(7S,8R,9E)-14-methoxy-8-(4-methoxyphenoxy)-4-methyl-7-pentyl-7,8-dihydro-5H-dibenzo[b,j]dioxacycloundecin-5-one

Base Information

Chemical Name:(7S,8R,9E)-14-methoxy-8-(4-methoxyphenoxy)-4-methyl-7-pentyl-7,8-dihydro-5H-dibenzo[b,j]dioxacycloundecin-5-one
CAS No.:872373-60-9
Molecular Formula:C₃₁H₃₄O₆
Molecular Weight:502.607
Hs Code.:

Synonyms:(7S,8R,9E)-14-methoxy-8-(4-methoxyphenoxy)-4-methyl-7-pentyl-7,8-dihydro-5H-dibenzo[b,j]dioxacycloundecin-5-one

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Chemical Property of (7S,8R,9E)-14-methoxy-8-(4-methoxyphenoxy)-4-methyl-7-pentyl-7,8-dihydro-5H-dibenzo[b,j]dioxacycloundecin-5-one

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Technology Process of (7S,8R,9E)-14-methoxy-8-(4-methoxyphenoxy)-4-methyl-7-pentyl-7,8-dihydro-5H-dibenzo[b,j]dioxacycloundecin-5-one

There total 9 articles about (7S,8R,9E)-14-methoxy-8-(4-methoxyphenoxy)-4-methyl-7-pentyl-7,8-dihydro-5H-dibenzo[b,j]dioxacycloundecin-5-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: 45.0%

: 2-(2-methoxy-6-vinyl-phenoxy)-6-methyl-benzoic acid 2-(4-methoxy-phenoxy)-1-pentyl-but-3-enyl ester

: (7S,8R,9Z)-14-methoxy-8-(4-methoxyphenoxy)-4-methyl-7-pentyl-7,8-dihydro-5H-dibenzo[b,j]dioxacycloundecin-5-one

: 872373-60-9
(7S,8R,9E)-14-methoxy-8-(4-methoxyphenoxy)-4-methyl-7-pentyl-7,8-dihydro-5H-dibenzo[b,j]dioxacycloundecin-5-one

Guidance literature:: With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In toluene; for 4h; optical yield given as %de; Reflux; Inert atmosphere;
DOI:10.1002/chem.200802681

Reference yield:

: 13506-76-8
2-methyl-6-nitrobenzoic acid

: 872373-60-9
(7S,8R,9E)-14-methoxy-8-(4-methoxyphenoxy)-4-methyl-7-pentyl-7,8-dihydro-5H-dibenzo[b,j]dioxacycloundecin-5-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: 98 percent / K₂CO₃ / acetone / Heating

2.1: 100 percent / H₂ / Pd/C / ethanol / 760 Torr

3.1: NaNO₂; HBr

3.2: 97 percent / CuBr; HBr / 0 - 20 °C

4.1: 55 percent / CuO; K₂CO₃; pyridine / 130 °C

5.1: 100 percent / aq. NaOH / methanol

6.1: Et₃N; N-methyl-2-chloropyridinium iodide / acetonitrile / Heating

6.2: 65.1 mg / ((=NMesCH=CH-NMes-)C-)(PCy₃)Cl₂Rh=CHPh / toluene / 4 h / Heating

With pyridine; sodium hydroxide; 2-chloro-1-methyl-pyridinium iodide; hydrogen bromide; hydrogen; potassium carbonate; triethylamine; copper(II) oxide; sodium nitrite; palladium on activated charcoal; In methanol; ethanol; acetone; acetonitrile; 3.1: Sandmeyer reaction / 4.1: Ullmann coupling;
DOI:10.1039/b512877c

Reference yield:

: 61940-22-5
methyl 2-methyl-6-nitrobenzoate

: 872373-60-9
(7S,8R,9E)-14-methoxy-8-(4-methoxyphenoxy)-4-methyl-7-pentyl-7,8-dihydro-5H-dibenzo[b,j]dioxacycloundecin-5-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: 100 percent / H₂ / Pd/C / ethanol / 760 Torr

2.1: NaNO₂; HBr

2.2: 97 percent / CuBr; HBr / 0 - 20 °C

3.1: 55 percent / CuO; K₂CO₃; pyridine / 130 °C

4.1: 100 percent / aq. NaOH / methanol

5.1: Et₃N; N-methyl-2-chloropyridinium iodide / acetonitrile / Heating

5.2: 65.1 mg / ((=NMesCH=CH-NMes-)C-)(PCy₃)Cl₂Rh=CHPh / toluene / 4 h / Heating

With pyridine; sodium hydroxide; 2-chloro-1-methyl-pyridinium iodide; hydrogen bromide; hydrogen; potassium carbonate; triethylamine; copper(II) oxide; sodium nitrite; palladium on activated charcoal; In methanol; ethanol; acetonitrile; 2.1: Sandmeyer reaction / 3.1: Ullmann coupling;
DOI:10.1039/b512877c