecular Formula:C₁₈H₁₄BrFO₅
Molecular Weight:409.209
Hs Code.:

Synonyms:2-((8S)-3-(3-bromo-5-fluorophenyl)-2,3,7,8-tetrahydrobenzofuro[5,6-b][1,4]dioxin-8-yl)acetic acid

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Chemical Property of 2-((8S)-3-(3-bromo-5-fluorophenyl)-2,3,7,8-tetrahydrobenzofuro[5,6-b][1,4]dioxin-8-yl)acetic acid

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Technology Process of 2-((8S)-3-(3-bromo-5-fluorophenyl)-2,3,7,8-tetrahydrobenzofuro[5,6-b][1,4]dioxin-8-yl)acetic acid

There total 10 articles about 2-((8S)-3-(3-bromo-5-fluorophenyl)-2,3,7,8-tetrahydrobenzofuro[5,6-b][1,4]dioxin-8-yl)acetic 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: 64.0%

: 2-((8S)-3-(3-bromo-5-fluorophenyl)-2,3,7,8-tetrahydrobenzofuro[5,6-b][1,4]dioxin-8-yl)acetic acid methyl ester

: 1430232-13-5
2-((8S)-3-(3-bromo-5-fluorophenyl)-2,3,7,8-tetrahydrobenzofuro[5,6-b][1,4]dioxin-8-yl)acetic acid

Guidance literature:: With lithium hydroxide; In tetrahydrofuran; methanol; water; at 50 ℃; for 1.5h; Inert atmosphere;

Reference yield:

: 805250-17-3,1234474-58-8
(6-hydroxy-2,3-dihydro-benzofuran-3-yl)-acetic acid methyl ester

: 1430232-13-5
2-((8S)-3-(3-bromo-5-fluorophenyl)-2,3,7,8-tetrahydrobenzofuro[5,6-b][1,4]dioxin-8-yl)acetic acid

Guidance literature:: Multi-step reaction with 6 steps

1: Chiralpak IA / hexane; tetrahydrofuran / Resolution of racemate; Inert atmosphere

2: Iodine monochloride / diethyl ether / 12 h / Cooling with ice; Inert atmosphere

3: 1,1'-azodicarbonyl-dipiperidine; tributylphosphine / toluene / 1 h / 50 °C / Inert atmosphere

4: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / Inert atmosphere

5: palladium diacetate; racemic-2-(di-tert-butylphosphino)-1,1′-binaphthyl; caesium carbonate / toluene / 12 h / 50 °C / Inert atmosphere

6: lithium hydroxide / water; tetrahydrofuran; methanol / 1.5 h / 50 °C / Inert atmosphere

With racemic-2-(di-tert-butylphosphino)-1,1′-binaphthyl; tributylphosphine; tetrabutyl ammonium fluoride; palladium diacetate; Iodine monochloride; caesium carbonate; lithium hydroxide; 1,1'-azodicarbonyl-dipiperidine; In tetrahydrofuran; methanol; diethyl ether; hexane; water; toluene;

Reference yield:

: 1430232-70-4
(S)-2-(6-hydroxy-5-iodo-2,3-dihydrobenzofuran-3-yl)acetic acid methyl ester

: 1430232-13-5
2-((8S)-3-(3-bromo-5-fluorophenyl)-2,3,7,8-tetrahydrobenzofuro[5,6-b][1,4]dioxin-8-yl)acetic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 1,1'-azodicarbonyl-dipiperidine; tributylphosphine / toluene / 1 h / 50 °C / Inert atmosphere

2: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / Inert atmosphere

3: palladium diacetate; racemic-2-(di-tert-butylphosphino)-1,1′-binaphthyl; caesium carbonate / toluene / 12 h / 50 °C / Inert atmosphere

4: lithium hydroxide / water; tetrahydrofuran; methanol / 1.5 h / 50 °C / Inert atmosphere

With racemic-2-(di-tert-butylphosphino)-1,1′-binaphthyl; tributylphosphine; tetrabutyl ammonium fluoride; palladium diacetate; caesium carbonate; lithium hydroxide; 1,1'-azodicarbonyl-dipiperidine; In tetrahydrofuran; methanol; water; toluene;