(3aS,6S,6aR)-3a-(3,4-Dimethoxy-phenyl)-6-hydroxy-hexahydro-cyclopenta[b]furan-2-one

Base Information

Chemical Name:(3aS,6S,6aR)-3a-(3,4-Dimethoxy-phenyl)-6-hydroxy-hexahydro-cyclopenta[b]furan-2-one
CAS No.:438627-80-6
Molecular Formula:C₁₅H₁₈O₅
Molecular Weight:278.305
Hs Code.:

Synonyms:(3aS,6S,6aR)-3a-(3,4-Dimethoxy-phenyl)-6-hydroxy-hexahydro-cyclopenta[b]furan-2-one

Suppliers and Price of (3aS,6S,6aR)-3a-(3,4-Dimethoxy-phenyl)-6-hydroxy-hexahydro-cyclopenta[b]furan-2-one

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Chemical Property of (3aS,6S,6aR)-3a-(3,4-Dimethoxy-phenyl)-6-hydroxy-hexahydro-cyclopenta[b]furan-2-one

Chemical Property:

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Technology Process of (3aS,6S,6aR)-3a-(3,4-Dimethoxy-phenyl)-6-hydroxy-hexahydro-cyclopenta[b]furan-2-one

There total 9 articles about (3aS,6S,6aR)-3a-(3,4-Dimethoxy-phenyl)-6-hydroxy-hexahydro-cyclopenta[b]furan-2-one 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:

: 2859-78-1
4-Bromoveratrole

: 438627-80-6
(3aS,6S,6aR)-3a-(3,4-Dimethoxy-phenyl)-6-hydroxy-hexahydro-cyclopenta[b]furan-2-one

Guidance literature:: Multi-step reaction with 8 steps

1: 80 percent / butyllithium / tetrahydrofuran / -78 °C

2: 94 percent / tetrabutylammonium fluoride / tetrahydrofuran

3: pyridinium chlorochromate; NaOAc

4: acetic acid / 40 °C

5: 98 percent / NaBH₄; CeCl₃*7H₂O / methanol / -20 °C

6: 76 percent / decahydronaphthalene / 220 °C

7: H₂ / Pd-C / ethyl acetate

8: p-TsOH / methanol / Heating

With sodium tetrahydroborate; n-butyllithium; cerium(III) chloride; tetrabutyl ammonium fluoride; hydrogen; sodium acetate; toluene-4-sulfonic acid; pyridinium chlorochromate; palladium on activated charcoal; In tetrahydrofuran; methanol; acetic acid; ethyl acetate; decalin; 6: Eschenmoser reaction;
DOI:10.1016/S0040-4039(02)00033-3

Reference yield:

: 288269-05-6
(3aS,6R,6aR)-6-(tert-Butyl-dimethyl-silanyloxy)-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-one

: 438627-80-6
(3aS,6S,6aR)-3a-(3,4-Dimethoxy-phenyl)-6-hydroxy-hexahydro-cyclopenta[b]furan-2-one

Guidance literature:: Multi-step reaction with 8 steps

1: 80 percent / butyllithium / tetrahydrofuran / -78 °C

2: 94 percent / tetrabutylammonium fluoride / tetrahydrofuran

3: pyridinium chlorochromate; NaOAc

4: acetic acid / 40 °C

5: 98 percent / NaBH₄; CeCl₃*7H₂O / methanol / -20 °C

6: 76 percent / decahydronaphthalene / 220 °C

7: H₂ / Pd-C / ethyl acetate

8: p-TsOH / methanol / Heating

With sodium tetrahydroborate; n-butyllithium; cerium(III) chloride; tetrabutyl ammonium fluoride; hydrogen; sodium acetate; toluene-4-sulfonic acid; pyridinium chlorochromate; palladium on activated charcoal; In tetrahydrofuran; methanol; acetic acid; ethyl acetate; decalin; 6: Eschenmoser reaction;
DOI:10.1016/S0040-4039(02)00033-3

Reference yield:

: 438627-76-0
(3aR,6aR)-6-(3,4-Dimethoxy-phenyl)-2,2-dimethyl-3a,6a-dihydro-cyclopenta[1,3]dioxol-4-one

: 438627-80-6
(3aS,6S,6aR)-3a-(3,4-Dimethoxy-phenyl)-6-hydroxy-hexahydro-cyclopenta[b]furan-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: 98 percent / NaBH₄; CeCl₃*7H₂O / methanol / -20 °C

2: 76 percent / decahydronaphthalene / 220 °C

3: H₂ / Pd-C / ethyl acetate

4: p-TsOH / methanol / Heating

With sodium tetrahydroborate; cerium(III) chloride; hydrogen; toluene-4-sulfonic acid; palladium on activated charcoal; In methanol; ethyl acetate; decalin; 2: Eschenmoser reaction;
DOI:10.1016/S0040-4039(02)00033-3