(+)-(S,E)-ethyl 8-((4-methoxybenzyl)oxy)-6-((methylsulfonyl)oxy)oct-2-enoate

Base Information

Chemical Name:(+)-(S,E)-ethyl 8-((4-methoxybenzyl)oxy)-6-((methylsulfonyl)oxy)oct-2-enoate
CAS No.:869348-17-4
Molecular Formula:C₁₉H₂₈O₇S
Molecular Weight:400.493
Hs Code.:

Synonyms:(+)-(S,E)-ethyl 8-((4-methoxybenzyl)oxy)-6-((methylsulfonyl)oxy)oct-2-enoate

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Chemical Property of (+)-(S,E)-ethyl 8-((4-methoxybenzyl)oxy)-6-((methylsulfonyl)oxy)oct-2-enoate

Chemical Property:

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Technology Process of (+)-(S,E)-ethyl 8-((4-methoxybenzyl)oxy)-6-((methylsulfonyl)oxy)oct-2-enoate

There total 6 articles about (+)-(S,E)-ethyl 8-((4-methoxybenzyl)oxy)-6-((methylsulfonyl)oxy)oct-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: 100.0%

: C₁₅H₂₄O₃

: 124-63-0
methanesulfonyl chloride

: 869348-17-4
(+)-(S,E)-ethyl 8-((4-methoxybenzyl)oxy)-6-((methylsulfonyl)oxy)oct-2-enoate

Guidance literature:: With triethylamine; In dichloromethane;
DOI:10.1021/ja402891m

Reference yield:

: 870680-55-0
(E)-(S)-6-Hydroxy-8-(4-methoxy-benzyloxy)-oct-2-enoic acid ethyl ester

: 124-63-0
methanesulfonyl chloride

: 869348-17-4
(+)-(S,E)-ethyl 8-((4-methoxybenzyl)oxy)-6-((methylsulfonyl)oxy)oct-2-enoate

Guidance literature:: With triethylamine; In dichloromethane; at 0 ℃; for 0.5h;
DOI:10.1021/ol0523493

Reference yield:

: 142860-83-1
1-(4-methoxybenzyloxy)-3-butene

: 869348-17-4
(+)-(S,E)-ethyl 8-((4-methoxybenzyl)oxy)-6-((methylsulfonyl)oxy)oct-2-enoate

Guidance literature:: Multi-step reaction with 5 steps

1: 87 percent / m-CPBA / CH₂Cl₂

2: 47 percent / (R,R)-(salen)Co(II) Jacobsen precatalyst; aq. AcOH / tetrahydrofuran / 0 - 20 °C

3: CuI / tetrahydrofuran; diethyl ether / -30 - 0 °C

4: 80 percent / Hoveyda-Grubbs II catalyst / CH₂Cl₂ / Heating

5: Et₃N / CH₂Cl₂ / 0.5 h / 0 °C

With copper(l) iodide; Hoveyda-Grubbs catalyst second generation; (R,R)-(salen)Co(II) Jacobsen precatalyst; acetic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; diethyl ether; dichloromethane; 2: Jacobsen kinetic resolution;
DOI:10.1021/ol0523493