methyl (9S,13S)-9-acetoxy-13-(4-methoxybenzyloxy)-12-oxo-10,15-octadecadienoate

Base Information

Chemical Name:methyl (9S,13S)-9-acetoxy-13-(4-methoxybenzyloxy)-12-oxo-10,15-octadecadienoate
CAS No.:1275590-50-5
Molecular Formula:C₂₉H₄₂O₇
Molecular Weight:502.648
Hs Code.:

Synonyms:methyl (9S,13S)-9-acetoxy-13-(4-methoxybenzyloxy)-12-oxo-10,15-octadecadienoate

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Chemical Property of methyl (9S,13S)-9-acetoxy-13-(4-methoxybenzyloxy)-12-oxo-10,15-octadecadienoate

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Technology Process of methyl (9S,13S)-9-acetoxy-13-(4-methoxybenzyloxy)-12-oxo-10,15-octadecadienoate

There total 8 articles about methyl (9S,13S)-9-acetoxy-13-(4-methoxybenzyloxy)-12-oxo-10,15-octadecadienoate 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: 96.0%

: 1275590-52-7
methyl (S)-9-acetoxy-10-oxodecanoate

: 1275590-51-6
dimethy [(S)-3-(4-methoxybenzyloxy)-2-oxo-5-octenyl]phosphonate

: 1275590-50-5
methyl (9S,13S)-9-acetoxy-13-(4-methoxybenzyloxy)-12-oxo-10,15-octadecadienoate

Guidance literature:: dimethy [(S)-3-(4-methoxybenzyloxy)-2-oxo-5-octenyl]phosphonate; With lithium bromide monohydrate; In tetrahydrofuran; at 20 ℃; for 0.5h; Inert atmosphere;

With triethylamine; In tetrahydrofuran; at 20 ℃; for 1h; Inert atmosphere;

methyl (S)-9-acetoxy-10-oxodecanoate; In tetrahydrofuran; at 20 ℃; stereoselective reaction; Inert atmosphere;
DOI:10.1016/j.tet.2011.01.005

Reference yield:

: 1275590-53-8
(R)-4-benzyl-3-[(S)-2-(4-methoxybenzyloxy)-4-heptenoyl]-2-oxazolidinone

: 1275590-50-5
methyl (9S,13S)-9-acetoxy-13-(4-methoxybenzyloxy)-12-oxo-10,15-octadecadienoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / -78 °C / Inert atmosphere

1.2: Inert atmosphere

2.1: lithium bromide monohydrate / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere

2.2: 1 h / 20 °C / Inert atmosphere

2.3: 20 °C / Inert atmosphere

With n-butyllithium; lithium bromide monohydrate; In tetrahydrofuran; hexane; 2.1: Horner-Wadsworth-Emmons olefination / 2.2: Horner-Wadsworth-Emmons olefination / 2.3: Horner-Wadsworth-Emmons olefination;
DOI:10.1016/j.tet.2011.01.005

Reference yield:

: 1576-95-0
cis-2-penten-1-ol

: 1275590-50-5
methyl (9S,13S)-9-acetoxy-13-(4-methoxybenzyloxy)-12-oxo-10,15-octadecadienoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: boron trifluoride diethyl etherate; sodium iodide / acetonitrile / 1.25 h / 0 - 20 °C / Inert atmosphere

2.1: sodium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 °C

2.2: 3 h / -78 °C / Inert atmosphere

3.1: n-butyllithium / tetrahydrofuran; hexane / -78 °C / Inert atmosphere

3.2: Inert atmosphere

4.1: lithium bromide monohydrate / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere

4.2: 1 h / 20 °C / Inert atmosphere

4.3: 20 °C / Inert atmosphere

With n-butyllithium; lithium bromide monohydrate; boron trifluoride diethyl etherate; sodium hexamethyldisilazane; sodium iodide; In tetrahydrofuran; hexane; acetonitrile; 2.1: Evans asymmetric alkylation / 2.2: Evans asymmetric alkylation / 4.1: Horner-Wadsworth-Emmons olefination / 4.2: Horner-Wadsworth-Emmons olefination / 4.3: Horner-Wadsworth-Emmons olefination;
DOI:10.1016/j.tet.2011.01.005