2-[2-amino-4-(1,3-dihydroisoindole-2-carbonyl)quinazolin-6-yl]-4,5-difluorobenzyl (S)-2,6-bis-tert-butoxycarbonylaminohexanoate

Base Information

Chemical Name:2-[2-amino-4-(1,3-dihydroisoindole-2-carbonyl)quinazolin-6-yl]-4,5-difluorobenzyl (S)-2,6-bis-tert-butoxycarbonylaminohexanoate
CAS No.:1367454-95-2
Molecular Formula:C₄₀H₄₆F₂N₆O₇
Molecular Weight:760.838
Hs Code.:

Synonyms:2-[2-amino-4-(1,3-dihydroisoindole-2-carbonyl)quinazolin-6-yl]-4,5-difluorobenzyl (S)-2,6-bis-tert-butoxycarbonylaminohexanoate

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Chemical Property of 2-[2-amino-4-(1,3-dihydroisoindole-2-carbonyl)quinazolin-6-yl]-4,5-difluorobenzyl (S)-2,6-bis-tert-butoxycarbonylaminohexanoate

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Technology Process of 2-[2-amino-4-(1,3-dihydroisoindole-2-carbonyl)quinazolin-6-yl]-4,5-difluorobenzyl (S)-2,6-bis-tert-butoxycarbonylaminohexanoate

There total 6 articles about 2-[2-amino-4-(1,3-dihydroisoindole-2-carbonyl)quinazolin-6-yl]-4,5-difluorobenzyl (S)-2,6-bis-tert-butoxycarbonylaminohexanoate 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%

: 1367454-32-7
[2-amino-6-[4,5-difluoro-2-(hydroxymethyl)phenyl]quinazolin-4-yl]isoindolin-2-ylmethanone

: 2483-46-7
Boc-Lys(Boc)-OH

: 1367454-95-2
2-[2-amino-4-(1,3-dihydroisoindole-2-carbonyl)quinazolin-6-yl]-4,5-difluorobenzyl (S)-2,6-bis-tert-butoxycarbonylaminohexanoate

Guidance literature:: Boc-Lys(Boc)-OH; With dicyclohexyl-carbodiimide; In dichloromethane; at 25 ℃; for 1h;

[2-amino-6-[4,5-difluoro-2-(hydroxymethyl)phenyl]quinazolin-4-yl]isoindolin-2-ylmethanone; With dmap; In tetrahydrofuran; dichloromethane; at 25 ℃; for 16h;

Reference yield:

: 1228311-57-6
[2-amino-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)quinazolin-4-yl]-(1,3-dihydroisoindol-2-yl)methanone

: 1367454-95-2
2-[2-amino-4-(1,3-dihydroisoindole-2-carbonyl)quinazolin-6-yl]-4,5-difluorobenzyl (S)-2,6-bis-tert-butoxycarbonylaminohexanoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate / ethanol; water / 0.5 h / 120 °C / Inert atmosphere

2.1: dicyclohexyl-carbodiimide / dichloromethane / 1 h / 25 °C

2.2: 16 h / 25 °C

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate; dicyclohexyl-carbodiimide; In ethanol; dichloromethane; water; 1.1: |Suzuki Coupling;

Reference yield:

: 20780-76-1
5-iodoisatin

: 1367454-95-2
2-[2-amino-4-(1,3-dihydroisoindole-2-carbonyl)quinazolin-6-yl]-4,5-difluorobenzyl (S)-2,6-bis-tert-butoxycarbonylaminohexanoate

Guidance literature:: Multi-step reaction with 6 steps

1.1: tetrahydrofuran / 16 h / 10 - 23 °C

2.1: tetrahydrofuran / 0.5 h / 25 °C

3.1: cesium fluoride / acetonitrile / 0.33 h / 20 °C / Inert atmosphere

4.1: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / dimethyl sulfoxide / 1 h / 80 °C / Inert atmosphere

5.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate / ethanol; water / 0.5 h / 120 °C / Inert atmosphere

6.1: dicyclohexyl-carbodiimide / dichloromethane / 1 h / 25 °C

6.2: 16 h / 25 °C

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; potassium carbonate; dicyclohexyl-carbodiimide; cesium fluoride; In tetrahydrofuran; ethanol; dichloromethane; water; dimethyl sulfoxide; acetonitrile; 5.1: |Suzuki Coupling;