[2-((3S,8aR)-3-Benzyl-1,4-dioxo-hexahydro-pyrrolo[1,2-a]pyrazine-2-carbonyl)-phenyl]-carbamic acid benzyl ester

Base Information

• Chemical Name: [2-((3S,8aR)-3-Benzyl-1,4-dioxo-hexahydro-pyrrolo[1,2-a]pyrazine-2-carbonyl)-phenyl]-carbamic acid benzyl ester
• CAS No.: 95311-01-6
• Molecular Formula: C₂₉H₂₇N₃O₅
• Molecular Weight: 497.55

Synonyms:[2-((3S,8aR)-3-Benzyl-1,4-dioxo-hexahydro-pyrrolo[1,2-a]pyrazine-2-carbonyl)-phenyl]-carbamic acid benzyl ester

Chemical Property of [2-((3S,8aR)-3-Benzyl-1,4-dioxo-hexahydro-pyrrolo[1,2-a]pyrazine-2-carbonyl)-phenyl]-carbamic acid benzyl ester

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Technology Process of [2-((3S,8aR)-3-Benzyl-1,4-dioxo-hexahydro-pyrrolo[1,2-a]pyrazine-2-carbonyl)-phenyl]-carbamic acid benzyl ester

There total 3 articles about [2-((3S,8aR)-3-Benzyl-1,4-dioxo-hexahydro-pyrrolo[1,2-a]pyrazine-2-carbonyl)-phenyl]-carbamic acid benzyl 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: 44.0%

Z-Ant-Phe-Pro-ONp (95310-98-8) → [2-((3S,8aR)-3-Benzyl-1,4-dioxo-hexahydro-pyrrolo[1,2-a]pyrazine-2-carbonyl)-phenyl]-carbamic acid benzyl ester (95311-01-6)

Guidance literature:

With NaHCO₃ buffer; sodium carbonate; In 1,4-dioxane; water; Ambient temperature;

DOI:10.1016/S0040-4039(01)81563-X

Reference yield:

Ant-Phe-Pro (95311-07-2) → [2-((3S,8aR)-3-Benzyl-1,4-dioxo-hexahydro-pyrrolo[1,2-a]pyrazine-2-carbonyl)-phenyl]-carbamic acid benzyl ester (95311-01-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 2.) DCCI

2: 44 percent / Na₂CO₃/NaHCO₃ buffer / dioxane; H₂O / Ambient temperature

With NaHCO₃ buffer; sodium carbonate; dicyclohexyl-carbodiimide; In 1,4-dioxane; water;

DOI:10.1016/S0040-4039(01)81563-X

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) → [2-((3S,8aR)-3-Benzyl-1,4-dioxo-hexahydro-pyrrolo[1,2-a]pyrazine-2-carbonyl)-phenyl]-carbamic acid benzyl ester (95311-01-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 2.) DCCI

2: 44 percent / Na₂CO₃/NaHCO₃ buffer / dioxane; H₂O / Ambient temperature

With NaHCO₃ buffer; sodium carbonate; dicyclohexyl-carbodiimide; In 1,4-dioxane; water;

DOI:10.1016/S0040-4039(01)81563-X

upstream raw materials:

Z-Ant-Phe-Pro-ONp

Ant-Phe-Pro

benzyl chloroformate

Downstream raw materials:

3,4-dihydro-(1H)-1,3,4-benzotriazepine-2,5-dione

benzyl alcohol

3-benzylhexahydropyrrolo[1,2-a]pyrazin-1,4-dione

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