4-{(2S,3R,4R,5S)-5-[4-((1R,2R)-2-Benzo[1,3]dioxol-5-yl-2-hydroxy-1-methyl-ethoxy)-3-methoxy-phenyl]-3,4-dimethyl-tetrahydro-furan-2-yl}-2-methoxy-phenol

Base Information

Chemical Name:4-{(2S,3R,4R,5S)-5-[4-((1R,2R)-2-Benzo[1,3]dioxol-5-yl-2-hydroxy-1-methyl-ethoxy)-3-methoxy-phenyl]-3,4-dimethyl-tetrahydro-furan-2-yl}-2-methoxy-phenol
CAS No.:915158-71-3
Molecular Formula:C₃₀H₃₄O₈
Molecular Weight:522.595
Hs Code.:

Synonyms:4-{(2S,3R,4R,5S)-5-[4-((1R,2R)-2-Benzo[1,3]dioxol-5-yl-2-hydroxy-1-methyl-ethoxy)-3-methoxy-phenyl]-3,4-dimethyl-tetrahydro-furan-2-yl}-2-methoxy-phenol

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Chemical Property of 4-{(2S,3R,4R,5S)-5-[4-((1R,2R)-2-Benzo[1,3]dioxol-5-yl-2-hydroxy-1-methyl-ethoxy)-3-methoxy-phenyl]-3,4-dimethyl-tetrahydro-furan-2-yl}-2-methoxy-phenol

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Technology Process of 4-{(2S,3R,4R,5S)-5-[4-((1R,2R)-2-Benzo[1,3]dioxol-5-yl-2-hydroxy-1-methyl-ethoxy)-3-methoxy-phenyl]-3,4-dimethyl-tetrahydro-furan-2-yl}-2-methoxy-phenol

There total 8 articles about 4-{(2S,3R,4R,5S)-5-[4-((1R,2R)-2-Benzo[1,3]dioxol-5-yl-2-hydroxy-1-methyl-ethoxy)-3-methoxy-phenyl]-3,4-dimethyl-tetrahydro-furan-2-yl}-2-methoxy-phenol 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: 96.0%

: 915158-82-6
(1R,2R)-1-Benzo[1,3]dioxol-5-yl-2-{4-[(2S,3R,4R,5S)-5-(4-benzyloxy-3-methoxy-phenyl)-3,4-dimethyl-tetrahydro-furan-2-yl]-2-methoxy-phenoxy}-propan-1-ol

: 915158-71-3
4-{(2S,3R,4R,5S)-5-[4-((1R,2R)-2-Benzo[1,3]dioxol-5-yl-2-hydroxy-1-methyl-ethoxy)-3-methoxy-phenyl]-3,4-dimethyl-tetrahydro-furan-2-yl}-2-methoxy-phenol

Guidance literature:: With hydrogen; palladium dihydroxide; In ethyl acetate; at 20 ℃; for 2h;
DOI:10.1021/ol0621710

Reference yield:

: 915158-67-7
4-[(2S,3R,4R,5S)-5-(4-Benzyloxy-3-methoxy-phenyl)-3,4-dimethyl-tetrahydro-furan-2-yl]-2-methoxy-phenol

: 915158-71-3
4-{(2S,3R,4R,5S)-5-[4-((1R,2R)-2-Benzo[1,3]dioxol-5-yl-2-hydroxy-1-methyl-ethoxy)-3-methoxy-phenyl]-3,4-dimethyl-tetrahydro-furan-2-yl}-2-methoxy-phenol

Guidance literature:: Multi-step reaction with 5 steps

1: 92 percent / BEMP / CH₂Cl₂ / -45 - 0 °C

2: 95 percent / Me₂AlCl / CH₂Cl₂; hexane / 1 h / 20 °C

3: 90 percent / tetrahydrofuran / 1 h / -30 °C

4: 77 percent / Amberlite IRA-400-supported borohydride / methanol / 16 h / 20 °C

5: 96 percent / H₂ / Pd(OH)2/C / ethyl acetate / 2 h / 20 °C

With Amberlite IRA-400-supported borohydride; hydrogen; dimethylaluminum chloride; 2-tert-butylimino-2-diethylamino-1,3-dimethyl-perhydro-1,3,2-diazaphosphorine; palladium dihydroxide; In tetrahydrofuran; methanol; hexane; dichloromethane; ethyl acetate;
DOI:10.1021/ol0621710

Reference yield:

: 915158-70-2
(R)-2-{4-[(2S,3R,4R,5S)-5-(4-Benzyloxy-3-methoxy-phenyl)-3,4-dimethyl-tetrahydro-furan-2-yl]-2-methoxy-phenoxy}-propionic acid methyl ester

: 915158-71-3
4-{(2S,3R,4R,5S)-5-[4-((1R,2R)-2-Benzo[1,3]dioxol-5-yl-2-hydroxy-1-methyl-ethoxy)-3-methoxy-phenyl]-3,4-dimethyl-tetrahydro-furan-2-yl}-2-methoxy-phenol

Guidance literature:: Multi-step reaction with 4 steps

1: 95 percent / Me₂AlCl / CH₂Cl₂; hexane / 1 h / 20 °C

2: 90 percent / tetrahydrofuran / 1 h / -30 °C

3: 77 percent / Amberlite IRA-400-supported borohydride / methanol / 16 h / 20 °C

4: 96 percent / H₂ / Pd(OH)2/C / ethyl acetate / 2 h / 20 °C

With Amberlite IRA-400-supported borohydride; hydrogen; dimethylaluminum chloride; palladium dihydroxide; In tetrahydrofuran; methanol; hexane; dichloromethane; ethyl acetate;
DOI:10.1021/ol0621710