(R)-N-((S)-4-methyl-1-(methylamino)-1-oxopentan-2-yl)-1-(2-((S)-3-methyl-2-pivalamidobutanamido)benzoyl)pyrrolidine-2-carboxamide

Base Information

• Chemical Name: (R)-N-((S)-4-methyl-1-(methylamino)-1-oxopentan-2-yl)-1-(2-((S)-3-methyl-2-pivalamidobutanamido)benzoyl)pyrrolidine-2-carboxamide
• CAS No.: 1539320-46-1
• Molecular Formula: C₂₉H₄₅N₅O₅
• Molecular Weight: 543.707
• Mol file: 1539320-46-1.mol

Synonyms:

Chemical Property of (R)-N-((S)-4-methyl-1-(methylamino)-1-oxopentan-2-yl)-1-(2-((S)-3-methyl-2-pivalamidobutanamido)benzoyl)pyrrolidine-2-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-N-((S)-4-methyl-1-(methylamino)-1-oxopentan-2-yl)-1-(2-((S)-3-methyl-2-pivalamidobutanamido)benzoyl)pyrrolidine-2-carboxamide

There total 10 articles about (R)-N-((S)-4-methyl-1-(methylamino)-1-oxopentan-2-yl)-1-(2-((S)-3-methyl-2-pivalamidobutanamido)benzoyl)pyrrolidine-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:

C32H39N5O6 + pivaloyl chloride (3282-30-2) → (R)-N-((S)-4-methyl-1-(methylamino)-1-oxopentan-2-yl)-1-(2-((S)-3-methyl-2-pivalamidobutanamido)benzoyl)pyrrolidine-2-carboxamide (1539320-46-1)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1039/c3ob42016g

Reference yield:

(S)-methyl 2-((R)-1-(2-((S)-2-(1,3-dioxoisoindolin-2-yl)-3-methylbutanamido)benzoyl)pyrrolidine-2-carboxamido)-4-methylpentanoate (1539320-92-7) → (R)-N-((S)-4-methyl-1-(methylamino)-1-oxopentan-2-yl)-1-(2-((S)-3-methyl-2-pivalamidobutanamido)benzoyl)pyrrolidine-2-carboxamide (1539320-46-1)

Guidance literature:

Multi-step reaction with 2 steps

1: methanol / 20 °C

2: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere

With triethylamine; In methanol; dichloromethane;

DOI:10.1039/c3ob42016g

Reference yield:

N-(tert-butoxycarbonyl)-D-proline (37784-17-1,59433-50-0) → (R)-N-((S)-4-methyl-1-(methylamino)-1-oxopentan-2-yl)-1-(2-((S)-3-methyl-2-pivalamidobutanamido)benzoyl)pyrrolidine-2-carboxamide (1539320-46-1)

Guidance literature:

Multi-step reaction with 7 steps

1: dicyclohexyl-carbodiimide; dmap / dichloromethane / 12 h

2: trifluoroacetic acid / dichloromethane / 3 h / 20 °C

3: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / dichloromethane / 12 h / 0 °C

4: trifluoroacetic acid / dichloromethane / 2 h

5: triethylamine / dichloromethane / 1 h / 20 °C

6: methanol / 20 °C

7: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere

With dmap; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; In methanol; dichloromethane;

DOI:10.1039/c3ob42016g

upstream raw materials:

(S)-methyl 2-((R)-1-(2-((S)-2-(1,3-dioxoisoindolin-2-yl)-3-methylbutanamido)benzoyl)pyrrolidine-2-carboxamido)-4-methylpentanoate

N-(tert-butoxycarbonyl)-D-proline

(S)-Leu-OMe

(R)-tert-butyl 2-(((S)-1-methoxy-4-methyl-1-oxopentan-2-yl)carbamoyl)pyrrolidine-1-carboxylate