(2S,3R,4R,Z)-3-hydroxy-8-((4-methoxybenzyl)oxy)-2,4-dimethyloct-6-enoic acid

Base Information

Chemical Name:(2S,3R,4R,Z)-3-hydroxy-8-((4-methoxybenzyl)oxy)-2,4-dimethyloct-6-enoic acid
CAS No.:1415635-81-2
Molecular Formula:C₁₈H₂₆O₅
Molecular Weight:322.401
Hs Code.:

Synonyms:(2S,3R,4R,Z)-3-hydroxy-8-((4-methoxybenzyl)oxy)-2,4-dimethyloct-6-enoic acid

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Chemical Property of (2S,3R,4R,Z)-3-hydroxy-8-((4-methoxybenzyl)oxy)-2,4-dimethyloct-6-enoic acid

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Technology Process of (2S,3R,4R,Z)-3-hydroxy-8-((4-methoxybenzyl)oxy)-2,4-dimethyloct-6-enoic acid

There total 4 articles about (2S,3R,4R,Z)-3-hydroxy-8-((4-methoxybenzyl)oxy)-2,4-dimethyloct-6-enoic acid 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: 95.0%

: (2S,3R,4R,Z)-3-hydroxy-N-((1R,2R)-1-hydroxy-1-phenylpropan-2-yl)-8-((4-methoxybenzyl)oxy)-N,2,4-trimethyloct-6-enamide

: 1415635-81-2
(2S,3R,4R,Z)-3-hydroxy-8-((4-methoxybenzyl)oxy)-2,4-dimethyloct-6-enoic acid

Guidance literature:: With tetra(n-butyl)ammonium hydroxide; In water; tert-butyl alcohol; at 50 ℃; for 20h; Inert atmosphere;
DOI:10.1021/ol302999v

Reference yield:

: 1415635-78-7
(R,Z)-N-((1S,2S)-1-hydroxy-1-phenylpropan-2-yl)-6-((4-methoxybenzyl)oxy)-N,2-dimethylhex-4-enamide

: 1415635-81-2
(2S,3R,4R,Z)-3-hydroxy-8-((4-methoxybenzyl)oxy)-2,4-dimethyloct-6-enoic acid

Guidance literature:: Multi-step reaction with 3 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran; hexane; ethyl acetate / 1 h / -78 - 0 °C / Inert atmosphere

2.1: diisopropylamine; n-butyllithium / tetrahydrofuran; hexane / 2.67 h / -78 - 20 °C / Inert atmosphere

2.2: 3 h / -78 °C / Inert atmosphere

2.3: 3 h / -116 °C / Inert atmosphere

3.1: tetra(n-butyl)ammonium hydroxide / tert-butyl alcohol; water / 20 h / 50 °C / Inert atmosphere

With lithium aluminium tetrahydride; n-butyllithium; tetra(n-butyl)ammonium hydroxide; diisopropylamine; In tetrahydrofuran; hexane; water; ethyl acetate; tert-butyl alcohol;
DOI:10.1021/ol302999v

Reference yield:

: 1385018-40-5
(R,Z)-6-((4-methoxybenzyl)oxy)-2-methylhex-4-enal

: 1415635-81-2
(2S,3R,4R,Z)-3-hydroxy-8-((4-methoxybenzyl)oxy)-2,4-dimethyloct-6-enoic acid

Guidance literature:: Multi-step reaction with 2 steps

1.1: diisopropylamine; n-butyllithium / tetrahydrofuran; hexane / 2.67 h / -78 - 20 °C / Inert atmosphere

1.2: 3 h / -78 °C / Inert atmosphere

1.3: 3 h / -116 °C / Inert atmosphere

2.1: tetra(n-butyl)ammonium hydroxide / tert-butyl alcohol; water / 20 h / 50 °C / Inert atmosphere

With n-butyllithium; tetra(n-butyl)ammonium hydroxide; diisopropylamine; In tetrahydrofuran; hexane; water; tert-butyl alcohol;
DOI:10.1021/ol302999v