(3S,3aR,6aS)-3,3a,4,6a-tetrahydro-2-oxo-2H-cyclopenta[b]furan-3-yl benzoate

Base Information

Chemical Name:(3S,3aR,6aS)-3,3a,4,6a-tetrahydro-2-oxo-2H-cyclopenta[b]furan-3-yl benzoate
CAS No.:157917-98-1
Molecular Formula:C₁₄H₁₂O₄
Molecular Weight:244.247
Hs Code.:

Synonyms:(3S,3aR,6aS)-3,3a,4,6a-tetrahydro-2-oxo-2H-cyclopenta[b]furan-3-yl benzoate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (3S,3aR,6aS)-3,3a,4,6a-tetrahydro-2-oxo-2H-cyclopenta[b]furan-3-yl benzoate

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Technology Process of (3S,3aR,6aS)-3,3a,4,6a-tetrahydro-2-oxo-2H-cyclopenta[b]furan-3-yl benzoate

There total 1 articles about (3S,3aR,6aS)-3,3a,4,6a-tetrahydro-2-oxo-2H-cyclopenta[b]furan-3-yl benzoate 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: 77.0%

: 148555-10-6
(+)-(3R,3aS,6aS)-3-hydroxy-3,3a,6,6a-tetrahydro-cyclopenta[b]furan-2-one

: 65-85-0,8013-63-6
benzoic acid

: 157917-98-1
(3S,3aR,6aS)-3,3a,4,6a-tetrahydro-2-oxo-2H-cyclopenta[b]furan-3-yl benzoate

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran;
DOI:10.1039/c39940001085

Reference yield: 87.0%

: 157917-98-1
(3S,3aR,6aS)-3,3a,4,6a-tetrahydro-2-oxo-2H-cyclopenta[b]furan-3-yl benzoate

: Benzoic acid (3S,3aR,6aS)-2-hydroxy-3,3a,4,6a-tetrahydro-2H-cyclopenta[b]furan-3-yl ester

Guidance literature:: With diisobutylaluminium hydride; In tetrahydrofuran; at -78 ℃;
DOI:10.1039/c39940001085

Reference yield:

: 157917-98-1
(3S,3aR,6aS)-3,3a,4,6a-tetrahydro-2-oxo-2H-cyclopenta[b]furan-3-yl benzoate

: Benzoic acid (E)-(R)-3-methoxycarbonyl-1-((R)-4-oxo-cyclopent-2-enyl)-allyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 87 percent / diisobutylaluminium hydride / tetrahydrofuran / -78 °C

2: 72 percent / toluene

3: 60 percent / PCC, p-TsOH / CH₂Cl₂

With diisobutylaluminium hydride; toluene-4-sulfonic acid; pyridinium chlorochromate; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1039/c39940001085