(E)-2-{(6R,7S)-6-acetoxy-7-[5-(4-methoxybenzyloxy)-4-methylpentyl]-7-methyloxepan-3-ylidene}ethyl acetate

Base Information

Chemical Name:(E)-2-{(6R,7S)-6-acetoxy-7-[5-(4-methoxybenzyloxy)-4-methylpentyl]-7-methyloxepan-3-ylidene}ethyl acetate
CAS No.:1322762-99-1
Molecular Formula:C₂₇H₄₀O₇
Molecular Weight:476.61
Hs Code.:

Synonyms:(E)-2-{(6R,7S)-6-acetoxy-7-[5-(4-methoxybenzyloxy)-4-methylpentyl]-7-methyloxepan-3-ylidene}ethyl acetate

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Chemical Property of (E)-2-{(6R,7S)-6-acetoxy-7-[5-(4-methoxybenzyloxy)-4-methylpentyl]-7-methyloxepan-3-ylidene}ethyl acetate

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Technology Process of (E)-2-{(6R,7S)-6-acetoxy-7-[5-(4-methoxybenzyloxy)-4-methylpentyl]-7-methyloxepan-3-ylidene}ethyl acetate

There total 16 articles about (E)-2-{(6R,7S)-6-acetoxy-7-[5-(4-methoxybenzyloxy)-4-methylpentyl]-7-methyloxepan-3-ylidene}ethyl acetate 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: 68.0%

: 1322762-98-0
(6R,7S,E)-7-hydroxy-3-(hydroxymethyl)-12-(4-methoxybenzyloxy)-7,11-dimethyldodec-2-ene-1,6-diyl diacetate

: 1322762-99-1
(E)-2-{(6R,7S)-6-acetoxy-7-[5-(4-methoxybenzyloxy)-4-methylpentyl]-7-methyloxepan-3-ylidene}ethyl acetate

Guidance literature:: With 2,6-dimethylpyridine; trifluoromethylsulfonic anhydride; In dichloromethane; at -78 - -5 ℃; for 8h;
DOI:10.1002/chem.201003666

Reference yield:

: 1322762-87-7
(Z)-9-(4-methoxybenzyloxy)-4,8-dimethyl-1-[(Rs)-(p-tolylsulfinyl)]non-3-en-2-one

: 1322762-99-1
(E)-2-{(6R,7S)-6-acetoxy-7-[5-(4-methoxybenzyloxy)-4-methylpentyl]-7-methyloxepan-3-ylidene}ethyl acetate

Guidance literature:: Multi-step reaction with 12 steps

1: diisobutylaluminium hydride / tetrahydrofuran; toluene / 1 h / -78 °C

2: 1H-imidazole / dichloromethane / 1 h / 20 °C

3: N-Bromosuccinimide; water / toluene / 2 h / 20 °C

4: camphor sulfonic acid (CSA) / dichloromethane / 1 h / 0 °C

5: tetra-(n-butyl)ammonium iodide / tetrahydrofuran / 0.5 h / 20 °C

6: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0.5 h / 0 - 20 °C

7: methanol; magnesium; mercury dichloride / 4 h / 0 - 20 °C

8: dmap; triethylamine / dichloromethane / 1 h / 20 °C

9: tetrahydrofuran / 3 h / 0 °C

10: potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran; 1,4-dioxane / 10 h / 85 °C / Inert atmosphere

11: methanol; pyridinium p-toluenesulfonate / 0.5 h / 20 °C

12: 2,6-dimethylpyridine; trifluoromethylsulfonic anhydride / dichloromethane / 8 h / -78 - -5 °C

With 1H-imidazole; 2,6-dimethylpyridine; methanol; dmap; potassium phosphate; N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; trifluoromethylsulfonic anhydride; water; pyridinium p-toluenesulfonate; tetra-(n-butyl)ammonium iodide; diisobutylaluminium hydride; magnesium; triethylamine; 3-chloro-benzenecarboperoxoic acid; mercury dichloride; In tetrahydrofuran; 1,4-dioxane; dichloromethane; toluene; 10: Suzuki coupling;
DOI:10.1002/chem.201003666

Reference yield:

: 1322762-82-2
(2S,Z)-9-(4-methoxybenzyloxy)-4,8-dimethyl-1-[(Rs)-(p-tolylsulfinyl)]non-3-en-2-ol

: 1322762-99-1
(E)-2-{(6R,7S)-6-acetoxy-7-[5-(4-methoxybenzyloxy)-4-methylpentyl]-7-methyloxepan-3-ylidene}ethyl acetate

Guidance literature:: Multi-step reaction with 11 steps

1: 1H-imidazole / dichloromethane / 1 h / 20 °C

2: N-Bromosuccinimide; water / toluene / 2 h / 20 °C

3: camphor sulfonic acid (CSA) / dichloromethane / 1 h / 0 °C

4: tetra-(n-butyl)ammonium iodide / tetrahydrofuran / 0.5 h / 20 °C

5: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0.5 h / 0 - 20 °C

6: methanol; magnesium; mercury dichloride / 4 h / 0 - 20 °C

7: dmap; triethylamine / dichloromethane / 1 h / 20 °C

8: tetrahydrofuran / 3 h / 0 °C

9: potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran; 1,4-dioxane / 10 h / 85 °C / Inert atmosphere

10: methanol; pyridinium p-toluenesulfonate / 0.5 h / 20 °C

11: 2,6-dimethylpyridine; trifluoromethylsulfonic anhydride / dichloromethane / 8 h / -78 - -5 °C

With 1H-imidazole; 2,6-dimethylpyridine; methanol; dmap; potassium phosphate; N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; trifluoromethylsulfonic anhydride; water; pyridinium p-toluenesulfonate; tetra-(n-butyl)ammonium iodide; magnesium; triethylamine; 3-chloro-benzenecarboperoxoic acid; mercury dichloride; In tetrahydrofuran; 1,4-dioxane; dichloromethane; toluene; 9: Suzuki coupling;
DOI:10.1002/chem.201003666