(S)-N-(2-butyl-6-(2-methyl-1,3-dioxolan-2-yl)hexyl)-3-methoxy-N-methylaniline

Base Information

Chemical Name:(S)-N-(2-butyl-6-(2-methyl-1,3-dioxolan-2-yl)hexyl)-3-methoxy-N-methylaniline
CAS No.:1309366-78-6
Molecular Formula:C₂₂H₃₇NO₃
Molecular Weight:363.541
Hs Code.:

Synonyms:(S)-N-(2-butyl-6-(2-methyl-1,3-dioxolan-2-yl)hexyl)-3-methoxy-N-methylaniline

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Chemical Property of (S)-N-(2-butyl-6-(2-methyl-1,3-dioxolan-2-yl)hexyl)-3-methoxy-N-methylaniline

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Technology Process of (S)-N-(2-butyl-6-(2-methyl-1,3-dioxolan-2-yl)hexyl)-3-methoxy-N-methylaniline

There total 6 articles about (S)-N-(2-butyl-6-(2-methyl-1,3-dioxolan-2-yl)hexyl)-3-methoxy-N-methylaniline 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: 85.0%

: 1309366-64-0
N-(2-chlorohexyl)-3-methoxy-N-methylaniline

: 9-((CH₂)4C(CH₃)O(CH₂)O)-9-borabicyclo{3.3.1}nonane

: 1309366-78-6
(S)-N-(2-butyl-6-(2-methyl-1,3-dioxolan-2-yl)hexyl)-3-methoxy-N-methylaniline

Guidance literature:: With nickel(II) bromide 2-methoxyethyl ether complex; (1R,2R)-N,N’-dimethyl-1,2-di(naphthalen-1-yl)ethane-1,2-diamine; potassium tert-butylate; In di-isopropyl ether; hexan-1-ol; at 20 ℃; for 40h; optical yield given as %ee; enantioselective reaction;
DOI:10.1021/ja203560q

Reference yield:

: 1309367-00-7
C₁₃H₁₈ClNO₂

: 1309366-78-6
(S)-N-(2-butyl-6-(2-methyl-1,3-dioxolan-2-yl)hexyl)-3-methoxy-N-methylaniline

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C

1.2: 2 h / 0 °C

2.1: borane-THF / tetrahydrofuran / 18 h / Reflux

3.1: nickel(II) bromide 2-methoxyethyl ether complex; (1R,2R)-N,N’-dimethyl-1,2-di(naphthalen-1-yl)ethane-1,2-diamine; potassium tert-butylate / di-isopropyl ether; hexan-1-ol / 40 h / 20 °C

With borane-THF; nickel(II) bromide 2-methoxyethyl ether complex; (1R,2R)-N,N’-dimethyl-1,2-di(naphthalen-1-yl)ethane-1,2-diamine; potassium tert-butylate; sodium hydride; In tetrahydrofuran; di-isopropyl ether; hexan-1-ol; 3.1: Suzuki cross coupling;
DOI:10.1021/ja203560q

Reference yield:

: 20449-21-2
2-(but-3-en-1-yl)-2-methyl-1,3-dioxolane

: 1309366-78-6
(S)-N-(2-butyl-6-(2-methyl-1,3-dioxolan-2-yl)hexyl)-3-methoxy-N-methylaniline

Guidance literature:: Multi-step reaction with 2 steps

1: di-isopropyl ether / 1 h / 60 °C

2: nickel(II) bromide 2-methoxyethyl ether complex; (1R,2R)-N,N’-dimethyl-1,2-di(naphthalen-1-yl)ethane-1,2-diamine; potassium tert-butylate / di-isopropyl ether; hexan-1-ol / 40 h / 20 °C

With nickel(II) bromide 2-methoxyethyl ether complex; (1R,2R)-N,N’-dimethyl-1,2-di(naphthalen-1-yl)ethane-1,2-diamine; potassium tert-butylate; In di-isopropyl ether; hexan-1-ol; 2: Suzuki cross coupling;
DOI:10.1021/ja203560q