(S)-N-(2-(2-(2-(4-oxo-4H-benzo[d][1,3]oxazin-2-yl)phenylcarbamoyl)phenylcarbamoyl)phenyl)-1-pivaloylpyrrolidine-2-carboxamide

Base Information

• Chemical Name: (S)-N-(2-(2-(2-(4-oxo-4H-benzo[d][1,3]oxazin-2-yl)phenylcarbamoyl)phenylcarbamoyl)phenyl)-1-pivaloylpyrrolidine-2-carboxamide
• CAS No.: 1448441-19-7
• Molecular Formula: C₃₈H₃₅N₅O₆
• Molecular Weight: 657.726
• Mol file: 1448441-19-7.mol

Synonyms:(S)-N-(2-(2-(2-(4-oxo-4H-benzo[d][1,3]oxazin-2-yl)phenylcarbamoyl)phenylcarbamoyl)phenyl)-1-pivaloylpyrrolidine-2-carboxamide

Chemical Property of (S)-N-(2-(2-(2-(4-oxo-4H-benzo[d][1,3]oxazin-2-yl)phenylcarbamoyl)phenylcarbamoyl)phenyl)-1-pivaloylpyrrolidine-2-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-N-(2-(2-(2-(4-oxo-4H-benzo[d][1,3]oxazin-2-yl)phenylcarbamoyl)phenylcarbamoyl)phenyl)-1-pivaloylpyrrolidine-2-carboxamide

There total 14 articles about (S)-N-(2-(2-(2-(4-oxo-4H-benzo[d][1,3]oxazin-2-yl)phenylcarbamoyl)phenylcarbamoyl)phenyl)-1-pivaloylpyrrolidine-2-carboxamide 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:

(S)-2-(2-(2-(2-(1-pivaloylpyrrolidine-2-carboxamido)benzamido)benzamido)benzamido)benzoic acid (1464830-97-4) → (S)-N-(2-(2-(2-(4-oxo-4H-benzo[d][1,3]oxazin-2-yl)phenylcarbamoyl)phenylcarbamoyl)phenyl)-1-pivaloylpyrrolidine-2-carboxamide (1448441-19-7)

Guidance literature:

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 0 - 20 ℃;

DOI:10.1021/ja405455g

Reference yield:

methyl N-[[N-(N-anthraniloyl)anthraniloyl]anthraniloyl]anthranilate (180132-96-1) → (S)-N-(2-(2-(2-(4-oxo-4H-benzo[d][1,3]oxazin-2-yl)phenylcarbamoyl)phenylcarbamoyl)phenyl)-1-pivaloylpyrrolidine-2-carboxamide (1448441-19-7)

Guidance literature:

Multi-step reaction with 5 steps

1: tetrahydrofuran / 9 h / 0 - 70 °C

2: trifluoroacetic acid / dichloromethane / 2 h / 20 °C

3: triethylamine / dichloromethane / 1 h / 0 °C

4: lithium hydroxide; water / tetrahydrofuran

5: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0 - 20 °C

With water; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; lithium hydroxide; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ja405455g

Reference yield:

2-nitrobenzyl chloride (610-14-0) → (S)-N-(2-(2-(2-(4-oxo-4H-benzo[d][1,3]oxazin-2-yl)phenylcarbamoyl)phenylcarbamoyl)phenyl)-1-pivaloylpyrrolidine-2-carboxamide (1448441-19-7)

Guidance literature:

Multi-step reaction with 11 steps

1: triethylamine / dichloromethane

2: palladium(II) hydroxide; methanol / 4 h

3: triethylamine / dichloromethane

4: palladium(II) hydroxide; methanol / 4 h

5: triethylamine / dichloromethane

6: palladium(II) hydroxide; methanol / 4 h

7: tetrahydrofuran / 9 h / 0 - 70 °C

8: trifluoroacetic acid / dichloromethane / 2 h / 20 °C

9: triethylamine / dichloromethane / 1 h / 0 °C

10: lithium hydroxide; water / tetrahydrofuran

11: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0 - 20 °C

With methanol; water; palladium(II) hydroxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; lithium hydroxide; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ja405455g

upstream raw materials:

2-nitrobenzyl chloride

methyl N-<2-(o-aminobenzamido)benzoyl>anthranilate

methyl N-[[N-(N-anthraniloyl)anthraniloyl]anthraniloyl]anthranilate

(S)-tert-butyl2-{[2-({2-[(2-{[2-(methoxycarbonyl)phenyl]carbamoyl}phenyl)carbamoyl]phenyl}carbamoyl)phenyl]carbamoyl}pyrrolidine-1-carboxylate

Downstream raw materials:

methyl 2-(2-(2-(2-((R)-1-(2-(2-(2-(2-((S)-1-pivaloylpyrrolidine-2-carboxamido)benzamido)benzamido)benzamido)benzoyl)pyrrolidine-2-carboxamido)benzamido)benzamido)benzamido)benzoate