3-benzyloxy-4-oxo-4H-pyran-2-carboxylic acid 2,5-dioxo-pyrrolidin-1-yl ester

Base Information

• Chemical Name: 3-benzyloxy-4-oxo-4H-pyran-2-carboxylic acid 2,5-dioxo-pyrrolidin-1-yl ester
• CAS No.: 1037293-71-2
• Molecular Formula: C₁₇H₁₃NO₇
• Molecular Weight: 343.293

Synonyms:3-benzyloxy-4-oxo-4H-pyran-2-carboxylic acid 2,5-dioxo-pyrrolidin-1-yl ester

Chemical Property of 3-benzyloxy-4-oxo-4H-pyran-2-carboxylic acid 2,5-dioxo-pyrrolidin-1-yl ester

Chemical Property:

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Technology Process of 3-benzyloxy-4-oxo-4H-pyran-2-carboxylic acid 2,5-dioxo-pyrrolidin-1-yl ester

There total 7 articles about 3-benzyloxy-4-oxo-4H-pyran-2-carboxylic acid 2,5-dioxo-pyrrolidin-1-yl 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:

Succinimide (123-56-8,89963-74-6) + 3-(benzyloxy)-1-((tert-butoxycarbonyl)amino)-4-oxo-1,4-dihydropyridine-2-carboxylic acid ethyl ester (119736-16-2) → 3-benzyloxy-4-oxo-4H-pyran-2-carboxylic acid 2,5-dioxo-pyrrolidin-1-yl ester (1037293-71-2)

Guidance literature:

With dicyclohexyl-carbodiimide; In tetrahydrofuran; at 20 ℃; for 3.5h;

Reference yield:

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + 3-(benzyloxy)-1-((tert-butoxycarbonyl)amino)-4-oxo-1,4-dihydropyridine-2-carboxylic acid ethyl ester (119736-16-2) → 3-benzyloxy-4-oxo-4H-pyran-2-carboxylic acid 2,5-dioxo-pyrrolidin-1-yl ester (1037293-71-2)

Guidance literature:

1-hydroxy-pyrrolidine-2,5-dione; 3-(benzyloxy)-1-((tert-butoxycarbonyl)amino)-4-oxo-1,4-dihydropyridine-2-carboxylic acid ethyl ester; In tetrahydrofuran; at 20 ℃; for 0.5h;

With dicyclohexyl-carbodiimide; In tetrahydrofuran; at 20 ℃; for 3h;

DOI:10.1021/ja057954f

Reference yield:

3-O-benzylmaltol (61049-69-2) → 3-benzyloxy-4-oxo-4H-pyran-2-carboxylic acid 2,5-dioxo-pyrrolidin-1-yl ester (1037293-71-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: SeO₂ / various solvent(s) / 155 °C

2.1: NaClO₂; NH₂SO₃H / acetone; H₂O

3.1: tetrahydrofuran / 0.5 h / 20 °C

3.2: DCC / tetrahydrofuran / 3 h / 20 °C

With sodium chlorite; selenium(IV) oxide; aminosulfonic acid; In tetrahydrofuran; water; acetone;

DOI:10.1021/ja057954f

upstream raw materials:

1-hydroxy-pyrrolidine-2,5-dione

3-(benzyloxy)-1-((tert-butoxycarbonyl)amino)-4-oxo-1,4-dihydropyridine-2-carboxylic acid ethyl ester

Maltol

3-O-benzylmaltol

Downstream raw materials:

N,N',N''-(nitrilotris(ethane-2,1-diyl))tris(3-(benzyloxy)-4-oxo-4H-pyran-2-carboxamide)

N,N',N''-(nitrilotris(ethane-2,1-diyl))tris(3-(benzyloxy)-4-oxo-1,4-dihydropyridine-2-carboxamide)

C₅₈H₆₀N₄O₁₄

tris((3-benzyloxy-4-oxo-4H-pyran-2-yl)carbonylaminoprop-1-yl)(phenylcarbonylamino)methane

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