(S)-4-(1-((bis(3,5-dimethylphenyl)methylene)amino)but-3-en-1-yl)phenyl acetate

Base Information

Chemical Name:(S)-4-(1-((bis(3,5-dimethylphenyl)methylene)amino)but-3-en-1-yl)phenyl acetate
CAS No.:1285695-76-2
Molecular Formula:C₂₉H₃₁NO₂
Molecular Weight:425.571
Hs Code.:

Synonyms:(S)-4-(1-((bis(3,5-dimethylphenyl)methylene)amino)but-3-en-1-yl)phenyl acetate

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Chemical Property of (S)-4-(1-((bis(3,5-dimethylphenyl)methylene)amino)but-3-en-1-yl)phenyl acetate

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Technology Process of (S)-4-(1-((bis(3,5-dimethylphenyl)methylene)amino)but-3-en-1-yl)phenyl acetate

There total 6 articles about (S)-4-(1-((bis(3,5-dimethylphenyl)methylene)amino)but-3-en-1-yl)phenyl acetate 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%

: 878-00-2
4-formylphenyl acetate

: 1285695-66-0
1,1-bis(3,5-dimethylphenyl)but-3-en-1-amine

: 1285695-76-2
(S)-4-(1-((bis(3,5-dimethylphenyl)methylene)amino)but-3-en-1-yl)phenyl acetate

Guidance literature:: 1,1-bis(3,5-dimethylphenyl)but-3-en-1-amine; With Mesitol; (2R)-(+)-3,3'-diphenyl-[2,2'-dinaphthalene]-1,1'-diol; dimethylsulfide borane complex; In m-xylene; at 60 ℃; for 0.5h; Inert atmosphere; Molecular sieve;

4-formylphenyl acetate; With benzoic acid; In m-xylene; at 60 ℃; for 18h; optical yield given as %ee; Inert atmosphere;
DOI:10.1021/ja1110865

Reference yield:

: 22679-40-9
3,3’,5,5’-tetramethylbenzophenone

: 1285695-76-2
(S)-4-(1-((bis(3,5-dimethylphenyl)methylene)amino)but-3-en-1-yl)phenyl acetate

Guidance literature:: Multi-step reaction with 2 steps

1.1: ammonia; titanium tetrachloride / tetrahydrofuran / 0 °C / Inert atmosphere; Reflux

1.2: 0 - 20 °C / Inert atmosphere

1.3: Inert atmosphere; Cooling with ice

2.1: (2R)-(+)-3,3'-diphenyl-[2,2'-dinaphthalene]-1,1'-diol; Mesitol; dimethylsulfide borane complex / m-xylene / 0.5 h / 60 °C / Inert atmosphere; Molecular sieve

2.2: 18 h / 60 °C / Inert atmosphere

With Mesitol; (2R)-(+)-3,3'-diphenyl-[2,2'-dinaphthalene]-1,1'-diol; dimethylsulfide borane complex; ammonia; titanium tetrachloride; In tetrahydrofuran; m-xylene;
DOI:10.1021/ja1110865

Reference yield:

: 556-96-7
5-bromo-1,3-xylene

: 1285695-76-2
(S)-4-(1-((bis(3,5-dimethylphenyl)methylene)amino)but-3-en-1-yl)phenyl acetate

Guidance literature:: Multi-step reaction with 2 steps

1.1: iodine; magnesium / tetrahydrofuran / 8 h / Inert atmosphere; Reflux

1.2: 8 h / Inert atmosphere; Reflux

2.1: (2R)-(+)-3,3'-diphenyl-[2,2'-dinaphthalene]-1,1'-diol; Mesitol; dimethylsulfide borane complex / m-xylene / 0.5 h / 60 °C / Inert atmosphere; Molecular sieve

2.2: 18 h / 60 °C / Inert atmosphere

With Mesitol; (2R)-(+)-3,3'-diphenyl-[2,2'-dinaphthalene]-1,1'-diol; dimethylsulfide borane complex; iodine; magnesium; In tetrahydrofuran; m-xylene;
DOI:10.1021/ja1110865