acetic acid 5a-(3-benzyl-ureido)-10-oxo-5a,6,7,8-tetrahydro-5H,10H-dipyrrolo[1,2-a;1',2'-d]pyrazin-5-yl ester

Base Information

• Chemical Name: acetic acid 5a-(3-benzyl-ureido)-10-oxo-5a,6,7,8-tetrahydro-5H,10H-dipyrrolo[1,2-a;1',2'-d]pyrazin-5-yl ester
• CAS No.: 549490-78-0
• Molecular Formula: C₂₀H₂₂N₄O₄
• Molecular Weight: 382.419

Synonyms:acetic acid 5a-(3-benzyl-ureido)-10-oxo-5a,6,7,8-tetrahydro-5H,10H-dipyrrolo[1,2-a;1',2'-d]pyrazin-5-yl ester

Chemical Property of acetic acid 5a-(3-benzyl-ureido)-10-oxo-5a,6,7,8-tetrahydro-5H,10H-dipyrrolo[1,2-a;1',2'-d]pyrazin-5-yl ester

Chemical Property:

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Technology Process of acetic acid 5a-(3-benzyl-ureido)-10-oxo-5a,6,7,8-tetrahydro-5H,10H-dipyrrolo[1,2-a;1',2'-d]pyrazin-5-yl ester

There total 7 articles about acetic acid 5a-(3-benzyl-ureido)-10-oxo-5a,6,7,8-tetrahydro-5H,10H-dipyrrolo[1,2-a;1',2'-d]pyrazin-5-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:

5,10-dioxo-7,8-dihydro-6H,10H-dipyrrolo[1,2-a;1',2'-d]pyrazine-5a-carboxylic acid benzyl ester (549490-72-4) → acetic acid 5a-(3-benzyl-ureido)-10-oxo-5a,6,7,8-tetrahydro-5H,10H-dipyrrolo[1,2-a;1',2'-d]pyrazin-5-yl ester (549490-78-0)

Guidance literature:

Multi-step reaction with 5 steps

1: 87 percent / NaBH₄ / methanol / 0.25 h / -40 °C

2: 66 percent / pyridine / CH₂Cl₂

3: H₂ / 10 percent Pd/C / ethyl acetate

4: TEA; DPPA; 4 Angstroem molecular sieves / toluene / 85 °C

5: toluene / 23 °C

With pyridine; sodium tetrahydroborate; 4 A molecular sieve; TEA; diphenyl-phosphinic acid; hydrogen; palladium on activated charcoal; In methanol; dichloromethane; ethyl acetate; toluene;

DOI:10.1021/ja034575i

Reference yield:

5-hydroxy-10-oxo-7,8-dihydro-6H,10H-dipyrrolo[1,2-a;1',2'-d]pyrazine-5a-carboxylic acid benzyl ester (549490-74-6) → acetic acid 5a-(3-benzyl-ureido)-10-oxo-5a,6,7,8-tetrahydro-5H,10H-dipyrrolo[1,2-a;1',2'-d]pyrazin-5-yl ester (549490-78-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 66 percent / pyridine / CH₂Cl₂

2: H₂ / 10 percent Pd/C / ethyl acetate

3: TEA; DPPA; 4 Angstroem molecular sieves / toluene / 85 °C

4: toluene / 23 °C

With pyridine; 4 A molecular sieve; TEA; diphenyl-phosphinic acid; hydrogen; palladium on activated charcoal; In dichloromethane; ethyl acetate; toluene;

DOI:10.1021/ja034575i

Reference yield:

5,10-dioxo-2,7,8,10-tetrahydro-3H,6H-dipyrrolo[1,2-a;1',2'-d]pyrazine-5a-carboxylic acid benzyl ester (549490-96-2) → acetic acid 5a-(3-benzyl-ureido)-10-oxo-5a,6,7,8-tetrahydro-5H,10H-dipyrrolo[1,2-a;1',2'-d]pyrazin-5-yl ester (549490-78-0)

Guidance literature:

Multi-step reaction with 6 steps

1: 63 percent / SeO₂ / dioxane / 12 h / Heating

2: 87 percent / NaBH₄ / methanol / 0.25 h / -40 °C

3: 66 percent / pyridine / CH₂Cl₂

4: H₂ / 10 percent Pd/C / ethyl acetate

5: TEA; DPPA; 4 Angstroem molecular sieves / toluene / 85 °C

6: toluene / 23 °C

With pyridine; sodium tetrahydroborate; selenium(IV) oxide; 4 A molecular sieve; TEA; diphenyl-phosphinic acid; hydrogen; palladium on activated charcoal; In 1,4-dioxane; methanol; dichloromethane; ethyl acetate; toluene;

DOI:10.1021/ja034575i

upstream raw materials:

benzylamine

5,10-dioxo-7,8-dihydro-6H,10H-dipyrrolo[1,2-a;1',2'-d]pyrazine-5a-carboxylic acid benzyl ester

5-hydroxy-10-oxo-7,8-dihydro-6H,10H-dipyrrolo[1,2-a;1',2'-d]pyrazine-5a-carboxylic acid benzyl ester

5,10-dioxo-2,7,8,10-tetrahydro-3H,6H-dipyrrolo[1,2-a;1',2'-d]pyrazine-5a-carboxylic acid benzyl ester

Downstream raw materials:

1-benzyl-3-(5-hydroxy-10-oxo-7,8-dihydro-6H,10H-dipyrrolo[1,2-a;1',2'-d]pyrazin-5a-yl)-urea

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