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

Base Information

• Chemical Name: benzyl (3aS,6aR)-2'-oxo-hexahydro-spiro[cyclobutane-1,3'-pyrrolo[3,2-b]pyrrole]-4'-carboxylate
• CAS No.: 488748-75-0
• Molecular Formula: C₁₇H₂₀N₂O₃
• Molecular Weight: 300.357

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

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

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

There total 1 articles about benzyl (3aS,6aR)-2'-oxo-hexahydro-spiro[cyclobutane-1,3'-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:

benzyl (2R,3S)-3-amino-2-[1-(ethoxycarbonyl)cyclobutyl]pyrrolidine-1-carboxylate (488748-69-2) → (S)-2-Methoxy-3-(2,2,2-trifluoro-acetylamino)-pyrrolidine-1-carboxylic acid benzyl ester (214337-59-4) + benzyl (3aS,6aR)-2'-oxo-hexahydro-spiro[cyclobutane-1,3'-pyrrolo[3,2-b]pyrrole]-4'-carboxylate (488748-75-0)

Guidance literature:

With tert-butylmagnesium chloride; In tetrahydrofuran; at 20 ℃; for 3h; Title compound not separated from byproducts.;

DOI:10.1021/ol027013x

Reference yield: 73.0%

cyclopropanecarboxylic acid chloride (4023-34-1) + benzyl (3aS,6aR)-2'-oxo-hexahydro-spiro[cyclobutane-1,3'-pyrrolo[3,2-b]pyrrole]-4'-carboxylate (488748-75-0) → benzyl (3aS,6aR)-1'-cyclopropanecarbonyl-2'-oxo-hexahydro-spiro[cyclobutane-1,3'-pyrrolo[3,2-b]pyrrole]-4'carboxylate (488748-81-8)

Guidance literature:

With lithium hexamethyldisilazane; In tetrahydrofuran; at 0 - 20 ℃;

DOI:10.1021/ol027013x

Reference yield:

methanesulfonyl chloride (124-63-0) + benzyl (3aS,6aR)-2'-oxo-hexahydro-spiro[cyclobutane-1,3'-pyrrolo[3,2-b]pyrrole]-4'-carboxylate (488748-75-0) → C18H22N2O5S

Guidance literature:

With lithium hexamethyldisilazane; In tetrahydrofuran;

DOI:10.1021/ol027013x

upstream raw materials:

benzyl (2R,3S)-3-amino-2-[1-(ethoxycarbonyl)cyclobutyl]pyrrolidine-1-carboxylate

Downstream raw materials:

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

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