2-((2-((4-carbamimidoylphenoxy)methyl)-2,4-dimethyl-3,4-dihydro-2H-1,4-benzoxazin-7-yl)(3,5-difluorobenzyl)amino)acetic acid

Base Information

• Chemical Name: 2-((2-((4-carbamimidoylphenoxy)methyl)-2,4-dimethyl-3,4-dihydro-2H-1,4-benzoxazin-7-yl)(3,5-difluorobenzyl)amino)acetic acid
• CAS No.: 1370705-98-8
• Molecular Formula: C₂₇H₂₈F₂N₄O₄
• Molecular Weight: 510.541
• Mol file: 1370705-98-8.mol

Synonyms:

Chemical Property of 2-((2-((4-carbamimidoylphenoxy)methyl)-2,4-dimethyl-3,4-dihydro-2H-1,4-benzoxazin-7-yl)(3,5-difluorobenzyl)amino)acetic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-((2-((4-carbamimidoylphenoxy)methyl)-2,4-dimethyl-3,4-dihydro-2H-1,4-benzoxazin-7-yl)(3,5-difluorobenzyl)amino)acetic acid

There total 7 articles about 2-((2-((4-carbamimidoylphenoxy)methyl)-2,4-dimethyl-3,4-dihydro-2H-1,4-benzoxazin-7-yl)(3,5-difluorobenzyl)amino)acetic acid 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:

4-[(2,4-dimethyl-7-nitro-3,4-dihydro-2H-1,4-benzoxazin-2-yl)methoxy]benzonitrile (1056737-14-4) → 2-((2-((4-carbamimidoylphenoxy)methyl)-2,4-dimethyl-3,4-dihydro-2H-1,4-benzoxazin-7-yl)(3,5-difluorobenzyl)amino)acetic acid (1370705-98-8)

Guidance literature:

Multi-step reaction with 6 steps

1.1: palladium 10% on activated carbon; hydrogen / tetrahydrofuran / 2 h / 20 °C

2.1: methanol / 5 h / 20 °C / Inert atmosphere; Molecular sieve

3.1: sodium tetrahydroborate / methanol / 2 h / 20 °C

4.1: potassium carbonate / N,N-dimethyl-formamide / 24 h / 100 °C

5.1: hydrogenchloride / ethanol / 24.5 h / 20 °C

5.2: 24 h / 20 °C

6.1: lithium hydroxide / tetrahydrofuran; methanol / 2 h / 20 °C

6.2: pH 2

With hydrogenchloride; sodium tetrahydroborate; palladium 10% on activated carbon; hydrogen; potassium carbonate; lithium hydroxide; In tetrahydrofuran; methanol; ethanol; N,N-dimethyl-formamide; 5.1: Pinner amidine synthesis / 5.2: Pinner amidine synthesis;

DOI:10.1016/j.ejmech.2012.01.059

Reference yield:

4-((7-((3,5-difluorobenzyl)amino)-2,4-dimethyl-3,4-dihydro-2H-1,4-benzoxazin-2-yl)methoxy)benzonitrile (1370706-10-7) → 2-((2-((4-carbamimidoylphenoxy)methyl)-2,4-dimethyl-3,4-dihydro-2H-1,4-benzoxazin-7-yl)(3,5-difluorobenzyl)amino)acetic acid (1370705-98-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 24 h / 100 °C

2.1: hydrogenchloride / ethanol / 24.5 h / 20 °C

2.2: 24 h / 20 °C

3.1: lithium hydroxide / tetrahydrofuran; methanol / 2 h / 20 °C

3.2: pH 2

With hydrogenchloride; potassium carbonate; lithium hydroxide; In tetrahydrofuran; methanol; ethanol; N,N-dimethyl-formamide; 2.1: Pinner amidine synthesis / 2.2: Pinner amidine synthesis;

DOI:10.1016/j.ejmech.2012.01.059

Reference yield:

5-Nitro-2-aminophenol (121-88-0) → 2-((2-((4-carbamimidoylphenoxy)methyl)-2,4-dimethyl-3,4-dihydro-2H-1,4-benzoxazin-7-yl)(3,5-difluorobenzyl)amino)acetic acid (1370705-98-8)

Guidance literature:

Multi-step reaction with 10 steps

1.1: potassium fluoride / N,N-dimethyl-formamide / 60 °C

2.1: potassium fluoride / N,N-dimethyl-formamide / 20 °C

3.1: dimethylsulfide borane complex / tetrahydrofuran / 4 h / Reflux

4.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 48 h / Reflux

5.1: palladium 10% on activated carbon; hydrogen / tetrahydrofuran / 2 h / 20 °C

6.1: methanol / 5 h / 20 °C / Inert atmosphere; Molecular sieve

7.1: sodium tetrahydroborate / methanol / 2 h / 20 °C

8.1: potassium carbonate / N,N-dimethyl-formamide / 24 h / 100 °C

9.1: hydrogenchloride / ethanol / 24.5 h / 20 °C

9.2: 24 h / 20 °C

10.1: lithium hydroxide / tetrahydrofuran; methanol / 2 h / 20 °C

10.2: pH 2

With hydrogenchloride; potassium fluoride; sodium tetrahydroborate; di-isopropyl azodicarboxylate; dimethylsulfide borane complex; palladium 10% on activated carbon; hydrogen; potassium carbonate; triphenylphosphine; lithium hydroxide; In tetrahydrofuran; methanol; ethanol; N,N-dimethyl-formamide; 4.1: Mitsunobu reaction / 9.1: Pinner amidine synthesis / 9.2: Pinner amidine synthesis;

DOI:10.1016/j.ejmech.2012.01.059

upstream raw materials:

4-[(2,4-dimethyl-7-nitro-3,4-dihydro-2H-1,4-benzoxazin-2-yl)methoxy]benzonitrile

4-((7-((3,5-difluorobenzyl)amino)-2,4-dimethyl-3,4-dihydro-2H-1,4-benzoxazin-2-yl)methoxy)benzonitrile

ethyl 2-((2-((4-cyanophenoxy)methyl)-2,4-dimethyl-3,4-dihydro-2H-1,4-benzoxazin-7-yl)(3,5-difluorobenzyl)amino)acetate

3,4-dihydro-2-methyl-7-nitro-3-oxo-2H-1,4-benzoxazine-2-carboxylic acid ethyl ester