tert-butyl 3-benzamido-1-(2-phenylacetyl)pyrrolo[3,4-c]pyrazole-5(1H,4H,6H)-carboxylate

Base Information

• Chemical Name: tert-butyl 3-benzamido-1-(2-phenylacetyl)pyrrolo[3,4-c]pyrazole-5(1H,4H,6H)-carboxylate
• CAS No.: 1414848-44-4
• Molecular Formula: C₂₅H₂₆N₄O₄
• Molecular Weight: 446.506

Synonyms:tert-butyl 3-benzamido-1-(2-phenylacetyl)pyrrolo[3,4-c]pyrazole-5(1H,4H,6H)-carboxylate

Chemical Property of tert-butyl 3-benzamido-1-(2-phenylacetyl)pyrrolo[3,4-c]pyrazole-5(1H,4H,6H)-carboxylate

Chemical Property:

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Technology Process of tert-butyl 3-benzamido-1-(2-phenylacetyl)pyrrolo[3,4-c]pyrazole-5(1H,4H,6H)-carboxylate

There total 4 articles about tert-butyl 3-benzamido-1-(2-phenylacetyl)pyrrolo[3,4-c]pyrazole-5(1H,4H,6H)-carboxylate 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: 92.0%

tert-butyl 3-benzamidopyrrolo[3,4-c]pyrazole-5(1H,4H,6H)-carboxylate (1151655-92-3) + phenylacetyl chloride (103-80-0) → tert-butyl 3-benzamido-1-(2-phenylacetyl)pyrrolo[3,4-c]pyrazole-5(1H,4H,6H)-carboxylate (1414848-44-4)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 20 ℃;

DOI:10.1016/j.bmcl.2012.08.117

Reference yield:

3-amino-4,6-dihydro-pyrrolo[3,4-c]pyrazole-1,5-dicarboxylic acid 5-tert-butyl ester 1-ethyl ester (398495-65-3) → tert-butyl 3-benzamido-1-(2-phenylacetyl)pyrrolo[3,4-c]pyrazole-5(1H,4H,6H)-carboxylate (1414848-44-4)

Guidance literature:

Multi-step reaction with 3 steps

1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 13 h / 0 - 20 °C

2: triethylamine / methanol / 20 °C

3: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 20 °C

With triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol;

DOI:10.1016/j.bmcl.2012.08.117

Reference yield:

5-tert-butyl 1-ethyl-3-benzamidopyrrolo[3,4-c]pyrazole-1,5(4H,6H)-dicarboxylate → tert-butyl 3-benzamido-1-(2-phenylacetyl)pyrrolo[3,4-c]pyrazole-5(1H,4H,6H)-carboxylate (1414848-44-4)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / methanol / 20 °C

2: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 20 °C

With triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol;

DOI:10.1016/j.bmcl.2012.08.117

upstream raw materials:

tert-butyl 3-benzamidopyrrolo[3,4-c]pyrazole-5(1H,4H,6H)-carboxylate

phenylacetyl chloride

3-amino-4,6-dihydro-pyrrolo[3,4-c]pyrazole-1,5-dicarboxylic acid 5-tert-butyl ester 1-ethyl ester

3-amino-4,6-dihydro-1H-pyrrolo[3,4-c]pyrazole-5-carboxylic acid tert-butyl ester

Downstream raw materials:

N-(5-benzoyl-1-(2-phenylacetyl)-1,4,5,6-tetrahydropyrrolo[3,4-c]pyrazol-3-yl)benzamide

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