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

Base Information

Chemical Name:(1aS,7bR)-5-[2-((Z)-3-diethylaminoprop-1-enyl)-4-fluorobenzenesulfonylamino]-1,1a,2,7b-tetrahydrocyclopropa[c]chromene-4-carboxylic acid
CAS No.:1412973-97-7
Molecular Formula:C₂₄H₂₇FN₂O₅S
Molecular Weight:474.553
Hs Code.:

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

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

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

There total 18 articles about (1aS,7bR)-5-[2-((Z)-3-diethylaminoprop-1-enyl)-4-fluorobenzenesulfonylamino]-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:

: 1412973-95-5
(1aRS,7bSR)-5-[2-((Z)-3-diethylaminoprop-1-enyl)-4-fluorobenzenesulfonylamino]-1,1a,2,7b-tetrahydrocyclopropa[c]chromene-4-carboxylic acid

: 1412973-97-7
(1aS,7bR)-5-[2-((Z)-3-diethylaminoprop-1-enyl)-4-fluorobenzenesulfonylamino]-1,1a,2,7b-tetrahydrocyclopropa[c]chromene-4-carboxylic acid

: 1412973-99-9
(1aR,7bS)-5-[2-((Z)-3-diethylaminoprop-1-enyl)-4-fluorobenzenesulfonylamino]-1,1a,2,7b-tetrahydrocyclopropa[c]chromene-4-carboxylic acid

Guidance literature:: With ChiralPak IC column;

Reference yield:

: 64241-01-6
methyl 2-amino-6-hydroxybenzoate

: 1412973-97-7
(1aS,7bR)-5-[2-((Z)-3-diethylaminoprop-1-enyl)-4-fluorobenzenesulfonylamino]-1,1a,2,7b-tetrahydrocyclopropa[c]chromene-4-carboxylic acid

: 1412973-99-9
(1aR,7bS)-5-[2-((Z)-3-diethylaminoprop-1-enyl)-4-fluorobenzenesulfonylamino]-1,1a,2,7b-tetrahydrocyclopropa[c]chromene-4-carboxylic acid

Guidance literature:: Multi-step reaction with 10 steps

1.1: sodium hydrogencarbonate / ethyl acetate; water / 2.5 h / 20 °C

2.1: potassium carbonate / toluene; acetone / 8 h / Reflux

3.1: toluene / 3 h / 85 °C / Inert atmosphere

4.1: sodium hydroxide; water; N-benzyl-N,N,N-triethylammonium chloride; Bromoform / 2 h / 60 °C

5.1: zinc; ammonium chloride / ethanol / 6 h / Reflux; Inert atmosphere

6.1: sulfuric acid / methanol / 60 h / Reflux; Inert atmosphere

7.1: dichloromethane; pyridine / 5 h / 20 °C

8.1: tri tert-butylphosphoniumtetrafluoroborate / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / 1,4-dioxane; dimethyl sulfoxide / 0.75 h / 95 °C / Inert atmosphere

9.1: water; lithium hydroxide monohydrate / 1,4-dioxane / 0.5 h / 135 °C / Microwave irradiation

9.2: pH 4

10.1: ChiralPak IC / dichloromethane; isopropyl alcohol; tert-butyl methyl ether / Resolution of racemate

With lithium hydroxide monohydrate; Bromoform; sulfuric acid; N-benzyl-N,N,N-triethylammonium chloride; water; sodium hydrogencarbonate; potassium carbonate; ammonium chloride; sodium hydroxide; tri tert-butylphosphoniumtetrafluoroborate; zinc; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In 1,4-dioxane; pyridine; methanol; ethanol; dichloromethane; tert-butyl methyl ether; water; dimethyl sulfoxide; ethyl acetate; isopropyl alcohol; acetone; toluene;

Reference yield:

: 351003-45-7
2-bromo-4-fluorobenzene-1-sulfonyl chloride

: 1412973-97-7
(1aS,7bR)-5-[2-((Z)-3-diethylaminoprop-1-enyl)-4-fluorobenzenesulfonylamino]-1,1a,2,7b-tetrahydrocyclopropa[c]chromene-4-carboxylic acid

: 1412973-99-9
(1aR,7bS)-5-[2-((Z)-3-diethylaminoprop-1-enyl)-4-fluorobenzenesulfonylamino]-1,1a,2,7b-tetrahydrocyclopropa[c]chromene-4-carboxylic acid

Guidance literature:: Multi-step reaction with 4 steps

1.1: dichloromethane; pyridine / 5 h / 20 °C

2.1: tri tert-butylphosphoniumtetrafluoroborate / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / 1,4-dioxane; dimethyl sulfoxide / 0.75 h / 95 °C / Inert atmosphere

3.1: water; lithium hydroxide monohydrate / 1,4-dioxane / 0.5 h / 135 °C / Microwave irradiation

3.2: pH 4

4.1: ChiralPak IC / dichloromethane; isopropyl alcohol; tert-butyl methyl ether / Resolution of racemate

With lithium hydroxide monohydrate; water; tri tert-butylphosphoniumtetrafluoroborate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In 1,4-dioxane; pyridine; dichloromethane; tert-butyl methyl ether; dimethyl sulfoxide; isopropyl alcohol;