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

Base Information

Chemical Name:benzyl (3aS,6aR)-2'-oxo-hexahydro-spiro[cyclopentene-1,4'-pyrrolo[3,2-b]pyrrole]-4'-carboxylate
CAS No.:488748-77-2
Molecular Formula:C₁₈H₂₂N₂O₃
Molecular Weight:314.384
Hs Code.:

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

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

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

There total 4 articles about benzyl (3aS,6aR)-2'-oxo-hexahydro-spiro[cyclopentene-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: 71.0%

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

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

Guidance literature:: With tert-butylmagnesium chloride; In tetrahydrofuran; at 20 ℃;
DOI:10.1021/ol027013x

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 2 steps

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

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

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

Reference yield:

: 40195-25-3
[cyclopentylidene(methoxy)methoxy](trimethyl)silane

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

Guidance literature:: Multi-step reaction with 3 steps

1: 100 percent / BF₃*Et₂O / CH₂Cl₂ / 0 °C

2: 92 percent / K₂CO₃ / ethanol; H₂O / 70 °C

3: 71 percent / tBuMgCl / tetrahydrofuran / 20 °C

With boron trifluoride diethyl etherate; tert-butylmagnesium chloride; potassium carbonate; In tetrahydrofuran; ethanol; dichloromethane; water;
DOI:10.1021/ol027013x