2-[2-amino-4-(1,3-dihydroisoindole-2-carbonyl)quinazolin-6-yl]-4-fluorobenzyl 2-tert-butoxycarbonylaminoacetate

Base Information

Chemical Name:2-[2-amino-4-(1,3-dihydroisoindole-2-carbonyl)quinazolin-6-yl]-4-fluorobenzyl 2-tert-butoxycarbonylaminoacetate
CAS No.:1367455-31-9
Molecular Formula:C₃₁H₃₀FN₅O₅
Molecular Weight:571.608
Hs Code.:

Synonyms:2-[2-amino-4-(1,3-dihydroisoindole-2-carbonyl)quinazolin-6-yl]-4-fluorobenzyl 2-tert-butoxycarbonylaminoacetate

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Chemical Property of 2-[2-amino-4-(1,3-dihydroisoindole-2-carbonyl)quinazolin-6-yl]-4-fluorobenzyl 2-tert-butoxycarbonylaminoacetate

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Technology Process of 2-[2-amino-4-(1,3-dihydroisoindole-2-carbonyl)quinazolin-6-yl]-4-fluorobenzyl 2-tert-butoxycarbonylaminoacetate

There total 7 articles about 2-[2-amino-4-(1,3-dihydroisoindole-2-carbonyl)quinazolin-6-yl]-4-fluorobenzyl 2-tert-butoxycarbonylaminoacetate 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: 97.0%

: 4530-20-5
BOC-glycine

: 1367454-30-5
[2-amino-6-[5-fluoro-2-(hydroxymethyl)phenyl]quinazolin-4-yl]isoindolin-2-ylmethanone

: 1367455-31-9
2-[2-amino-4-(1,3-dihydroisoindole-2-carbonyl)quinazolin-6-yl]-4-fluorobenzyl 2-tert-butoxycarbonylaminoacetate

Guidance literature:: BOC-glycine; With dicyclohexyl-carbodiimide; In dichloromethane; at 25 ℃; for 1h;

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

Reference yield:

: 59142-68-6
2-bromo-4-fluorobenzaldehyde

: 1367455-31-9
2-[2-amino-4-(1,3-dihydroisoindole-2-carbonyl)quinazolin-6-yl]-4-fluorobenzyl 2-tert-butoxycarbonylaminoacetate

Guidance literature:: Multi-step reaction with 3 steps

1.1: methanol; sodium tetrahydroborate / 1 h / 22 °C

2.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate / water; N,N-dimethyl-formamide / 0.5 h / 120 °C / Inert atmosphere; Microwave irradiation

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

3.2: 4 h / 25 °C

With methanol; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium tetrahydroborate; sodium carbonate; dicyclohexyl-carbodiimide; In dichloromethane; water; N,N-dimethyl-formamide; 2.1: |Suzuki Coupling;

Reference yield:

: 20780-76-1
5-iodoisatin

: 1367455-31-9
2-[2-amino-4-(1,3-dihydroisoindole-2-carbonyl)quinazolin-6-yl]-4-fluorobenzyl 2-tert-butoxycarbonylaminoacetate

Guidance literature:: Multi-step reaction with 5 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: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate / ethanol; water / 1 h / 100 °C / Inert atmosphere

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

5.2: 4 h / 25 °C

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate; dicyclohexyl-carbodiimide; cesium fluoride; In tetrahydrofuran; ethanol; dichloromethane; water; acetonitrile; 4.1: |Suzuki Coupling;