rac-methyl (1R,2R,3S,3aR,8bS)-1,8b-dihydroxy-6-methoxy-3a-(4-methoxyphenyl)-3-phenyl-2,3,3a,8b-tetrahydro-1H-cyclopenta[b]benzofuran-2-carboxylate

Base Information

Chemical Name:rac-methyl (1R,2R,3S,3aR,8bS)-1,8b-dihydroxy-6-methoxy-3a-(4-methoxyphenyl)-3-phenyl-2,3,3a,8b-tetrahydro-1H-cyclopenta[b]benzofuran-2-carboxylate
CAS No.:1227475-62-8
Molecular Formula:C₂₇H₂₆O₇
Molecular Weight:462.499
Hs Code.:

rac-methyl (1R,2R,3S,3aR,8bS)-1,8b-dihydroxy-6-methoxy-3a-(4-methoxyphenyl)-3-phenyl-2,3,3a,8b-tetrahydro-1H-cyclopenta[b]benzofuran-2-carboxylate

Synonyms:rac-methyl (1R,2R,3S,3aR,8bS)-1,8b-dihydroxy-6-methoxy-3a-(4-methoxyphenyl)-3-phenyl-2,3,3a,8b-tetrahydro-1H-cyclopenta[b]benzofuran-2-carboxylate

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Chemical Property of rac-methyl (1R,2R,3S,3aR,8bS)-1,8b-dihydroxy-6-methoxy-3a-(4-methoxyphenyl)-3-phenyl-2,3,3a,8b-tetrahydro-1H-cyclopenta[b]benzofuran-2-carboxylate

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Technology Process of rac-methyl (1R,2R,3S,3aR,8bS)-1,8b-dihydroxy-6-methoxy-3a-(4-methoxyphenyl)-3-phenyl-2,3,3a,8b-tetrahydro-1H-cyclopenta[b]benzofuran-2-carboxylate

There total 4 articles about rac-methyl (1R,2R,3S,3aR,8bS)-1,8b-dihydroxy-6-methoxy-3a-(4-methoxyphenyl)-3-phenyl-2,3,3a,8b-tetrahydro-1H-cyclopenta[b]benzofuran-2-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: 50.0%

: 1227475-82-2
methyl 8b-hydroxy-6-methoxy-3a-(4-methoxyphenyl)-1-oxo-3-phenyl-2,3-3a,8b-tetrahydro-cyclopenta[b]benzofuran-2-carboxylate

: 1227475-62-8
rac-methyl (1R,2R,3S,3aR,8bS)-1,8b-dihydroxy-6-methoxy-3a-(4-methoxyphenyl)-3-phenyl-2,3,3a,8b-tetrahydro-1H-cyclopenta[b]benzofuran-2-carboxylate

Guidance literature:: With acetic acid; tetramethylammonium triacetoxyborohydride; In acetonitrile; at 20 ℃; for 3h; Inert atmosphere;
DOI:10.1021/jm101318b

Reference yield:

: 1228174-43-3
methyl 5-hydroxy-2,5-methano-8-methoxy-2-(4-methoxyphenyl)-10-oxo-3-phenyl-2,3,4,5-tetrahydro-1-benzoxepin-4-carboxylate

: 1227475-62-8
rac-methyl (1R,2R,3S,3aR,8bS)-1,8b-dihydroxy-6-methoxy-3a-(4-methoxyphenyl)-3-phenyl-2,3,3a,8b-tetrahydro-1H-cyclopenta[b]benzofuran-2-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: sodium methylate / methanol / 0 - 60 °C / Inert atmosphere

2: acetic acid; tetramethylammonium triacetoxyborohydride / acetonitrile / 3 h / 20 °C / Inert atmosphere

With sodium methylate; acetic acid; tetramethylammonium triacetoxyborohydride; In methanol; acetonitrile;
DOI:10.1021/jm101318b

Reference yield:

: 13198-99-7
3-hydroxy-7-methoxy-2-(4-methoxyphenyl)-4H-chromen-4-one

: 1227475-62-8
rac-methyl (1R,2R,3S,3aR,8bS)-1,8b-dihydroxy-6-methoxy-3a-(4-methoxyphenyl)-3-phenyl-2,3,3a,8b-tetrahydro-1H-cyclopenta[b]benzofuran-2-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: methanol; dichloromethane / 15 h / 0 °C / Inert atmosphere; UV-irradiation

2: sodium methylate / methanol / 0 - 60 °C / Inert atmosphere

3: acetic acid; tetramethylammonium triacetoxyborohydride / acetonitrile / 3 h / 20 °C / Inert atmosphere

With sodium methylate; acetic acid; tetramethylammonium triacetoxyborohydride; In methanol; dichloromethane; acetonitrile;
DOI:10.1021/jm101318b