10-(4-fluorophenyl)-3-(1-hydroxycyclohexyl)-4-iodo-7,7-dimethyl-7,8-dihydropyrano[4,3-b]chromene-1,9(6H,10H)-dione

Base Information

Chemical Name:10-(4-fluorophenyl)-3-(1-hydroxycyclohexyl)-4-iodo-7,7-dimethyl-7,8-dihydropyrano[4,3-b]chromene-1,9(6H,10H)-dione
CAS No.:1446865-37-7
Molecular Formula:C₂₆H₂₆FIO₅
Molecular Weight:564.392
Hs Code.:

Synonyms:10-(4-fluorophenyl)-3-(1-hydroxycyclohexyl)-4-iodo-7,7-dimethyl-7,8-dihydropyrano[4,3-b]chromene-1,9(6H,10H)-dione

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Chemical Property of 10-(4-fluorophenyl)-3-(1-hydroxycyclohexyl)-4-iodo-7,7-dimethyl-7,8-dihydropyrano[4,3-b]chromene-1,9(6H,10H)-dione

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Technology Process of 10-(4-fluorophenyl)-3-(1-hydroxycyclohexyl)-4-iodo-7,7-dimethyl-7,8-dihydropyrano[4,3-b]chromene-1,9(6H,10H)-dione

There total 5 articles about 10-(4-fluorophenyl)-3-(1-hydroxycyclohexyl)-4-iodo-7,7-dimethyl-7,8-dihydropyrano[4,3-b]chromene-1,9(6H,10H)-dione 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: 54.0%

: 1446865-07-1
ethyl 4-(4-fluorophenyl)-2-((1-hydroxycyclohexyl)ethynyl)-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carboxylate

: 1446865-37-7
10-(4-fluorophenyl)-3-(1-hydroxycyclohexyl)-4-iodo-7,7-dimethyl-7,8-dihydropyrano[4,3-b]chromene-1,9(6H,10H)-dione

Guidance literature:: With iodine; In dichloromethane; at 20 ℃; for 4h; regioselective reaction; Inert atmosphere;
DOI:10.1016/j.bmcl.2013.05.014

Reference yield:

: 81829-64-3
ethyl 2-amino-4-(4-fluorophenyl)-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carboxylate

: 1446865-37-7
10-(4-fluorophenyl)-3-(1-hydroxycyclohexyl)-4-iodo-7,7-dimethyl-7,8-dihydropyrano[4,3-b]chromene-1,9(6H,10H)-dione

Guidance literature:: Multi-step reaction with 3 steps

1: copper(l) iodide; tert.-butylnitrite / acetonitrile / 2 h / 0 °C

2: copper(l) iodide; triphenylphosphine; palladium 10% on activated carbon; triethylamine / ethanol / 1 h / 60 °C / Inert atmosphere

3: iodine / dichloromethane / 4 h / 20 °C / Inert atmosphere

With copper(l) iodide; tert.-butylnitrite; palladium 10% on activated carbon; iodine; triethylamine; triphenylphosphine; In ethanol; dichloromethane; acetonitrile; 1: |Sandmeyer Reaction / 2: |Sonogashira Cross-Coupling;
DOI:10.1016/j.bmcl.2013.05.014

Reference yield:

: 126-81-8
dimedone

: 1446865-37-7
10-(4-fluorophenyl)-3-(1-hydroxycyclohexyl)-4-iodo-7,7-dimethyl-7,8-dihydropyrano[4,3-b]chromene-1,9(6H,10H)-dione

Guidance literature:: Multi-step reaction with 4 steps

1.1: dmap / ethanol

1.2: 80 °C

2.1: copper(l) iodide; tert.-butylnitrite / acetonitrile / 2 h / 0 °C

3.1: copper(l) iodide; triphenylphosphine; palladium 10% on activated carbon; triethylamine / ethanol / 1 h / 60 °C / Inert atmosphere

4.1: iodine / dichloromethane / 4 h / 20 °C / Inert atmosphere

With dmap; copper(l) iodide; tert.-butylnitrite; palladium 10% on activated carbon; iodine; triethylamine; triphenylphosphine; In ethanol; dichloromethane; acetonitrile; 2.1: |Sandmeyer Reaction / 3.1: |Sonogashira Cross-Coupling;
DOI:10.1016/j.bmcl.2013.05.014