(3R,4S)-N,N-dibenzyl-1-(tert-butyldimethylsilyloxy)-4-(methoxymethoxy)hept-6-en-3-amine

Base Information

Chemical Name:(3R,4S)-N,N-dibenzyl-1-(tert-butyldimethylsilyloxy)-4-(methoxymethoxy)hept-6-en-3-amine
CAS No.:1585999-62-7
Molecular Formula:C₂₉H₄₅NO₃Si
Molecular Weight:483.767
Hs Code.:

Synonyms:(3R,4S)-N,N-dibenzyl-1-(tert-butyldimethylsilyloxy)-4-(methoxymethoxy)hept-6-en-3-amine

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Chemical Property of (3R,4S)-N,N-dibenzyl-1-(tert-butyldimethylsilyloxy)-4-(methoxymethoxy)hept-6-en-3-amine

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Technology Process of (3R,4S)-N,N-dibenzyl-1-(tert-butyldimethylsilyloxy)-4-(methoxymethoxy)hept-6-en-3-amine

There total 3 articles about (3R,4S)-N,N-dibenzyl-1-(tert-butyldimethylsilyloxy)-4-(methoxymethoxy)hept-6-en-3-amine 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: 81.0%

: 1585999-61-6
(4S,5R)-7-(tert-butyldimethylsilyloxy)-5-(dibenzylamino)hept-1-en-4-ol

: 107-30-2
chloromethyl methyl ether

: 1585999-62-7
(3R,4S)-N,N-dibenzyl-1-(tert-butyldimethylsilyloxy)-4-(methoxymethoxy)hept-6-en-3-amine

Guidance literature:: With diisopropylamine; potassium iodide; In 1,2-dimethoxyethane; for 4h; Reflux;
DOI:10.1016/j.ejmech.2014.01.036

Reference yield:

: 616890-44-9
(2R)-4-{[tert-butyl(dimethyl)silyl]oxy}-2-(dibenzylamino)butan-1-ol

: 1585999-62-7
(3R,4S)-N,N-dibenzyl-1-(tert-butyldimethylsilyloxy)-4-(methoxymethoxy)hept-6-en-3-amine

Guidance literature:: Multi-step reaction with 3 steps

1.1: oxalyl dichloride / dichloromethane; dimethyl sulfoxide / 1 h / -78 °C

1.2: 0 °C

2.1: tetrahydrofuran / 2 h / -78 - 0 °C

3.1: diisopropylamine; potassium iodide / 1,2-dimethoxyethane / 4 h / Reflux

With oxalyl dichloride; diisopropylamine; potassium iodide; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; dimethyl sulfoxide;
DOI:10.1016/j.ejmech.2014.01.036

Reference yield:

: (2R)-4-(tert-butyldimethylsilyloxy)-2-(dibenzylamino)butanal

: 1585999-62-7
(3R,4S)-N,N-dibenzyl-1-(tert-butyldimethylsilyloxy)-4-(methoxymethoxy)hept-6-en-3-amine

Guidance literature:: Multi-step reaction with 2 steps

1: tetrahydrofuran / 2 h / -78 - 0 °C

2: diisopropylamine; potassium iodide / 1,2-dimethoxyethane / 4 h / Reflux

With diisopropylamine; potassium iodide; In tetrahydrofuran; 1,2-dimethoxyethane;
DOI:10.1016/j.ejmech.2014.01.036