benzyl (3aS,6aR)-1'-cyclopropanecarbonyl-2'-oxo-hexahydro-spiro[cyclopentane-1,4'-pyrrolo[3,2-b]pyrrole]-4'-carboxylate

Base Information

Chemical Name:benzyl (3aS,6aR)-1'-cyclopropanecarbonyl-2'-oxo-hexahydro-spiro[cyclopentane-1,4'-pyrrolo[3,2-b]pyrrole]-4'-carboxylate
CAS No.:488748-83-0
Molecular Formula:C₂₂H₂₆N₂O₄
Molecular Weight:382.459
Hs Code.:

Synonyms:benzyl (3aS,6aR)-1'-cyclopropanecarbonyl-2'-oxo-hexahydro-spiro[cyclopentane-1,4'-pyrrolo[3,2-b]pyrrole]-4'-carboxylate

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Chemical Property of benzyl (3aS,6aR)-1'-cyclopropanecarbonyl-2'-oxo-hexahydro-spiro[cyclopentane-1,4'-pyrrolo[3,2-b]pyrrole]-4'-carboxylate

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Technology Process of benzyl (3aS,6aR)-1'-cyclopropanecarbonyl-2'-oxo-hexahydro-spiro[cyclopentane-1,4'-pyrrolo[3,2-b]pyrrole]-4'-carboxylate

There total 5 articles about benzyl (3aS,6aR)-1'-cyclopropanecarbonyl-2'-oxo-hexahydro-spiro[cyclopentane-1,4'-pyrrolo[3,2-b]pyrrole]-4'-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: 66.0%

: 4023-34-1
cyclopropanecarboxylic acid chloride

: 488748-77-2
benzyl (3aS,6aR)-2'-oxo-hexahydro-spiro[cyclopentene-1,4'-pyrrolo[3,2-b]pyrrole]-4'-carboxylate

: 488748-83-0
benzyl (3aS,6aR)-1'-cyclopropanecarbonyl-2'-oxo-hexahydro-spiro[cyclopentane-1,4'-pyrrolo[3,2-b]pyrrole]-4'-carboxylate

Guidance literature:: With lithium hexamethyldisilazane; In tetrahydrofuran; at 0 - 20 ℃;
DOI:10.1021/ol027013x

Reference yield:

: 488748-65-8
benzyl (2R,3S)-2-[1-(methoxycarbonyl)cyclopentyl]-3-[(trifluoroacetyl)amino]pyrrolidine-1-carboxylate

: 488748-83-0
benzyl (3aS,6aR)-1'-cyclopropanecarbonyl-2'-oxo-hexahydro-spiro[cyclopentane-1,4'-pyrrolo[3,2-b]pyrrole]-4'-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: 92 percent / K₂CO₃ / ethanol; H₂O / 70 °C

2: 71 percent / tBuMgCl / tetrahydrofuran / 20 °C

3: 66 percent / lithium hexamethyldisilazide / tetrahydrofuran / 0 - 20 °C

With tert-butylmagnesium chloride; potassium carbonate; lithium hexamethyldisilazane; In tetrahydrofuran; ethanol; water;
DOI:10.1021/ol027013x

Reference yield:

: 488748-71-6
benzyl (2R,3S)-3-amino-2-[1-(methoxycarbonyl)cyclopentyl]pyrrolidine-1-carboxylate

: 488748-83-0
benzyl (3aS,6aR)-1'-cyclopropanecarbonyl-2'-oxo-hexahydro-spiro[cyclopentane-1,4'-pyrrolo[3,2-b]pyrrole]-4'-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 71 percent / tBuMgCl / tetrahydrofuran / 20 °C

2: 66 percent / lithium hexamethyldisilazide / tetrahydrofuran / 0 - 20 °C

With tert-butylmagnesium chloride; lithium hexamethyldisilazane; In tetrahydrofuran;
DOI:10.1021/ol027013x