tert-butyl 2-((S)-2-(2-((S)-2-(2-((S)-2-(2-((S)-2-(methylcarbamoyl)pyrrolidine-1-carbonyl)benzylcarbamoyl)pyrrolidine-1-carbonyl)benzylcarbamoyl)pyrrolidine-1-carbonyl)benzylcarbamoyl)pyrrolidine-1-carbonyl)benzylcarbamate

Base Information

• Chemical Name: tert-butyl 2-((S)-2-(2-((S)-2-(2-((S)-2-(2-((S)-2-(methylcarbamoyl)pyrrolidine-1-carbonyl)benzylcarbamoyl)pyrrolidine-1-carbonyl)benzylcarbamoyl)pyrrolidine-1-carbonyl)benzylcarbamoyl)pyrrolidine-1-carbonyl)benzylcarbamate
• CAS No.: 1374822-21-5
• Molecular Formula: C₅₈H₆₉N₉O₁₀
• Molecular Weight: 1052.24

Synonyms:

Chemical Property of tert-butyl 2-((S)-2-(2-((S)-2-(2-((S)-2-(2-((S)-2-(methylcarbamoyl)pyrrolidine-1-carbonyl)benzylcarbamoyl)pyrrolidine-1-carbonyl)benzylcarbamoyl)pyrrolidine-1-carbonyl)benzylcarbamoyl)pyrrolidine-1-carbonyl)benzylcarbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl 2-((S)-2-(2-((S)-2-(2-((S)-2-(2-((S)-2-(methylcarbamoyl)pyrrolidine-1-carbonyl)benzylcarbamoyl)pyrrolidine-1-carbonyl)benzylcarbamoyl)pyrrolidine-1-carbonyl)benzylcarbamoyl)pyrrolidine-1-carbonyl)benzylcarbamate

There total 11 articles about tert-butyl 2-((S)-2-(2-((S)-2-(2-((S)-2-(2-((S)-2-(methylcarbamoyl)pyrrolidine-1-carbonyl)benzylcarbamoyl)pyrrolidine-1-carbonyl)benzylcarbamoyl)pyrrolidine-1-carbonyl)benzylcarbamoyl)pyrrolidine-1-carbonyl)benzylcarbamate 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:

methyl 2-bromomethylbenzoate (2417-73-4) → tert-butyl 2-((S)-2-(2-((S)-2-(2-((S)-2-(2-((S)-2-(methylcarbamoyl)pyrrolidine-1-carbonyl)benzylcarbamoyl)pyrrolidine-1-carbonyl)benzylcarbamoyl)pyrrolidine-1-carbonyl)benzylcarbamoyl)pyrrolidine-1-carbonyl)benzylcarbamate (1374822-21-5)

Guidance literature:

Multi-step reaction with 10 steps

1: sodium azide / methanol / 24 h / Reflux

2: sodium hydroxide / methanol / 0.5 h / 20 °C

3: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 0 - 20 °C

4: triethylamine / dichloromethane / 20 °C / Cooling with ice

5: palladium 10% on activated carbon; hydrogen; triethylamine / ethyl acetate / 5 h / 20 °C / 3102.97 Torr

6: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

7: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 20 °C / Cooling with ice

8: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

9: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 20 °C / Cooling with ice

10: methanol / 6 h / 20 °C / Saturated solution

With sodium azide; oxalyl dichloride; palladium 10% on activated carbon; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N,N-dimethyl-formamide; trifluoroacetic acid; sodium hydroxide; In methanol; dichloromethane; ethyl acetate;

DOI:10.1016/j.tet.2012.02.006

Reference yield:

2-Methyl-benzoic acid methyl ester (89-71-4) → tert-butyl 2-((S)-2-(2-((S)-2-(2-((S)-2-(2-((S)-2-(methylcarbamoyl)pyrrolidine-1-carbonyl)benzylcarbamoyl)pyrrolidine-1-carbonyl)benzylcarbamoyl)pyrrolidine-1-carbonyl)benzylcarbamoyl)pyrrolidine-1-carbonyl)benzylcarbamate (1374822-21-5)

Guidance literature:

Multi-step reaction with 11 steps

1: N-Bromosuccinimide; dibenzoyl peroxide / tetrachloromethane / 1 h / Reflux

2: sodium azide / methanol / 24 h / Reflux

3: sodium hydroxide / methanol / 0.5 h / 20 °C

4: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 0 - 20 °C

5: triethylamine / dichloromethane / 20 °C / Cooling with ice

6: palladium 10% on activated carbon; hydrogen; triethylamine / ethyl acetate / 5 h / 20 °C / 3102.97 Torr

7: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

8: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 20 °C / Cooling with ice

9: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

10: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 20 °C / Cooling with ice

11: methanol / 6 h / 20 °C / Saturated solution

With N-Bromosuccinimide; sodium azide; oxalyl dichloride; palladium 10% on activated carbon; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N,N-dimethyl-formamide; trifluoroacetic acid; sodium hydroxide; dibenzoyl peroxide; In methanol; tetrachloromethane; dichloromethane; ethyl acetate;

DOI:10.1016/j.tet.2012.02.006

Reference yield:

(S)-methyl 1-(2-(azidomethyl)benzoyl)pyrrolidine-2-carboxylate (1374822-13-5) → tert-butyl 2-((S)-2-(2-((S)-2-(2-((S)-2-(2-((S)-2-(methylcarbamoyl)pyrrolidine-1-carbonyl)benzylcarbamoyl)pyrrolidine-1-carbonyl)benzylcarbamoyl)pyrrolidine-1-carbonyl)benzylcarbamoyl)pyrrolidine-1-carbonyl)benzylcarbamate (1374822-21-5)

Guidance literature:

Multi-step reaction with 6 steps

1: palladium 10% on activated carbon; hydrogen; triethylamine / ethyl acetate / 5 h / 20 °C / 3102.97 Torr

2: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

3: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 20 °C / Cooling with ice

4: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

5: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 20 °C / Cooling with ice

6: methanol / 6 h / 20 °C / Saturated solution

With palladium 10% on activated carbon; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; In methanol; dichloromethane; ethyl acetate;

DOI:10.1016/j.tet.2012.02.006

upstream raw materials:

methyl 2-bromomethylbenzoate

(S)-methyl 1-(2-(azidomethyl)benzoyl)pyrrolidine-2-carboxylate

(S)-methyl 1-(2-((tert-butoxycarbonylamino)methyl)benzoyl)pyrrolidine-2-carboxylate

(S)-1-(2-((tert-butoxycarbonylamino)methyl)benzoyl)pyrrolidine-2-carboxylic acid

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