(2S,4R)-5-(4-methoxybenzyloxy)-2,4-dimethylpentanoic acid ((1R,2R)-2-hydroxy-1-methyl-2-phenylethyl)-methyl-amide

Base Information

Chemical Name:(2S,4R)-5-(4-methoxybenzyloxy)-2,4-dimethylpentanoic acid ((1R,2R)-2-hydroxy-1-methyl-2-phenylethyl)-methyl-amide
CAS No.:922523-34-0
Molecular Formula:C₂₅H₃₅NO₄
Molecular Weight:413.557
Hs Code.:

Synonyms:(2S,4R)-5-(4-methoxybenzyloxy)-2,4-dimethylpentanoic acid ((1R,2R)-2-hydroxy-1-methyl-2-phenylethyl)-methyl-amide

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Chemical Property of (2S,4R)-5-(4-methoxybenzyloxy)-2,4-dimethylpentanoic acid ((1R,2R)-2-hydroxy-1-methyl-2-phenylethyl)-methyl-amide

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Technology Process of (2S,4R)-5-(4-methoxybenzyloxy)-2,4-dimethylpentanoic acid ((1R,2R)-2-hydroxy-1-methyl-2-phenylethyl)-methyl-amide

There total 4 articles about (2S,4R)-5-(4-methoxybenzyloxy)-2,4-dimethylpentanoic acid ((1R,2R)-2-hydroxy-1-methyl-2-phenylethyl)-methyl-amide 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: 92.0%

: 136320-65-5
1-((S)-3-iodo-2-methylpropoxymethyl)-4-methoxybenzene

: 192060-67-6
(1R,2R)-(-)-pseudoephedrinepropionamide

: 922523-34-0
(2S,4R)-5-(4-methoxybenzyloxy)-2,4-dimethylpentanoic acid ((1R,2R)-2-hydroxy-1-methyl-2-phenylethyl)-methyl-amide

Guidance literature:: (1R,2R)-(-)-pseudoephedrinepropionamide; With n-butyllithium; diisopropylamine; lithium chloride; In tetrahydrofuran; hexane; at -78 - 23 ℃; for 1.33333h;

1-((S)-3-iodo-2-methylpropoxymethyl)-4-methoxybenzene; In tetrahydrofuran; hexane; at 20 ℃; Further stages.;
DOI:10.1039/b708820e

Reference yield:

: 132969-71-2
methyl (2S)-[(4-methoxybenzyl)oxy]-2-methylpropanoate

: 922523-34-0
(2S,4R)-5-(4-methoxybenzyloxy)-2,4-dimethylpentanoic acid ((1R,2R)-2-hydroxy-1-methyl-2-phenylethyl)-methyl-amide

Guidance literature:: Multi-step reaction with 3 steps

1.1: LiAlH₄ / diethyl ether / 4 h

2.1: 86 percent / PPh₃; imidazole; iodine / CH₂Cl₂ / 6 h / 20 °C

3.1: LDA; lithium chloride / tetrahydrofuran; hexane / 1.33 h / -78 - 20 °C

3.2: 90 percent / hexane; tetrahydrofuran / 18 h

With 1H-imidazole; lithium aluminium tetrahydride; iodine; triphenylphosphine; lithium chloride; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; 3.2: Myers alkylation;
DOI:10.1002/anie.200603353

Reference yield:

: 136320-64-4
(2R)-3-[(4-methoxybenzyl)oxy]-2-methylpropanol

: 922523-34-0
(2S,4R)-5-(4-methoxybenzyloxy)-2,4-dimethylpentanoic acid ((1R,2R)-2-hydroxy-1-methyl-2-phenylethyl)-methyl-amide

Guidance literature:: Multi-step reaction with 2 steps

1.1: 86 percent / PPh₃; imidazole; iodine / CH₂Cl₂ / 6 h / 20 °C

2.1: LDA; lithium chloride / tetrahydrofuran; hexane / 1.33 h / -78 - 20 °C

2.2: 90 percent / hexane; tetrahydrofuran / 18 h

With 1H-imidazole; iodine; triphenylphosphine; lithium chloride; lithium diisopropyl amide; In tetrahydrofuran; hexane; dichloromethane; 2.2: Myers alkylation;
DOI:10.1002/anie.200603353