(S)-methyl 2-((R)-2-(3-(4-ethyl-3,5-dimethyl-1H-pyrrol-2-yl)propanamido)-3-phenylpropanamido)-4-methylpentanoate

Base Information

• Chemical Name: (S)-methyl 2-((R)-2-(3-(4-ethyl-3,5-dimethyl-1H-pyrrol-2-yl)propanamido)-3-phenylpropanamido)-4-methylpentanoate
• CAS No.: 1632323-09-1
• Molecular Formula: C₂₇H₃₉N₃O₄
• Molecular Weight: 469.624

Synonyms:(S)-methyl 2-((R)-2-(3-(4-ethyl-3,5-dimethyl-1H-pyrrol-2-yl)propanamido)-3-phenylpropanamido)-4-methylpentanoate

Chemical Property of (S)-methyl 2-((R)-2-(3-(4-ethyl-3,5-dimethyl-1H-pyrrol-2-yl)propanamido)-3-phenylpropanamido)-4-methylpentanoate

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Technology Process of (S)-methyl 2-((R)-2-(3-(4-ethyl-3,5-dimethyl-1H-pyrrol-2-yl)propanamido)-3-phenylpropanamido)-4-methylpentanoate

There total 4 articles about (S)-methyl 2-((R)-2-(3-(4-ethyl-3,5-dimethyl-1H-pyrrol-2-yl)propanamido)-3-phenylpropanamido)-4-methylpentanoate 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: 68.0%

2,4-dimethyl-3-ethyl-pyrrole (517-22-6) + (S)-methyl 2-((R)-2-acrylamido-3-phenylpropanamido)-4-methylpentanoate (1632323-06-8) → (S)-methyl 2-((R)-2-(3-(4-ethyl-3,5-dimethyl-1H-pyrrol-2-yl)propanamido)-3-phenylpropanamido)-4-methylpentanoate (1632323-09-1)

Guidance literature:

2,4-dimethyl-3-ethyl-pyrrole; With aluminum (III) chloride; In dichloromethane; at 25 ℃; Inert atmosphere;

(S)-methyl 2-((R)-2-acrylamido-3-phenylpropanamido)-4-methylpentanoate; In dichloromethane; at 25 ℃; Inert atmosphere;

DOI:10.1055/s-0033-1341275

Reference yield:

C8H13AlCl3N (1632324-67-4) + (S)-methyl 2-((R)-2-acrylamido-3-phenylpropanamido)-4-methylpentanoate (1632323-06-8) → (S)-methyl 2-((R)-2-(3-(4-ethyl-3,5-dimethyl-1H-pyrrol-2-yl)propanamido)-3-phenylpropanamido)-4-methylpentanoate (1632323-09-1)

Guidance literature:

In dichloromethane; at 25 ℃; Inert atmosphere;

DOI:10.1055/s-0033-1341275

Reference yield:

D-phenylalanine-L-leucine methylester (4313-74-0) → (S)-methyl 2-((R)-2-(3-(4-ethyl-3,5-dimethyl-1H-pyrrol-2-yl)propanamido)-3-phenylpropanamido)-4-methylpentanoate (1632323-09-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: triethylamine / tetrahydrofuran / -20 - -10 °C / Inert atmosphere

2.1: aluminum (III) chloride / dichloromethane / 25 °C / Inert atmosphere

2.2: 25 °C / Inert atmosphere

With aluminum (III) chloride; triethylamine; In tetrahydrofuran; dichloromethane; 2.1: |Friedel-Crafts Alkylation / 2.2: |Friedel-Crafts Alkylation;

DOI:10.1055/s-0033-1341275

upstream raw materials:

2,4-dimethyl-3-ethyl-pyrrole

(S)-methyl 2-((R)-2-acrylamido-3-phenylpropanamido)-4-methylpentanoate

C₈H₁₃AlCl₃N

D-phenylalanine-L-leucine methylester

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