(4R,5S)-5-(2-Benzo[1,3]dioxol-5-yl-3,4,5-trimethoxy-phenyl)-4-methyl-dihydro-furan-2-one

Base Information

Chemical Name:(4R,5S)-5-(2-Benzo[1,3]dioxol-5-yl-3,4,5-trimethoxy-phenyl)-4-methyl-dihydro-furan-2-one
CAS No.:870283-67-3
Molecular Formula:C₂₁H₂₂O₇
Molecular Weight:386.401
Hs Code.:

Synonyms:(4R,5S)-5-(2-Benzo[1,3]dioxol-5-yl-3,4,5-trimethoxy-phenyl)-4-methyl-dihydro-furan-2-one

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Chemical Property of (4R,5S)-5-(2-Benzo[1,3]dioxol-5-yl-3,4,5-trimethoxy-phenyl)-4-methyl-dihydro-furan-2-one

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Technology Process of (4R,5S)-5-(2-Benzo[1,3]dioxol-5-yl-3,4,5-trimethoxy-phenyl)-4-methyl-dihydro-furan-2-one

There total 8 articles about (4R,5S)-5-(2-Benzo[1,3]dioxol-5-yl-3,4,5-trimethoxy-phenyl)-4-methyl-dihydro-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: 80.0%

: 870283-66-2
(1S,2R)-1-(2-Benzo[1,3]dioxol-5-yl-3,4,5-trimethoxy-phenyl)-2-methyl-butane-1,4-diol

: 870283-67-3
(4R,5S)-5-(2-Benzo[1,3]dioxol-5-yl-3,4,5-trimethoxy-phenyl)-4-methyl-dihydro-furan-2-one

Guidance literature:: With 2,2,6,6-tetramethyl-piperidine-N-oxyl; N-chloro-succinimide; tetra-(n-butyl)ammonium iodide; sodium hydrogencarbonate; potassium carbonate; In dichloromethane; water; at 20 ℃; for 3h;
DOI:10.1021/jo0516234

Reference yield:

: 870283-65-1
(1S,2R)-1-(2-Benzo[1,3]dioxol-5-yl-3,4,5-trimethoxy-phenyl)-2-methyl-but-3-en-1-ol

: 870283-67-3
(4R,5S)-5-(2-Benzo[1,3]dioxol-5-yl-3,4,5-trimethoxy-phenyl)-4-methyl-dihydro-furan-2-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: BH₃*SMe₂ / tetrahydrofuran / 4 h / 20 °C

1.2: 82 percent / H₂O₂; NaOH / tetrahydrofuran; H₂O; ethanol / 3 h / 20 °C

2.1: 80 percent / TEMPO; N-chlorosuccinimide; n-Bu₄NI / NaHCO₃; K₂CO₃ / H₂O; CH₂Cl₂ / 3 h / 20 °C

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; N-chloro-succinimide; dimethylsulfide borane complex; tetra-(n-butyl)ammonium iodide; sodium hydrogencarbonate; potassium carbonate; In tetrahydrofuran; dichloromethane; water;
DOI:10.1021/jo0516234

Reference yield:

: 870283-69-5
(2S,3S)-3-(2-Benzo[1,3]dioxol-5-yl-3,4,5-trimethoxy-phenyl)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propionaldehyde

: 870283-67-3
(4R,5S)-5-(2-Benzo[1,3]dioxol-5-yl-3,4,5-trimethoxy-phenyl)-4-methyl-dihydro-furan-2-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 1 h / 20 °C

1.2: 1.49 g / tetrahydrofuran; hexane / 12 h / 20 °C

2.1: 85 percent / n-Bu₄NF / tetrahydrofuran / 4 h / 20 °C

3.1: BH₃*SMe₂ / tetrahydrofuran / 4 h / 20 °C

3.2: 82 percent / H₂O₂; NaOH / tetrahydrofuran; H₂O; ethanol / 3 h / 20 °C

4.1: 80 percent / TEMPO; N-chlorosuccinimide; n-Bu₄NI / NaHCO₃; K₂CO₃ / H₂O; CH₂Cl₂ / 3 h / 20 °C

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; N-chloro-succinimide; n-butyllithium; dimethylsulfide borane complex; tetrabutyl ammonium fluoride; tetra-(n-butyl)ammonium iodide; sodium hydrogencarbonate; potassium carbonate; In tetrahydrofuran; hexane; dichloromethane; water; 1.2: Wittig reaction;
DOI:10.1021/jo0516234