methyl 5-[2-((Z)-3-diethylaminoprop-1-enyl)-4-fluorobenzenesulfonylamino]-6-fluoro-1,1a,2,7b-tetrahydrocyclopropa[c]chromene-4-carboxylate

Base Information

Chemical Name:methyl 5-[2-((Z)-3-diethylaminoprop-1-enyl)-4-fluorobenzenesulfonylamino]-6-fluoro-1,1a,2,7b-tetrahydrocyclopropa[c]chromene-4-carboxylate
CAS No.:1609122-60-2
Molecular Formula:C₂₅H₂₈F₂N₂O₅S
Molecular Weight:506.571
Hs Code.:

Synonyms:methyl 5-[2-((Z)-3-diethylaminoprop-1-enyl)-4-fluorobenzenesulfonylamino]-6-fluoro-1,1a,2,7b-tetrahydrocyclopropa[c]chromene-4-carboxylate

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Chemical Property of methyl 5-[2-((Z)-3-diethylaminoprop-1-enyl)-4-fluorobenzenesulfonylamino]-6-fluoro-1,1a,2,7b-tetrahydrocyclopropa[c]chromene-4-carboxylate

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Technology Process of methyl 5-[2-((Z)-3-diethylaminoprop-1-enyl)-4-fluorobenzenesulfonylamino]-6-fluoro-1,1a,2,7b-tetrahydrocyclopropa[c]chromene-4-carboxylate

There total 9 articles about methyl 5-[2-((Z)-3-diethylaminoprop-1-enyl)-4-fluorobenzenesulfonylamino]-6-fluoro-1,1a,2,7b-tetrahydrocyclopropa[c]chromene-4-carboxylate 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:

: 62257-16-3
5-hydroxy-2-fluoroaniline

: 1609122-60-2
methyl 5-[2-((Z)-3-diethylaminoprop-1-enyl)-4-fluorobenzenesulfonylamino]-6-fluoro-1,1a,2,7b-tetrahydrocyclopropa[c]chromene-4-carboxylate

Guidance literature:: Multi-step reaction with 11 steps

1.1: pyridine / 1 h / 0 - 20 °C

2.1: pyridinium p-toluenesulfonate / dichloromethane / Reflux

3.1: n-butyllithium / hexane; tetrahydrofuran / 1.17 h / -78 - 0 °C

3.2: -78 - 20 °C

3.3: 20 °C

4.1: diazomethyl-trimethyl-silane / toluene / 4 h / 0 - 20 °C

5.1: potassium carbonate / toluene; acetone / 6 h / Reflux

6.1: bis[(trifluoromethanesulfonyl)imidate]-2-(dicyclohexyl(2’,6’-dimethoxybiphenyl))phosphine gold(I) / toluene / 3 h / 85 °C

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

8.1: zinc; ammonium chloride / ethanol / Reflux

9.1: sulfuric acid; methanol / Reflux

10.1: sodium hexamethyldisilazane / tetrahydrofuran / 1 h

11.1: tri tert-butylphosphoniumtetrafluoroborate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / dimethyl sulfoxide; 1,4-dioxane / 80 °C

With pyridine; methanol; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; n-butyllithium; sulfuric acid; bis[(trifluoromethanesulfonyl)imidate]-2-(dicyclohexyl(2’,6’-dimethoxybiphenyl))phosphine gold(I); N-benzyl-N,N,N-triethylammonium chloride; sodium hexamethyldisilazane; pyridinium p-toluenesulfonate; potassium carbonate; ammonium chloride; sodium hydroxide; tri tert-butylphosphoniumtetrafluoroborate; zinc; diazomethyl-trimethyl-silane; In tetrahydrofuran; 1,4-dioxane; ethanol; hexane; dichloromethane; water; dimethyl sulfoxide; acetone; toluene;

Reference yield:

: 681247-87-0,681247-88-1
N,N-diethyl-N-((Z)-1-tributylstannanylprop-1-en-3-yl)-amine

: 1609122-61-3
methyl (2-bromo-4-fluorobenzenesulfonylamino)-6-fluoro-1,1a,2,7b-tetrahydrocyclopropa[c]chromene-4-carboxylate

: 1609122-60-2
methyl 5-[2-((Z)-3-diethylaminoprop-1-enyl)-4-fluorobenzenesulfonylamino]-6-fluoro-1,1a,2,7b-tetrahydrocyclopropa[c]chromene-4-carboxylate

Guidance literature:: With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tri tert-butylphosphoniumtetrafluoroborate; In 1,4-dioxane; dimethyl sulfoxide; at 80 ℃;

Reference yield:

: 1609122-66-8
methyl 2-(2,2-dimethylpropionylamino)-3-fluoro-6-(prop-2-ynyloxy)benzoate

: 1609122-60-2
methyl 5-[2-((Z)-3-diethylaminoprop-1-enyl)-4-fluorobenzenesulfonylamino]-6-fluoro-1,1a,2,7b-tetrahydrocyclopropa[c]chromene-4-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1: bis[(trifluoromethanesulfonyl)imidate]-2-(dicyclohexyl(2’,6’-dimethoxybiphenyl))phosphine gold(I) / toluene / 3 h / 85 °C

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

3: zinc; ammonium chloride / ethanol / Reflux

4: sulfuric acid; methanol / Reflux

5: sodium hexamethyldisilazane / tetrahydrofuran / 1 h

6: tri tert-butylphosphoniumtetrafluoroborate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / dimethyl sulfoxide; 1,4-dioxane / 80 °C

With methanol; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; sulfuric acid; bis[(trifluoromethanesulfonyl)imidate]-2-(dicyclohexyl(2’,6’-dimethoxybiphenyl))phosphine gold(I); N-benzyl-N,N,N-triethylammonium chloride; sodium hexamethyldisilazane; ammonium chloride; sodium hydroxide; tri tert-butylphosphoniumtetrafluoroborate; zinc; In tetrahydrofuran; 1,4-dioxane; ethanol; water; dimethyl sulfoxide; toluene;