2-{(S)-2-[2-Oxo-2-(4-phenylazo-phenyl)-ethoxycarbonyl]-pyrrolidin-1-ylmethylene}-malonic acid diethyl ester

Base Information

• Chemical Name: 2-{(S)-2-[2-Oxo-2-(4-phenylazo-phenyl)-ethoxycarbonyl]-pyrrolidin-1-ylmethylene}-malonic acid diethyl ester
• CAS No.: 126046-19-3
• Molecular Formula: C₂₇H₂₉N₃O₇
• Molecular Weight: 507.543

Synonyms:2-{(S)-2-[2-Oxo-2-(4-phenylazo-phenyl)-ethoxycarbonyl]-pyrrolidin-1-ylmethylene}-malonic acid diethyl ester

Chemical Property of 2-{(S)-2-[2-Oxo-2-(4-phenylazo-phenyl)-ethoxycarbonyl]-pyrrolidin-1-ylmethylene}-malonic acid diethyl ester

Chemical Property:

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Technology Process of 2-{(S)-2-[2-Oxo-2-(4-phenylazo-phenyl)-ethoxycarbonyl]-pyrrolidin-1-ylmethylene}-malonic acid diethyl ester

There total 3 articles about 2-{(S)-2-[2-Oxo-2-(4-phenylazo-phenyl)-ethoxycarbonyl]-pyrrolidin-1-ylmethylene}-malonic acid diethyl ester 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: 85.0%

4-(Phenylazo)phenacyl bromide (62625-24-5) + 2-((S)-2-Carboxy-pyrrolidin-1-ylmethylene)-malonic acid diethyl ester (126045-99-6) → 2-{(S)-2-[2-Oxo-2-(4-phenylazo-phenyl)-ethoxycarbonyl]-pyrrolidin-1-ylmethylene}-malonic acid diethyl ester (126046-19-3)

Guidance literature:

With triethylamine; In acetone; for 0.5h; Ambient temperature;

DOI:10.1055/s-1989-27312

Reference yield:

diethyl 2-ethoxymethylenemalonate (87-13-8) → 2-{(S)-2-[2-Oxo-2-(4-phenylazo-phenyl)-ethoxycarbonyl]-pyrrolidin-1-ylmethylene}-malonic acid diethyl ester (126046-19-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 76 percent / KOH / methanol / 0.08 h / Ambient temperature

2: 85 percent / Et₃N / acetone / 0.5 h / Ambient temperature

With potassium hydroxide; triethylamine; In methanol; acetone;

DOI:10.1055/s-1989-27312

Reference yield:

L-proline (147-85-3,25191-13-3,37159-97-0,4305-67-3,4607-28-7) → 2-{(S)-2-[2-Oxo-2-(4-phenylazo-phenyl)-ethoxycarbonyl]-pyrrolidin-1-ylmethylene}-malonic acid diethyl ester (126046-19-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 76 percent / KOH / methanol / 0.08 h / Ambient temperature

2: 85 percent / Et₃N / acetone / 0.5 h / Ambient temperature

With potassium hydroxide; triethylamine; In methanol; acetone;

DOI:10.1055/s-1989-27312

upstream raw materials:

4-(Phenylazo)phenacyl bromide

2-((S)-2-Carboxy-pyrrolidin-1-ylmethylene)-malonic acid diethyl ester

diethyl 2-ethoxymethylenemalonate

L-proline

Downstream raw materials:

(S)-Pyrrolidine-2-carboxylic acid 2-oxo-2-(4-phenylazo-phenyl)-ethyl ester; hydrobromide

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