N-(tert-butoxycarbonyl)-N'-(3,5-dimethylphenyl)-(4R)-(3,5-dimethylphenylaminocarbonyloxy)-L-prolinamide

Base Information

• Chemical Name: N-(tert-butoxycarbonyl)-N'-(3,5-dimethylphenyl)-(4R)-(3,5-dimethylphenylaminocarbonyloxy)-L-prolinamide
• CAS No.: 744253-76-7
• Molecular Formula: C₂₇H₃₅N₃O₅
• Molecular Weight: 481.592

Synonyms:N-(tert-butoxycarbonyl)-N'-(3,5-dimethylphenyl)-(4R)-(3,5-dimethylphenylaminocarbonyloxy)-L-prolinamide

Chemical Property of N-(tert-butoxycarbonyl)-N'-(3,5-dimethylphenyl)-(4R)-(3,5-dimethylphenylaminocarbonyloxy)-L-prolinamide

Chemical Property:

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Technology Process of N-(tert-butoxycarbonyl)-N'-(3,5-dimethylphenyl)-(4R)-(3,5-dimethylphenylaminocarbonyloxy)-L-prolinamide

There total 3 articles about N-(tert-butoxycarbonyl)-N'-(3,5-dimethylphenyl)-(4R)-(3,5-dimethylphenylaminocarbonyloxy)-L-prolinamide 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: 65.0%

3,5-dimethylaminoaniline (108-69-0) + N-(tert-butoxycarbonyl)-(4R)-(3,5-dimethylphenylaminocarbonyloxy)-L-proline (744253-75-6) → N-(tert-butoxycarbonyl)-N'-(3,5-dimethylphenyl)-(4R)-(3,5-dimethylphenylaminocarbonyloxy)-L-prolinamide (744253-76-7)

Guidance literature:

With N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; In dichloromethane; at 20 ℃; for 60h;

DOI:10.1055/s-2004-822384

Reference yield:

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid (13726-69-7,946610-68-0) → N-(tert-butoxycarbonyl)-N'-(3,5-dimethylphenyl)-(4R)-(3,5-dimethylphenylaminocarbonyloxy)-L-prolinamide (744253-76-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / pyridine / 22 h / 115 °C

2: 65 percent / 1-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline / CH₂Cl₂ / 60 h / 20 °C

With pyridine; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; In dichloromethane;

DOI:10.1055/s-2004-822384

Reference yield:

3,5-dimethylphenyl isocyanate (54132-75-1) → N-(tert-butoxycarbonyl)-N'-(3,5-dimethylphenyl)-(4R)-(3,5-dimethylphenylaminocarbonyloxy)-L-prolinamide (744253-76-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / pyridine / 22 h / 115 °C

2: 65 percent / 1-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline / CH₂Cl₂ / 60 h / 20 °C

With pyridine; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; In dichloromethane;

DOI:10.1055/s-2004-822384

upstream raw materials:

3,5-dimethylaminoaniline

N-(tert-butoxycarbonyl)-(4R)-(3,5-dimethylphenylaminocarbonyloxy)-L-proline

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid

3,5-dimethylphenyl isocyanate

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