(4S,5R,7S,E)-ethyl 5-hydroxy-7-methoxy-9-(4-methoxybenzyloxy)-4-methylnon-2-enoate

Base Information

Chemical Name:(4S,5R,7S,E)-ethyl 5-hydroxy-7-methoxy-9-(4-methoxybenzyloxy)-4-methylnon-2-enoate
CAS No.:1275506-38-1
Molecular Formula:C₂₁H₃₂O₆
Molecular Weight:380.481
Hs Code.:

Synonyms:(4S,5R,7S,E)-ethyl 5-hydroxy-7-methoxy-9-(4-methoxybenzyloxy)-4-methylnon-2-enoate

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Chemical Property of (4S,5R,7S,E)-ethyl 5-hydroxy-7-methoxy-9-(4-methoxybenzyloxy)-4-methylnon-2-enoate

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Technology Process of (4S,5R,7S,E)-ethyl 5-hydroxy-7-methoxy-9-(4-methoxybenzyloxy)-4-methylnon-2-enoate

There total 6 articles about (4S,5R,7S,E)-ethyl 5-hydroxy-7-methoxy-9-(4-methoxybenzyloxy)-4-methylnon-2-enoate 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%

: 1275506-35-8
(E)-ethyl 3-((2R,3R)-3-((S)-2-methoxy-4-(4-methoxybenzyloxy)butyl)oxiran-2-yl)acrylate

: 75-24-1
trimethylaluminum

: 1275506-38-1
(4S,5R,7S,E)-ethyl 5-hydroxy-7-methoxy-9-(4-methoxybenzyloxy)-4-methylnon-2-enoate

Guidance literature:: (E)-ethyl 3-((2R,3R)-3-((S)-2-methoxy-4-(4-methoxybenzyloxy)butyl)oxiran-2-yl)acrylate; trimethylaluminum; In dichloromethane; toluene; at -40 ℃; for 0.166667h; Inert atmosphere;

With water; In dichloromethane; toluene; at -40 ℃; for 3h; Inert atmosphere;
DOI:10.1021/ol200223q

Reference yield:

: 1275506-31-4
(R)-1-methoxy-4-((3-methoxyhex-5-enyloxy)methyl)benzene

: 1275506-38-1
(4S,5R,7S,E)-ethyl 5-hydroxy-7-methoxy-9-(4-methoxybenzyloxy)-4-methylnon-2-enoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: Hoveyda-Grubbs catalyst / dichloromethane / 3 h / 20 °C / Inert atmosphere

2.1: α,α-diphenyl-2-pyrrolidinemethanol trimethylsilyl ether; dihydrogen peroxide / dichloromethane / 2 h / 20 °C

3.1: dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere

4.1: dichloromethane; toluene / 0.17 h / -40 °C / Inert atmosphere

4.2: 3 h / -40 °C / Inert atmosphere

With α,α-diphenyl-2-pyrrolidinemethanol trimethylsilyl ether; dihydrogen peroxide; In dichloromethane; toluene;
DOI:10.1021/ol200223q

Reference yield:

: 1275506-34-7
(R,E)-5-methoxy-7-(4-methoxybenzyloxy)hept-2-enal

: 1275506-38-1
(4S,5R,7S,E)-ethyl 5-hydroxy-7-methoxy-9-(4-methoxybenzyloxy)-4-methylnon-2-enoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: α,α-diphenyl-2-pyrrolidinemethanol trimethylsilyl ether; dihydrogen peroxide / dichloromethane / 2 h / 20 °C

2.1: dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere

3.1: dichloromethane; toluene / 0.17 h / -40 °C / Inert atmosphere

3.2: 3 h / -40 °C / Inert atmosphere

With α,α-diphenyl-2-pyrrolidinemethanol trimethylsilyl ether; dihydrogen peroxide; In dichloromethane; toluene;
DOI:10.1021/ol200223q