(E)-(S)-4-Ethyl-8-(4-methoxy-benzyloxy)-6-methyl-oct-4-enoic acid dimethylamide

Base Information

Chemical Name:(E)-(S)-4-Ethyl-8-(4-methoxy-benzyloxy)-6-methyl-oct-4-enoic acid dimethylamide
CAS No.:101711-93-7
Molecular Formula:C₂₁H₃₃NO₃
Molecular Weight:347.498
Hs Code.:

Synonyms:(E)-(S)-4-Ethyl-8-(4-methoxy-benzyloxy)-6-methyl-oct-4-enoic acid dimethylamide

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Chemical Property of (E)-(S)-4-Ethyl-8-(4-methoxy-benzyloxy)-6-methyl-oct-4-enoic acid dimethylamide

Chemical Property:

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Technology Process of (E)-(S)-4-Ethyl-8-(4-methoxy-benzyloxy)-6-methyl-oct-4-enoic acid dimethylamide

There total 8 articles about (E)-(S)-4-Ethyl-8-(4-methoxy-benzyloxy)-6-methyl-oct-4-enoic acid dimethylamide 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:

: 824-94-2
p-methoxybenzyl chloride

: 101711-93-7
(E)-(S)-4-Ethyl-8-(4-methoxy-benzyloxy)-6-methyl-oct-4-enoic acid dimethylamide

Guidance literature:: Multi-step reaction with 8 steps

1: NaOH / cyclohexane / 80 °C

2: Jones reagent / acetone / 0 °C

3: 1.) pivaloyl chloride, Et₃N / 1.) Et₂O, THF, -78 deg C; 2.) Et₂O, THF

4: NaN(TMS)2 / tetrahydrofuran / 6 h / -78 °C

5: LiAlH₄ / diethyl ether / -30 °C

6: (COCl)2, DMSO, Et₃N / CH₂Cl₂ / -78 °C

7: tetrahydrofuran / -78 °C

8: cyclohexane / 80 °C

With sodium hydroxide; lithium aluminium tetrahydride; jones reagent; oxalyl dichloride; sodium hexamethyldisilazane; pivaloyl chloride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; cyclohexane; acetone;
DOI:10.1021/ja00269a073

Reference yield:

: 119649-45-5
4-(p-methoxybenzyloxy)butan-1-ol

: 101711-93-7
(E)-(S)-4-Ethyl-8-(4-methoxy-benzyloxy)-6-methyl-oct-4-enoic acid dimethylamide

Guidance literature:: Multi-step reaction with 7 steps

1: Jones reagent / acetone / 0 °C

2: 1.) pivaloyl chloride, Et₃N / 1.) Et₂O, THF, -78 deg C; 2.) Et₂O, THF

3: NaN(TMS)2 / tetrahydrofuran / 6 h / -78 °C

4: LiAlH₄ / diethyl ether / -30 °C

5: (COCl)2, DMSO, Et₃N / CH₂Cl₂ / -78 °C

6: tetrahydrofuran / -78 °C

7: cyclohexane / 80 °C

With lithium aluminium tetrahydride; jones reagent; oxalyl dichloride; sodium hexamethyldisilazane; pivaloyl chloride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; cyclohexane; acetone;
DOI:10.1021/ja00269a073

Reference yield:

: 119649-27-3
4-((4-methoxybenzyl)oxy)butanal

: 101711-93-7
(E)-(S)-4-Ethyl-8-(4-methoxy-benzyloxy)-6-methyl-oct-4-enoic acid dimethylamide

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) pivaloyl chloride, Et₃N / 1.) Et₂O, THF, -78 deg C; 2.) Et₂O, THF

2: NaN(TMS)2 / tetrahydrofuran / 6 h / -78 °C

3: LiAlH₄ / diethyl ether / -30 °C

4: (COCl)2, DMSO, Et₃N / CH₂Cl₂ / -78 °C

5: tetrahydrofuran / -78 °C

6: cyclohexane / 80 °C

With lithium aluminium tetrahydride; oxalyl dichloride; sodium hexamethyldisilazane; pivaloyl chloride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; cyclohexane;
DOI:10.1021/ja00269a073