(3S,4R)-4-(4-methoxybenzyloxy)octadec-1-en-3-ol

Base Information

Chemical Name:(3S,4R)-4-(4-methoxybenzyloxy)octadec-1-en-3-ol
CAS No.:1558034-96-0
Molecular Formula:C₂₆H₄₄O₃
Molecular Weight:404.634
Hs Code.:

Synonyms:(3S,4R)-4-(4-methoxybenzyloxy)octadec-1-en-3-ol

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Chemical Property of (3S,4R)-4-(4-methoxybenzyloxy)octadec-1-en-3-ol

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Technology Process of (3S,4R)-4-(4-methoxybenzyloxy)octadec-1-en-3-ol

There total 6 articles about (3S,4R)-4-(4-methoxybenzyloxy)octadec-1-en-3-ol 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: 82.0%

: C₂₆H₄₂O₃

: 1558034-96-0
(3S,4R)-4-(4-methoxybenzyloxy)octadec-1-en-3-ol

Guidance literature:: With diisobutylaluminium hydride; In hexane; dichloromethane; at -78 - 20 ℃; for 3.5h; Inert atmosphere;
DOI:10.1021/ol5002686

Reference yield:

: C₂₀H₃₈O₃

: 1558034-96-0
(3S,4R)-4-(4-methoxybenzyloxy)octadec-1-en-3-ol

Guidance literature:: Multi-step reaction with 6 steps

1.1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 12 h / 20 °C

2.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; tetrabutyl-ammonium chloride; sodium hydrogencarbonate; potassium carbonate; N-chloro-succinimide / dichloromethane; water / 12 h / 20 °C / Inert atmosphere

3.1: potassium tert-butylate / tetrahydrofuran / 1 h / 0 - 20 °C / Inert atmosphere

3.2: 2 h / 0 - 20 °C / Inert atmosphere

4.1: acetyl chloride / methanol / 0.5 h / Inert atmosphere

5.1: toluene-4-sulfonic acid / dichloromethane / 2 h / 20 °C / Inert atmosphere

6.1: diisobutylaluminium hydride / dichloromethane; hexane / 3.5 h / -78 - 20 °C / Inert atmosphere

With N-chloro-succinimide; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; palladium 10% on activated carbon; potassium tert-butylate; tetrabutyl-ammonium chloride; hydrogen; diisobutylaluminium hydride; sodium hydrogencarbonate; potassium carbonate; toluene-4-sulfonic acid; acetyl chloride; In tetrahydrofuran; methanol; hexane; dichloromethane; water; ethyl acetate;
DOI:10.1021/ol5002686

Reference yield:

: (2S,3R)-2,3-(O-isopropylidene)heptadecane-1,2,3-triol

: 1558034-96-0
(3S,4R)-4-(4-methoxybenzyloxy)octadec-1-en-3-ol

Guidance literature:: Multi-step reaction with 5 steps

1.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; tetrabutyl-ammonium chloride; sodium hydrogencarbonate; potassium carbonate; N-chloro-succinimide / dichloromethane; water / 12 h / 20 °C / Inert atmosphere

2.1: potassium tert-butylate / tetrahydrofuran / 1 h / 0 - 20 °C / Inert atmosphere

2.2: 2 h / 0 - 20 °C / Inert atmosphere

3.1: acetyl chloride / methanol / 0.5 h / Inert atmosphere

4.1: toluene-4-sulfonic acid / dichloromethane / 2 h / 20 °C / Inert atmosphere

5.1: diisobutylaluminium hydride / dichloromethane; hexane / 3.5 h / -78 - 20 °C / Inert atmosphere

With N-chloro-succinimide; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; potassium tert-butylate; tetrabutyl-ammonium chloride; diisobutylaluminium hydride; sodium hydrogencarbonate; potassium carbonate; toluene-4-sulfonic acid; acetyl chloride; In tetrahydrofuran; methanol; hexane; dichloromethane; water;
DOI:10.1021/ol5002686