N-((1S,2S)-1-hydroxy-1-phenylpropan-2-yl)-6-((4-methoxybenzyl)oxy)-N-methylhexanamide

Base Information

Chemical Name:N-((1S,2S)-1-hydroxy-1-phenylpropan-2-yl)-6-((4-methoxybenzyl)oxy)-N-methylhexanamide
CAS No.:1385634-63-8
Molecular Formula:C₂₄H₃₃NO₄
Molecular Weight:399.53
Hs Code.:

Synonyms:N-((1S,2S)-1-hydroxy-1-phenylpropan-2-yl)-6-((4-methoxybenzyl)oxy)-N-methylhexanamide

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Chemical Property of N-((1S,2S)-1-hydroxy-1-phenylpropan-2-yl)-6-((4-methoxybenzyl)oxy)-N-methylhexanamide

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Technology Process of N-((1S,2S)-1-hydroxy-1-phenylpropan-2-yl)-6-((4-methoxybenzyl)oxy)-N-methylhexanamide

There total 3 articles about N-((1S,2S)-1-hydroxy-1-phenylpropan-2-yl)-6-((4-methoxybenzyl)oxy)-N-methylhexanamide 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: 73.0%

: 90-82-4,7009-81-6,90-83-5,6912-63-6
pseudoephedrine

: 343221-33-0
6-((4-methoxybenzyl)oxy)hexanoic acid

: 1385634-63-8
N-((1S,2S)-1-hydroxy-1-phenylpropan-2-yl)-6-((4-methoxybenzyl)oxy)-N-methylhexanamide

Guidance literature:: 6-((4-methoxybenzyl)oxy)hexanoic acid; With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; at 20 ℃; Inert atmosphere;

pseudoephedrine; With triethylamine; In tetrahydrofuran; dichloromethane; at 0 ℃; for 1h; Inert atmosphere;
DOI:10.1021/jo301121f

Reference yield:

: ethyl 6-[(4-methoxybenzyl)oxy]hexanoate

: 1385634-63-8
N-((1S,2S)-1-hydroxy-1-phenylpropan-2-yl)-6-((4-methoxybenzyl)oxy)-N-methylhexanamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydroxide / tetrahydrofuran; methanol; water / 60 °C / Inert atmosphere

1.2: Inert atmosphere

2.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 20 °C / Inert atmosphere

2.2: 1 h / 0 °C / Inert atmosphere

With oxalyl dichloride; N,N-dimethyl-formamide; sodium hydroxide; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1021/jo301121f

Reference yield:

: 89238-99-3
O-(4-methoxybenzyl)-trichloroacetimidate

: 1385634-63-8
N-((1S,2S)-1-hydroxy-1-phenylpropan-2-yl)-6-((4-methoxybenzyl)oxy)-N-methylhexanamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: camphor-10-sulfonic acid / dichloromethane / 12 h / 0 - 20 °C / Inert atmosphere

2.1: sodium hydroxide / tetrahydrofuran; methanol; water / 60 °C / Inert atmosphere

2.2: Inert atmosphere

3.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 20 °C / Inert atmosphere

3.2: 1 h / 0 °C / Inert atmosphere

With oxalyl dichloride; camphor-10-sulfonic acid; N,N-dimethyl-formamide; sodium hydroxide; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1021/jo301121f