Benzyl-[(R)-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-(tetrahydro-pyran-2-yloxy)-but-2-ynyl]-amine

Base Information

Chemical Name:Benzyl-[(R)-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-(tetrahydro-pyran-2-yloxy)-but-2-ynyl]-amine
CAS No.:915374-98-0
Molecular Formula:C₂₁H₂₉NO₄
Molecular Weight:359.466
Hs Code.:

Synonyms:Benzyl-[(R)-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-(tetrahydro-pyran-2-yloxy)-but-2-ynyl]-amine

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Chemical Property of Benzyl-[(R)-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-(tetrahydro-pyran-2-yloxy)-but-2-ynyl]-amine

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Technology Process of Benzyl-[(R)-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-(tetrahydro-pyran-2-yloxy)-but-2-ynyl]-amine

There total 1 articles about Benzyl-[(R)-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-(tetrahydro-pyran-2-yloxy)-but-2-ynyl]-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:

: 100777-91-1
(2S)-2,3-O-isopropylideneglyceraldehyde N-benzylimine

: 6089-04-9
3-(tetrahydropyran-2'-yloxy)propyne

: 915374-99-1
Benzyl-[(S)-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-(tetrahydro-pyran-2-yloxy)-but-2-ynyl]-amine

: 915374-98-0
Benzyl-[(R)-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-(tetrahydro-pyran-2-yloxy)-but-2-ynyl]-amine

Guidance literature:: 3-(tetrahydropyran-2'-yloxy)propyne; With n-butyllithium; In tetrahydrofuran; at -20 ℃;

With boron trifluoride diethyl etherate; In tetrahydrofuran; at -78 ℃; for 0.166667h;

(2S)-2,3-O-isopropylideneglyceraldehyde N-benzylimine; In tetrahydrofuran; at -78 ℃; for 1h;
DOI:10.1016/j.tetasy.2006.07.008

Reference yield: 65.0%

: 915374-98-0
Benzyl-[(R)-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-(tetrahydro-pyran-2-yloxy)-but-2-ynyl]-amine

: 915375-00-7
Benzyl-[(Z)-(R)-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-(tetrahydro-pyran-2-yloxy)-but-2-enyl]-amine

Guidance literature:: With quinoline; hydrogen; Lindlar's catalyst; In ethyl acetate; at 20 ℃; for 24h;
DOI:10.1016/j.tetasy.2006.07.008

Reference yield:

: 915374-98-0
Benzyl-[(R)-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-(tetrahydro-pyran-2-yloxy)-but-2-ynyl]-amine

: 1-benzyl-2-((S)-2',2'-dimethyl-1',3'-dioxolan-4'-yl)-1H-pyrrole

Guidance literature:: Multi-step reaction with 5 steps

1: 65 percent / quinoline; hydrogen / Lindlar catalyst / ethyl acetate / 24 h / 20 °C

2: 46 percent / p-toluenesulfonic acid monohydrate / methanol / 1 h

3: PPh₃; CBr₄ / CH₂Cl₂ / 0.5 h

4: 22.7 mg / triethylamine / CH₂Cl₂ / 2 h

5: 40 percent / DDQ / CH₂Cl₂ / 20 °C

With quinoline; carbon tetrabromide; hydrogen; toluene-4-sulfonic acid; triethylamine; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; Lindlar's catalyst; In methanol; dichloromethane; ethyl acetate;
DOI:10.1016/j.tetasy.2006.07.008