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

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Chemical Name:2-oxo-4-[(2-trimethylsilanyl-ethanesulfonyl)-(5-trimethylsilanyl-1H-pyrrole-2-carbonyl)-amino]-4,6a-dihydro-3aH-cyclopentaoxazole-3-carboxylic acid benzyl-methyl-amide
CAS No.:736993-85-4
Molecular Formula:C₂₈H₄₀N₄O₆SSi₂
Molecular Weight:616.886
Hs Code.:

2-oxo-4-[(2-trimethylsilanyl-ethanesulfonyl)-(5-trimethylsilanyl-1<i>H</i>-pyrrole-2-carbonyl)-amino]-4,6a-dihydro-3a<i>H</i>-cyclopentaoxazole-3-carboxylic acid benzyl-methyl-amide

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

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Chemical Property of 2-oxo-4-[(2-trimethylsilanyl-ethanesulfonyl)-(5-trimethylsilanyl-1H-pyrrole-2-carbonyl)-amino]-4,6a-dihydro-3aH-cyclopentaoxazole-3-carboxylic acid benzyl-methyl-amide

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Technology Process of 2-oxo-4-[(2-trimethylsilanyl-ethanesulfonyl)-(5-trimethylsilanyl-1H-pyrrole-2-carbonyl)-amino]-4,6a-dihydro-3aH-cyclopentaoxazole-3-carboxylic acid benzyl-methyl-amide

There total 16 articles about 2-oxo-4-[(2-trimethylsilanyl-ethanesulfonyl)-(5-trimethylsilanyl-1H-pyrrole-2-carbonyl)-amino]-4,6a-dihydro-3aH-cyclopentaoxazole-3-carboxylic acid benzyl-methyl-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: 52.0%

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

: 736993-83-2
(3aS,4R,6aR)-2-Oxo-4-(2-trimethylsilanyl-ethanesulfonylamino)-4,6a-dihydro-3aH-cyclopentaoxazole-3-carboxylic acid benzyl-methyl-amide

: 736993-85-4
2-oxo-4-[(2-trimethylsilanyl-ethanesulfonyl)-(5-trimethylsilanyl-1H-pyrrole-2-carbonyl)-amino]-4,6a-dihydro-3aH-cyclopentaoxazole-3-carboxylic acid benzyl-methyl-amide

Guidance literature:: With dmap; triethylamine; In tetrahydrofuran; dichloromethane; at 20 ℃; for 3.5h;

Reference yield:

: lithio 2-TMS-pyrrole-5-carboxylate

: 736993-85-4
2-oxo-4-[(2-trimethylsilanyl-ethanesulfonyl)-(5-trimethylsilanyl-1H-pyrrole-2-carbonyl)-amino]-4,6a-dihydro-3aH-cyclopentaoxazole-3-carboxylic acid benzyl-methyl-amide

Guidance literature:: Multi-step reaction with 2 steps

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

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

With dmap; oxalyl dichloride; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol0490476

Reference yield:

: 32366-02-2
benzyl(methyl)carbamic chloride

: 736993-85-4
2-oxo-4-[(2-trimethylsilanyl-ethanesulfonyl)-(5-trimethylsilanyl-1H-pyrrole-2-carbonyl)-amino]-4,6a-dihydro-3aH-cyclopentaoxazole-3-carboxylic acid benzyl-methyl-amide

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 0.25 h / -78 °C

1.2: tetrahydrofuran; hexane / 4 h / Heating

1.3: 94 percent / DABCO / tetrahydrofuran; hexane / 18 h / Heating

2.1: 10.5 g / Et₃N; 4-dimethylaminopyridine / tetrahydrofuran

With dmap; n-butyllithium; triethylamine; In tetrahydrofuran; hexane;
DOI:10.1021/ol0490476