(R)-N,N-dibenzyl-1-((S)-2,2-dimethyl-1,3-doxolan-4-yl)-3-(trimethylsilyl)prop-2-yn-1-amine

Base Information

Chemical Name:(R)-N,N-dibenzyl-1-((S)-2,2-dimethyl-1,3-doxolan-4-yl)-3-(trimethylsilyl)prop-2-yn-1-amine
CAS No.:1399282-23-5
Molecular Formula:C₂₅H₃₃NO₂Si
Molecular Weight:407.628
Hs Code.:

Synonyms:(R)-N,N-dibenzyl-1-((S)-2,2-dimethyl-1,3-doxolan-4-yl)-3-(trimethylsilyl)prop-2-yn-1-amine

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Chemical Property of (R)-N,N-dibenzyl-1-((S)-2,2-dimethyl-1,3-doxolan-4-yl)-3-(trimethylsilyl)prop-2-yn-1-amine

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Technology Process of (R)-N,N-dibenzyl-1-((S)-2,2-dimethyl-1,3-doxolan-4-yl)-3-(trimethylsilyl)prop-2-yn-1-amine

There total 1 articles about (R)-N,N-dibenzyl-1-((S)-2,2-dimethyl-1,3-doxolan-4-yl)-3-(trimethylsilyl)prop-2-yn-1-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: 84.0%

: 15186-48-8
2,3-isopropylidene-glyceraldehyde

: 1066-54-2
trimethylsilylacetylene

: 103-49-1
dibenzylamine

: 1399282-23-5
(R)-N,N-dibenzyl-1-((S)-2,2-dimethyl-1,3-doxolan-4-yl)-3-(trimethylsilyl)prop-2-yn-1-amine

Guidance literature:: With copper(I) bromide; In toluene; at 20 ℃; for 48h; diastereoselective reaction; Inert atmosphere; Molecular sieve;
DOI:10.1039/c2ob26007g

Reference yield: 93.0%

: 1399282-23-5
(R)-N,N-dibenzyl-1-((S)-2,2-dimethyl-1,3-doxolan-4-yl)-3-(trimethylsilyl)prop-2-yn-1-amine

: 1399282-10-0
(R)-N,N-dibenzyl-1-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)-prop-2-yn-1-amine

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃; for 1h; Inert atmosphere;
DOI:10.1039/c2ob26007g

Reference yield:

: 1399282-23-5
(R)-N,N-dibenzyl-1-((S)-2,2-dimethyl-1,3-doxolan-4-yl)-3-(trimethylsilyl)prop-2-yn-1-amine

: 1399282-32-6
(R)-5-((R)-1-hydroxy-2-phenylethyl)pyrrolidin-2-one

Guidance literature:: Multi-step reaction with 7 steps

1.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere

2.1: n-butyllithium / diethyl ether; hexane / 0.5 h / -78 °C / Inert atmosphere

2.2: 2 h / -78 - 20 °C / Inert atmosphere

3.1: Pd(OH)2/C; hydrogen / ethanol / 24 h / 20 °C / 5171.62 Torr / Inert atmosphere

4.1: sodium ethanolate / ethanol / 2 h / Inert atmosphere; Reflux

5.1: hydrogenchloride / ethanol / 2 h / 20 °C / Inert atmosphere

6.1: triphenylphosphine; di-isopropyl azodicarboxylate / chloroform / 36 h / Inert atmosphere; Reflux

7.1: copper(l) iodide / tetrahydrofuran; diethyl ether; pentane / 2 h / -35 °C / Inert atmosphere

With hydrogenchloride; copper(l) iodide; n-butyllithium; di-isopropyl azodicarboxylate; Pd(OH)2/C; tetrabutyl ammonium fluoride; hydrogen; sodium ethanolate; triphenylphosphine; In tetrahydrofuran; diethyl ether; ethanol; hexane; chloroform; pentane; 6.1: |Mitsunobu Displacement;
DOI:10.1039/c2ob26007g