3-[(2R,3S)-1-benzyl-3-(methoxymethoxy)-2,3,4,7-tetrahydro-1H-azepin-2-yl]propan-1-ol

Base Information

Chemical Name:3-[(2R,3S)-1-benzyl-3-(methoxymethoxy)-2,3,4,7-tetrahydro-1H-azepin-2-yl]propan-1-ol
CAS No.:1586000-02-3
Molecular Formula:C₁₈H₂₇NO₃
Molecular Weight:305.417
Hs Code.:

Synonyms:3-[(2R,3S)-1-benzyl-3-(methoxymethoxy)-2,3,4,7-tetrahydro-1H-azepin-2-yl]propan-1-ol

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Chemical Property of 3-[(2R,3S)-1-benzyl-3-(methoxymethoxy)-2,3,4,7-tetrahydro-1H-azepin-2-yl]propan-1-ol

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Technology Process of 3-[(2R,3S)-1-benzyl-3-(methoxymethoxy)-2,3,4,7-tetrahydro-1H-azepin-2-yl]propan-1-ol

There total 7 articles about 3-[(2R,3S)-1-benzyl-3-(methoxymethoxy)-2,3,4,7-tetrahydro-1H-azepin-2-yl]propan-1-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: 51.0%

: 1586000-01-2
(4R,5S)-4-[allyl(benzyl)amino]-5-(methoxymethoxy)oct-7-en-1-ol

: 1586000-02-3
3-[(2R,3S)-1-benzyl-3-(methoxymethoxy)-2,3,4,7-tetrahydro-1H-azepin-2-yl]propan-1-ol

Guidance literature:: With Grubbs catalyst first generation; In chloroform; at 60 ℃; for 2.5h; Inert atmosphere;
DOI:10.1016/j.ejmech.2014.01.036

Reference yield:

: 1585999-88-7
(4R,5S)-N,N-dibenzyl-1-(tert-butyldimethylsilyloxy)-5-(methoxymethoxy)oct-7-en-4-amine

: 1586000-02-3
3-[(2R,3S)-1-benzyl-3-(methoxymethoxy)-2,3,4,7-tetrahydro-1H-azepin-2-yl]propan-1-ol

Guidance literature:: Multi-step reaction with 4 steps

1.1: ammonium cerium (IV) nitrate / dichloromethane; acetonitrile / 0.5 h / 20 °C

2.1: 1H-imidazole / dichloromethane / 2.5 h / 20 °C

3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 4 h / 100 °C

3.2: 2.5 h / 0 - 20 °C

4.1: Grubbs catalyst first generation / chloroform / 2.5 h / 60 °C / Inert atmosphere

With 1H-imidazole; Grubbs catalyst first generation; ammonium cerium (IV) nitrate; sodium hydride; In dichloromethane; chloroform; N,N-dimethyl-formamide; acetonitrile; mineral oil;
DOI:10.1016/j.ejmech.2014.01.036

Reference yield:

: 1586000-00-1
(4R,5S)-4-(benzylamino)-5-(methoxymethoxy)oct-7-en-1-ol

: 1586000-02-3
3-[(2R,3S)-1-benzyl-3-(methoxymethoxy)-2,3,4,7-tetrahydro-1H-azepin-2-yl]propan-1-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: 1H-imidazole / dichloromethane / 2.5 h / 20 °C

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 4 h / 100 °C

2.2: 2.5 h / 0 - 20 °C

3.1: Grubbs catalyst first generation / chloroform / 2.5 h / 60 °C / Inert atmosphere

With 1H-imidazole; Grubbs catalyst first generation; sodium hydride; In dichloromethane; chloroform; N,N-dimethyl-formamide; mineral oil;
DOI:10.1016/j.ejmech.2014.01.036