(R)-N-(1-ethyl-5-fluoro-2,6'-dioxo-4'-phenyl-3',6'-dihydrospiro[indoline-3,2'-pyran]-5'-yl)benzamide

Base Information

Chemical Name:(R)-N-(1-ethyl-5-fluoro-2,6'-dioxo-4'-phenyl-3',6'-dihydrospiro[indoline-3,2'-pyran]-5'-yl)benzamide
CAS No.:1618107-26-8
Molecular Formula:C₂₇H₂₁FN₂O₄
Molecular Weight:456.473
Hs Code.:

Synonyms:(R)-N-(1-ethyl-5-fluoro-2,6'-dioxo-4'-phenyl-3',6'-dihydrospiro[indoline-3,2'-pyran]-5'-yl)benzamide

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Chemical Property of (R)-N-(1-ethyl-5-fluoro-2,6'-dioxo-4'-phenyl-3',6'-dihydrospiro[indoline-3,2'-pyran]-5'-yl)benzamide

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Technology Process of (R)-N-(1-ethyl-5-fluoro-2,6'-dioxo-4'-phenyl-3',6'-dihydrospiro[indoline-3,2'-pyran]-5'-yl)benzamide

There total 3 articles about (R)-N-(1-ethyl-5-fluoro-2,6'-dioxo-4'-phenyl-3',6'-dihydrospiro[indoline-3,2'-pyran]-5'-yl)benzamide 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: 63.0%

: 69015-75-4
(Z)-2-phenyl-4-(α-phenylethylidene)-5-(4H)-oxazolone

: 776-47-6
5-fluoro-1-ethyl-1H-indole-2,3-dione

: 1618107-26-8
(R)-N-(1-ethyl-5-fluoro-2,6'-dioxo-4'-phenyl-3',6'-dihydrospiro[indoline-3,2'-pyran]-5'-yl)benzamide

Guidance literature:: With (3R,8R,9S)-10,11-dihydro-3,9-epoxy-6'-hydroxycinchonane; In 1,2-dichloro-ethane; at 30 ℃; for 48h; enantioselective reaction;
DOI:10.1039/c4cc03896g

Reference yield:

: 5447-87-0
2-(1-phenylethylidene)propanedinitrile

: 1618107-26-8
(R)-N-(1-ethyl-5-fluoro-2,6'-dioxo-4'-phenyl-3',6'-dihydrospiro[indoline-3,2'-pyran]-5'-yl)benzamide

Guidance literature:: Multi-step reaction with 2 steps

1: acetic anhydride; sodium acetate / 3 h / Heating

2: (3R,8R,9S)-10,11-dihydro-3,9-epoxy-6'-hydroxycinchonane / 1,2-dichloro-ethane / 48 h / 30 °C

With sodium acetate; acetic anhydride; (3R,8R,9S)-10,11-dihydro-3,9-epoxy-6'-hydroxycinchonane; In 1,2-dichloro-ethane; 2: |Diels-Alder Cycloaddition;
DOI:10.1039/c4cc03896g

Reference yield:

: 98-86-2
acetophenone

: 1618107-26-8
(R)-N-(1-ethyl-5-fluoro-2,6'-dioxo-4'-phenyl-3',6'-dihydrospiro[indoline-3,2'-pyran]-5'-yl)benzamide

Guidance literature:: Multi-step reaction with 3 steps

1: ammonium acetate; acetic acid / toluene / 2 h / Dean-Stark; Reflux

2: acetic anhydride; sodium acetate / 3 h / Heating

3: (3R,8R,9S)-10,11-dihydro-3,9-epoxy-6'-hydroxycinchonane / 1,2-dichloro-ethane / 48 h / 30 °C

With ammonium acetate; sodium acetate; acetic anhydride; acetic acid; (3R,8R,9S)-10,11-dihydro-3,9-epoxy-6'-hydroxycinchonane; In 1,2-dichloro-ethane; toluene; 3: |Diels-Alder Cycloaddition;
DOI:10.1039/c4cc03896g