cis-(1aS,7bR)-5-[2-((Z)-3-diethylaminoprop-1-enyl)-4-fluorobenzenesulfonylmethyl]-1,1a,2,7b-tetrahydrocyclopropa[c]chromene-4-carboxylic acid

Base Information

Chemical Name:cis-(1aS,7bR)-5-[2-((Z)-3-diethylaminoprop-1-enyl)-4-fluorobenzenesulfonylmethyl]-1,1a,2,7b-tetrahydrocyclopropa[c]chromene-4-carboxylic acid
CAS No.:1448250-96-1
Molecular Formula:C₂₅H₂₈FNO₅S
Molecular Weight:473.565
Hs Code.:

Synonyms:cis-(1aS,7bR)-5-[2-((Z)-3-diethylaminoprop-1-enyl)-4-fluorobenzenesulfonylmethyl]-1,1a,2,7b-tetrahydrocyclopropa[c]chromene-4-carboxylic acid

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Chemical Property of cis-(1aS,7bR)-5-[2-((Z)-3-diethylaminoprop-1-enyl)-4-fluorobenzenesulfonylmethyl]-1,1a,2,7b-tetrahydrocyclopropa[c]chromene-4-carboxylic acid

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Technology Process of cis-(1aS,7bR)-5-[2-((Z)-3-diethylaminoprop-1-enyl)-4-fluorobenzenesulfonylmethyl]-1,1a,2,7b-tetrahydrocyclopropa[c]chromene-4-carboxylic acid

There total 15 articles about cis-(1aS,7bR)-5-[2-((Z)-3-diethylaminoprop-1-enyl)-4-fluorobenzenesulfonylmethyl]-1,1a,2,7b-tetrahydrocyclopropa[c]chromene-4-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:

: cis-(1aRS,7bSR)-5-[2-((Z)-3-diethylaminoprop-1-enyl)-4-fluorobenzenesulfonylmethyl]-1,1a,2,7b-tetrahydrocyclopropa[c]chromene-4-carboxylic acid

: 1448250-96-1
cis-(1aS,7bR)-5-[2-((Z)-3-diethylaminoprop-1-enyl)-4-fluorobenzenesulfonylmethyl]-1,1a,2,7b-tetrahydrocyclopropa[c]chromene-4-carboxylic acid

: 1448250-97-2
cis-(1aR,7bS)-5-[2-((Z)-3-diethylaminoprop-1-enyl)-4-fluorobenzenesulfonylmethyl]-1,1a,2,7b-tetrahydrocyclopropa[c]chromene-4-carboxylic acid

Guidance literature:: With Chiralpak IC column; In ethanol; tert-butyl methyl ether; Resolution of racemate;

Reference yield:

: 1093748-40-3
methyl 2-(tert-butyldimethylsilyloxy)-6-methyl-benzoate

: 1448250-96-1
cis-(1aS,7bR)-5-[2-((Z)-3-diethylaminoprop-1-enyl)-4-fluorobenzenesulfonylmethyl]-1,1a,2,7b-tetrahydrocyclopropa[c]chromene-4-carboxylic acid

: 1448250-97-2
cis-(1aR,7bS)-5-[2-((Z)-3-diethylaminoprop-1-enyl)-4-fluorobenzenesulfonylmethyl]-1,1a,2,7b-tetrahydrocyclopropa[c]chromene-4-carboxylic acid

Guidance literature:: Multi-step reaction with 12 steps

1: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / tetrachloromethane / Reflux; UV-irradiation

2: Reflux

3: potassium carbonate / toluene; acetone / 4 h / Reflux

4: [bis(trifluoromethanesulfonyl)imidate](triphenylphosphine)gold (2:1) toluene adduct / toluene / Inert atmosphere; Heating

5: sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride / water / 3 h / 60 °C

6: zinc; ammonium chloride / ethanol / Reflux

7: zinc(II) chloride; acetyl chloride / diethyl ether / 1.5 h

8: potassium carbonate; potassium iodide / tetrahydrofuran / 2 h / 60 °C

9: dihydrogen peroxide / acetic acid / 48 h / 20 °C

10: tri tert-butylphosphoniumtetrafluoroborate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / 1,4-dioxane; dimethyl sulfoxide / 1.5 h / 100 °C / Inert atmosphere

11: lithium hydroxide; water / 1,4-dioxane / 5 h / 80 °C

12: Chiralpak IC column / ethanol; tert-butyl methyl ether / Resolution of racemate

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); [bis(trifluoromethanesulfonyl)imidate](triphenylphosphine)gold (2:1) toluene adduct; N-benzyl-N,N,N-triethylammonium chloride; water; dihydrogen peroxide; potassium carbonate; ammonium chloride; acetyl chloride; potassium iodide; sodium hydroxide; zinc(II) chloride; lithium hydroxide; tri tert-butylphosphoniumtetrafluoroborate; zinc; In tetrahydrofuran; 1,4-dioxane; tetrachloromethane; diethyl ether; ethanol; tert-butyl methyl ether; water; acetic acid; dimethyl sulfoxide; acetone; toluene;

Reference yield:

: 773853-92-2
2-bromo-4-fluorothiophenol

: 1448250-96-1
cis-(1aS,7bR)-5-[2-((Z)-3-diethylaminoprop-1-enyl)-4-fluorobenzenesulfonylmethyl]-1,1a,2,7b-tetrahydrocyclopropa[c]chromene-4-carboxylic acid

: 1448250-97-2
cis-(1aR,7bS)-5-[2-((Z)-3-diethylaminoprop-1-enyl)-4-fluorobenzenesulfonylmethyl]-1,1a,2,7b-tetrahydrocyclopropa[c]chromene-4-carboxylic acid

Guidance literature:: Multi-step reaction with 5 steps

1: potassium carbonate; potassium iodide / tetrahydrofuran / 2 h / 60 °C

2: dihydrogen peroxide / acetic acid / 48 h / 20 °C

3: tri tert-butylphosphoniumtetrafluoroborate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / 1,4-dioxane; dimethyl sulfoxide / 1.5 h / 100 °C / Inert atmosphere

4: lithium hydroxide; water / 1,4-dioxane / 5 h / 80 °C

5: Chiralpak IC column / ethanol; tert-butyl methyl ether / Resolution of racemate

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; water; dihydrogen peroxide; potassium carbonate; potassium iodide; lithium hydroxide; tri tert-butylphosphoniumtetrafluoroborate; In tetrahydrofuran; 1,4-dioxane; ethanol; tert-butyl methyl ether; acetic acid; dimethyl sulfoxide;