Ethyl (1-{5-[3-(1,3-dioxo-1,3-dihydroisoindol-2-yl)-propoxy]-2-nitrobenzyl}-1,1-difluoromethyl)-phenylphosphinate

Base Information

Chemical Name:Ethyl (1-{5-[3-(1,3-dioxo-1,3-dihydroisoindol-2-yl)-propoxy]-2-nitrobenzyl}-1,1-difluoromethyl)-phenylphosphinate
CAS No.:272789-49-8
Molecular Formula:C₂₆H₂₃F₂N₂O₇P
Molecular Weight:544.448
Hs Code.:

Synonyms:Ethyl (1-{5-[3-(1,3-dioxo-1,3-dihydroisoindol-2-yl)-propoxy]-2-nitrobenzyl}-1,1-difluoromethyl)-phenylphosphinate

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Chemical Property of Ethyl (1-{5-[3-(1,3-dioxo-1,3-dihydroisoindol-2-yl)-propoxy]-2-nitrobenzyl}-1,1-difluoromethyl)-phenylphosphinate

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Technology Process of Ethyl (1-{5-[3-(1,3-dioxo-1,3-dihydroisoindol-2-yl)-propoxy]-2-nitrobenzyl}-1,1-difluoromethyl)-phenylphosphinate

There total 7 articles about Ethyl (1-{5-[3-(1,3-dioxo-1,3-dihydroisoindol-2-yl)-propoxy]-2-nitrobenzyl}-1,1-difluoromethyl)-phenylphosphinate 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: 70.0%

: Ethyl (1-{5-[3-(1,3-dioxo-1,3-dihydroisoindol-2-yl)-propoxy]-2-nitrobenzyl}-1-fluoromethyl)-phenylphosphinate

: 272789-49-8
Ethyl (1-{5-[3-(1,3-dioxo-1,3-dihydroisoindol-2-yl)-propoxy]-2-nitrobenzyl}-1,1-difluoromethyl)-phenylphosphinate

Guidance literature:: Ethyl (1-{5-[3-(1,3-dioxo-1,3-dihydroisoindol-2-yl)-propoxy]-2-nitrobenzyl}-1-fluoromethyl)-phenylphosphinate; With sodium hexamethyldisilazane; In tetrahydrofuran; at -90 ℃; for 0.25h;

With N-fluorobis(benzenesulfon)imide; In tetrahydrofuran; at -90 - 20 ℃;
DOI:10.1002/(SICI)1521-3765(20000317)6:6<1050::AID-CHEM1050>3.0.CO;2-5

Reference yield: 35.0%

: 272789-48-7
Ethyl {5-[3-(1,3-dioxo-1,3-dihydroisoindol-2-yl)-propoxy]-2-nitrobenzyl}-phenylphosphinate

: Ethyl (1-{5-[3-(1,3-dioxo-1,3-dihydroisoindol-2-yl)-propoxy]-2-nitrobenzyl}-1-fluoromethyl)-phenylphosphinate

: 272789-49-8
Ethyl (1-{5-[3-(1,3-dioxo-1,3-dihydroisoindol-2-yl)-propoxy]-2-nitrobenzyl}-1,1-difluoromethyl)-phenylphosphinate

Guidance literature:: Ethyl {5-[3-(1,3-dioxo-1,3-dihydroisoindol-2-yl)-propoxy]-2-nitrobenzyl}-phenylphosphinate; With sodium hexamethyldisilazane; In tetrahydrofuran; at -80 ℃; for 0.25h;

With N-fluorobis(benzenesulfon)imide; In tetrahydrofuran; at -80 - 20 ℃;
DOI:10.1002/(SICI)1521-3765(20000317)6:6<1050::AID-CHEM1050>3.0.CO;2-5

Reference yield:

: 5460-29-7
2-(3-bromopropyl)isoindole-1,3-dione

: 272789-49-8
Ethyl (1-{5-[3-(1,3-dioxo-1,3-dihydroisoindol-2-yl)-propoxy]-2-nitrobenzyl}-1,1-difluoromethyl)-phenylphosphinate

Guidance literature:: Multi-step reaction with 5 steps

1.1: 80 percent / K₂CO₃ / acetonitrile / 80 °C

2.1: 87 percent / NaBH₄ / tetrahydrofuran / 0 °C

3.1: 60 percent / PPh₃Br₂ / CH₂Cl₂ / 1 h / 20 °C

4.1: 99 percent / toluene / 18 h / Heating

5.1: NaHMDS / tetrahydrofuran / 0.25 h / -80 °C

5.2: 35 percent / N-fluorobenzenesulfonimide / tetrahydrofuran / -80 - 20 °C

With sodium tetrahydroborate; sodium hexamethyldisilazane; potassium carbonate; dibromotriphenylphosphorane; In tetrahydrofuran; dichloromethane; toluene; acetonitrile; 1.1: Etherification / 2.1: Reduction / 3.1: Substitution / 4.1: Michaelis-Arbuzov condensation / 5.1: Metallation / 5.2: Fluorination;
DOI:10.1002/(SICI)1521-3765(20000317)6:6<1050::AID-CHEM1050>3.0.CO;2-5