(R)-ethyl 4-(dibenzylamino)-4-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)but-2-ynoate

Base Information

Chemical Name:(R)-ethyl 4-(dibenzylamino)-4-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)but-2-ynoate
CAS No.:1399282-11-1
Molecular Formula:C₂₅H₂₉NO₄
Molecular Weight:407.51
Hs Code.:

Synonyms:(R)-ethyl 4-(dibenzylamino)-4-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)but-2-ynoate

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Chemical Property of (R)-ethyl 4-(dibenzylamino)-4-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)but-2-ynoate

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Technology Process of (R)-ethyl 4-(dibenzylamino)-4-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)but-2-ynoate

There total 4 articles about (R)-ethyl 4-(dibenzylamino)-4-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)but-2-ynoate 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%

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

: 541-41-3
chloroformic acid ethyl ester

: 1399282-11-1
(R)-ethyl 4-(dibenzylamino)-4-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)but-2-ynoate

Guidance literature:: (R)-N,N-dibenzyl-1-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)-prop-2-yn-1-amine; With n-butyllithium; In diethyl ether; hexane; at -78 ℃; for 0.5h; Inert atmosphere;

chloroformic acid ethyl ester; In diethyl ether; hexane; at -78 - 20 ℃; for 2h; Inert atmosphere;
DOI:10.1039/c2ob26007g

Reference yield:

: 103-49-1
dibenzylamine

: 1399282-11-1
(R)-ethyl 4-(dibenzylamino)-4-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)but-2-ynoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: copper(I) bromide / toluene / 48 h / 20 °C / Inert atmosphere; Molecular sieve

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

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

3.2: 2 h / -78 - 20 °C / Inert atmosphere

With n-butyllithium; tetrabutyl ammonium fluoride; copper(I) bromide; In tetrahydrofuran; diethyl ether; hexane; toluene;
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

: 1399282-11-1
(R)-ethyl 4-(dibenzylamino)-4-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)but-2-ynoate

Guidance literature:: Multi-step reaction with 2 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

With n-butyllithium; tetrabutyl ammonium fluoride; In tetrahydrofuran; diethyl ether; hexane;
DOI:10.1039/c2ob26007g