4-[[(2S)-[(acetyloxy)methyl]-5-oxo-1-pyrrolidinyl]methyl]benzoic acid methyl ester

Base Information

• Chemical Name: 4-[[(2S)-[(acetyloxy)methyl]-5-oxo-1-pyrrolidinyl]methyl]benzoic acid methyl ester
• CAS No.: 1308719-51-8
• Molecular Formula: C₁₆H₁₉NO₅
• Molecular Weight: 305.331

Synonyms:4-[[(2S)-[(acetyloxy)methyl]-5-oxo-1-pyrrolidinyl]methyl]benzoic acid methyl ester

Chemical Property of 4-[[(2S)-[(acetyloxy)methyl]-5-oxo-1-pyrrolidinyl]methyl]benzoic acid methyl ester

Chemical Property:

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Technology Process of 4-[[(2S)-[(acetyloxy)methyl]-5-oxo-1-pyrrolidinyl]methyl]benzoic acid methyl ester

There total 5 articles about 4-[[(2S)-[(acetyloxy)methyl]-5-oxo-1-pyrrolidinyl]methyl]benzoic acid methyl 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: 28.0%

Methyl 4-(bromomethyl)benzoate (2417-72-3) + acetic acid (S)-(5-oxo-2-pyrrolidinyl)methyl ester (109063-57-2) → 4-[[(2S)-[(acetyloxy)methyl]-5-oxo-1-pyrrolidinyl]methyl]benzoic acid methyl ester (1308719-51-8)

Guidance literature:

With sodium hydride; In tetrahydrofuran; paraffin oil; at 0 - 20 ℃;

DOI:10.1016/j.bmc.2011.03.044

Reference yield:

(S)-Pyroglutaminol (17342-08-4) → 4-[[(2S)-[(acetyloxy)methyl]-5-oxo-1-pyrrolidinyl]methyl]benzoic acid methyl ester (1308719-51-8)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine

2: sodium hydride / tetrahydrofuran; paraffin oil / 0 - 20 °C

With pyridine; sodium hydride; In tetrahydrofuran; paraffin oil;

DOI:10.1016/j.bmc.2011.03.044

Reference yield:

4-bromomethylbenzoic Acid (6232-88-8) → 4-[[(2S)-[(acetyloxy)methyl]-5-oxo-1-pyrrolidinyl]methyl]benzoic acid methyl ester (1308719-51-8)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran; diethyl ether / 0 °C

2: sodium hydride / tetrahydrofuran; paraffin oil / 0 - 20 °C

With sodium hydride; In tetrahydrofuran; diethyl ether; paraffin oil;

DOI:10.1016/j.bmc.2011.03.044

upstream raw materials:

4-bromomethylbenzoic Acid

Methyl 4-(bromomethyl)benzoate

acetic acid (S)-(5-oxo-2-pyrrolidinyl)methyl ester

(S)-Pyroglutaminol

Downstream raw materials:

1-((2S)-(1-[4-(methoxycarbonyl)benzyl]-5-oxotetrahydro-1H-pyrrol-2-yl)methyl)-1H-imidazole-5-carboxylic acid

1-[[1-[[4-(methoxycarbonyl)phenyl]methyl]-5-oxo-(2S)-pyrrolidinyl]methyl]-1H-imidazole-5-carboxylic acid phenylmethyl ester

1-[[1-[[4-(methoxycarbonyl)phenyl]methyl]-5-oxo-(2S)-pyrrolidinyl]methyl]-1H-imidazole-4-carboxylic acid phenylmethyl ester

4-[[(2S)-(1H-imidazol-1-ylmethyl)-5-oxo-1-pyrrolidinyl]methyl]benzoic acid methyl ester

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