5-Trimethylsilanyl-1H-pyrrole-2-carboxylic acid [(1R,4R,5S)-5-(3-benzyl-3-methyl-ureido)-4-hydroxy-cyclopent-2-enyl]-amide

Base Information

Chemical Name:5-Trimethylsilanyl-1H-pyrrole-2-carboxylic acid [(1R,4R,5S)-5-(3-benzyl-3-methyl-ureido)-4-hydroxy-cyclopent-2-enyl]-amide
CAS No.:736993-91-2
Molecular Formula:C₂₂H₃₀N₄O₃Si
Molecular Weight:426.591
Hs Code.:

Synonyms:5-Trimethylsilanyl-1H-pyrrole-2-carboxylic acid [(1R,4R,5S)-5-(3-benzyl-3-methyl-ureido)-4-hydroxy-cyclopent-2-enyl]-amide

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Chemical Property of 5-Trimethylsilanyl-1H-pyrrole-2-carboxylic acid [(1R,4R,5S)-5-(3-benzyl-3-methyl-ureido)-4-hydroxy-cyclopent-2-enyl]-amide

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Technology Process of 5-Trimethylsilanyl-1H-pyrrole-2-carboxylic acid [(1R,4R,5S)-5-(3-benzyl-3-methyl-ureido)-4-hydroxy-cyclopent-2-enyl]-amide

There total 18 articles about 5-Trimethylsilanyl-1H-pyrrole-2-carboxylic acid [(1R,4R,5S)-5-(3-benzyl-3-methyl-ureido)-4-hydroxy-cyclopent-2-enyl]-amide 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: 65.0%

: 736993-87-6
2-oxo-4-[(5-trimethylsilanyl-1H-pyrrole-2-carbonyl)-amino]-4,6a-dihydro-3aH-cyclopentaoxazole-3-carboxylic acid benzyl-methyl-amide

: 736993-91-2
5-Trimethylsilanyl-1H-pyrrole-2-carboxylic acid [(1R,4R,5S)-5-(3-benzyl-3-methyl-ureido)-4-hydroxy-cyclopent-2-enyl]-amide

Guidance literature:: With lithium hydroxide; In tetrahydrofuran; water; at 20 ℃; for 94.5h;

Reference yield:

: 250722-66-8
5-TMS-pyrrole-2-carbonyl chloride

: 736993-91-2
5-Trimethylsilanyl-1H-pyrrole-2-carboxylic acid [(1R,4R,5S)-5-(3-benzyl-3-methyl-ureido)-4-hydroxy-cyclopent-2-enyl]-amide

Guidance literature:: Multi-step reaction with 3 steps

1: 10.5 g / Et₃N; 4-dimethylaminopyridine / tetrahydrofuran

2: 60 percent / Bu₃SnH; AIBN / toluene / 8 h / Heating

3: 40 percent / LiOH*H₂O / tetrahydrofuran; H₂O / 128 h / 20 °C

With dmap; lithium hydroxide; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; triethylamine; In tetrahydrofuran; water; toluene;
DOI:10.1021/ol0490476

Reference yield:

: lithio 2-TMS-pyrrole-5-carboxylate

: 736993-91-2
5-Trimethylsilanyl-1H-pyrrole-2-carboxylic acid [(1R,4R,5S)-5-(3-benzyl-3-methyl-ureido)-4-hydroxy-cyclopent-2-enyl]-amide

Guidance literature:: Multi-step reaction with 4 steps

1: oxalyl chloride / CH₂Cl₂; dimethylformamide / 2 h / 20 °C

2: 10.5 g / Et₃N; 4-dimethylaminopyridine / tetrahydrofuran

3: 60 percent / Bu₃SnH; AIBN / toluene / 8 h / Heating

4: 40 percent / LiOH*H₂O / tetrahydrofuran; H₂O / 128 h / 20 °C

With dmap; lithium hydroxide; oxalyl dichloride; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; triethylamine; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ol0490476