methyl 5-amino-6-fluoro-1,1a,2,7b-tetrahydrocyclopropa[c]chromene-4-carboxylate

Base Information

Chemical Name:methyl 5-amino-6-fluoro-1,1a,2,7b-tetrahydrocyclopropa[c]chromene-4-carboxylate
CAS No.:1609122-62-4
Molecular Formula:C₁₂H₁₂FNO₃
Molecular Weight:237.231
Hs Code.:

Synonyms:methyl 5-amino-6-fluoro-1,1a,2,7b-tetrahydrocyclopropa[c]chromene-4-carboxylate

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Chemical Property of methyl 5-amino-6-fluoro-1,1a,2,7b-tetrahydrocyclopropa[c]chromene-4-carboxylate

Chemical Property:

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Technology Process of methyl 5-amino-6-fluoro-1,1a,2,7b-tetrahydrocyclopropa[c]chromene-4-carboxylate

There total 1 articles about methyl 5-amino-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

: 1609122-62-4
methyl 5-amino-6-fluoro-1,1a,2,7b-tetrahydrocyclopropa[c]chromene-4-carboxylate

Guidance literature:: Multi-step reaction with 9 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

With pyridine; methanol; n-butyllithium; sulfuric acid; bis[(trifluoromethanesulfonyl)imidate]-2-(dicyclohexyl(2’,6’-dimethoxybiphenyl))phosphine gold(I); N-benzyl-N,N,N-triethylammonium chloride; pyridinium p-toluenesulfonate; potassium carbonate; ammonium chloride; sodium hydroxide; zinc; diazomethyl-trimethyl-silane; In tetrahydrofuran; ethanol; hexane; dichloromethane; water; acetone; toluene;

Reference yield:

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

: 1609122-62-4
methyl 5-amino-6-fluoro-1,1a,2,7b-tetrahydrocyclopropa[c]chromene-4-carboxylate

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

Guidance literature:: With sodium hexamethyldisilazane; In tetrahydrofuran; for 1h;

Reference yield:

: 1609122-62-4
methyl 5-amino-6-fluoro-1,1a,2,7b-tetrahydrocyclopropa[c]chromene-4-carboxylate

: 1609122-55-5
5-[2-((Z)-3-diethylaminoprop-1-enyl)-4-fluorobenzene-sulfonylamino]-6-fluoro-1,1a,2,7b-tetrahydrocyclopropa[c]chromene-4-carboxylic acid

Guidance literature:: Multi-step reaction with 3 steps

1: sodium hexamethyldisilazane / tetrahydrofuran / 1 h

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

3: lithium hydroxide; water / 1,4-dioxane / 6 h / 90 °C

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; water; sodium hexamethyldisilazane; lithium hydroxide; tri tert-butylphosphoniumtetrafluoroborate; In tetrahydrofuran; 1,4-dioxane; dimethyl sulfoxide;