(1S,3R,4E)-3-(acetyloxy)-1-[4-(benzyloxy)-3-methoxyphenethyl]-5-[4-(benzyloxy)-3-methoxyphenyl]-4-pentenyl acetate

Base Information

Chemical Name:(1S,3R,4E)-3-(acetyloxy)-1-[4-(benzyloxy)-3-methoxyphenethyl]-5-[4-(benzyloxy)-3-methoxyphenyl]-4-pentenyl acetate
CAS No.:1352033-72-7
Molecular Formula:C₃₉H₄₂O₈
Molecular Weight:638.758
Hs Code.:

Synonyms:(1S,3R,4E)-3-(acetyloxy)-1-[4-(benzyloxy)-3-methoxyphenethyl]-5-[4-(benzyloxy)-3-methoxyphenyl]-4-pentenyl acetate

Suppliers and Price of (1S,3R,4E)-3-(acetyloxy)-1-[4-(benzyloxy)-3-methoxyphenethyl]-5-[4-(benzyloxy)-3-methoxyphenyl]-4-pentenyl acetate

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (1S,3R,4E)-3-(acetyloxy)-1-[4-(benzyloxy)-3-methoxyphenethyl]-5-[4-(benzyloxy)-3-methoxyphenyl]-4-pentenyl acetate

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (1S,3R,4E)-3-(acetyloxy)-1-[4-(benzyloxy)-3-methoxyphenethyl]-5-[4-(benzyloxy)-3-methoxyphenyl]-4-pentenyl acetate

There total 19 articles about (1S,3R,4E)-3-(acetyloxy)-1-[4-(benzyloxy)-3-methoxyphenethyl]-5-[4-(benzyloxy)-3-methoxyphenyl]-4-pentenyl 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: 92.0%

: 1352033-71-6
(1S,3R,4E)-1-[4-(benzyloxy)-3-methoxyphenethyl]-5-[4-(benzyloxy)-3-methoxyphenyl]-3-hydroxy-4-pentenyl acetate

: 108-24-7
acetic anhydride

: 1352033-72-7
(1S,3R,4E)-3-(acetyloxy)-1-[4-(benzyloxy)-3-methoxyphenethyl]-5-[4-(benzyloxy)-3-methoxyphenyl]-4-pentenyl acetate

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 20 ℃; for 0.5h; Inert atmosphere;
DOI:10.1016/j.tetasy.2011.09.012

Reference yield:

: 100-39-0
benzyl bromide

: 1352033-72-7
(1S,3R,4E)-3-(acetyloxy)-1-[4-(benzyloxy)-3-methoxyphenethyl]-5-[4-(benzyloxy)-3-methoxyphenyl]-4-pentenyl acetate

Guidance literature:: Multi-step reaction with 7 steps

1.1: potassium carbonate / acetone / 3 h / Inert atmosphere; Reflux

2.1: n-butyllithium / tetrahydrofuran; hexanes / 1 h / 0 °C / Inert atmosphere

2.2: 3 h / 0 °C / Inert atmosphere

3.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 48 h / 50 °C / Inert atmosphere

4.1: water; 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane / 0.5 h / 0 °C

5.1: dmap; triethylamine / dichloromethane / 0.5 h / 20 °C / Inert atmosphere

6.1: dimethylsulfide borane complex; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole / tetrahydrofuran; toluene / 0.5 h / 0 °C / Inert atmosphere

7.1: dmap; triethylamine / dichloromethane / 0.5 h / 20 °C / Inert atmosphere

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; dmap; n-butyllithium; dimethylsulfide borane complex; water; potassium carbonate; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; In tetrahydrofuran; hexanes; dichloromethane; acetone; toluene; 2.2: Wittig reaction;
DOI:10.1016/j.tetasy.2011.09.012

Reference yield:

: 1352033-70-5
(E,5S)-1,7-di[4-(benzyloxy)-3-methoxyphenyl]-5-hydroxy-1-hepten-3-one

: 1352033-72-7
(1S,3R,4E)-3-(acetyloxy)-1-[4-(benzyloxy)-3-methoxyphenethyl]-5-[4-(benzyloxy)-3-methoxyphenyl]-4-pentenyl acetate

Guidance literature:: Multi-step reaction with 3 steps

1: dmap; triethylamine / dichloromethane / 0.5 h / 20 °C / Inert atmosphere

2: dimethylsulfide borane complex; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole / tetrahydrofuran; toluene / 0.5 h / 0 °C / Inert atmosphere

3: dmap; triethylamine / dichloromethane / 0.5 h / 20 °C / Inert atmosphere

With dmap; dimethylsulfide borane complex; triethylamine; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1016/j.tetasy.2011.09.012