dibenzyl-4,9-methano-1,6-dimethyl-4,5,9,10-tetrahydro-1H,6H-dipyrrolo-[3,2-b:3',2'-f][1,5]-diazocin-2,7-dicarboxylate

Base Information

• Chemical Name: dibenzyl-4,9-methano-1,6-dimethyl-4,5,9,10-tetrahydro-1H,6H-dipyrrolo-[3,2-b:3',2'-f][1,5]-diazocin-2,7-dicarboxylate
• CAS No.: 552318-07-7
• Molecular Formula: C₂₉H₂₈N₄O₄
• Molecular Weight: 496.566

Synonyms:dibenzyl-4,9-methano-1,6-dimethyl-4,5,9,10-tetrahydro-1H,6H-dipyrrolo-[3,2-b:3',2'-f][1,5]-diazocin-2,7-dicarboxylate

Chemical Property of dibenzyl-4,9-methano-1,6-dimethyl-4,5,9,10-tetrahydro-1H,6H-dipyrrolo-[3,2-b:3',2'-f][1,5]-diazocin-2,7-dicarboxylate

Chemical Property:

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Technology Process of dibenzyl-4,9-methano-1,6-dimethyl-4,5,9,10-tetrahydro-1H,6H-dipyrrolo-[3,2-b:3',2'-f][1,5]-diazocin-2,7-dicarboxylate

There total 2 articles about dibenzyl-4,9-methano-1,6-dimethyl-4,5,9,10-tetrahydro-1H,6H-dipyrrolo-[3,2-b:3',2'-f][1,5]-diazocin-2,7-dicarboxylate 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: 84.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + Benzyl 4-Amino-1-methylpyrrole-2-carboxylate (77716-14-4) → dibenzyl-4,9-methano-1,6-dimethyl-4,5,9,10-tetrahydro-1H,6H-dipyrrolo-[3,2-b:3',2'-f][1,5]-diazocin-2,7-dicarboxylate (552318-07-7)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; water; at 25 ℃; for 20h;

DOI:10.1016/j.tetlet.2012.08.097

Reference yield: 59.0%

benzyl 4-amino-1-methyl-1H-pyrrole-2-carboxylate hydrochloride + formaldehyd (50-00-0,30525-89-4,61233-19-0) → dibenzyl-4,9-methano-1,6-dimethyl-4,5,9,10-tetrahydro-1H,6H-dipyrrolo-[3,2-b:3',2'-f][1,5]-diazocin-2,7-dicarboxylate (552318-07-7)

Guidance literature:

With hydrogenchloride; In ethanol; at 20 ℃; for 24h;

DOI:10.1016/j.tet.2006.06.056

Reference yield:

dibenzyl-4,9-methano-1,6-dimethyl-4,5,9,10-tetrahydro-1H,6H-dipyrrolo-[3,2-b:3',2'-f][1,5]-diazocin-2,7-dicarboxylate (552318-07-7) → C40H37N11O6

Guidance literature:

Multi-step reaction with 3 steps

1: 88 percent / hydrogen; Pd/C / dimethylformamide

2: 61 percent / DCC / dimethylformamide; CH₂Cl₂ / 50 °C

3: 26 percent / dimethylformamide; CH₂Cl₂ / 48 h

With palladium on activated charcoal; hydrogen; dicyclohexyl-carbodiimide; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(03)00177-1

upstream raw materials:

formaldehyd

Benzyl 4-Amino-1-methylpyrrole-2-carboxylate

Downstream raw materials:

C₅₃H₅₂N₁₂O₈

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