(R)-2-(cyclopentylidenemethyl)-3,3-bis(4-(dimethylamino)phenyl)propanal

Base Information

Chemical Name:(R)-2-(cyclopentylidenemethyl)-3,3-bis(4-(dimethylamino)phenyl)propanal
CAS No.:1259027-60-5
Molecular Formula:C₂₅H₃₂N₂O
Molecular Weight:376.542
Hs Code.:

Synonyms:(R)-2-(cyclopentylidenemethyl)-3,3-bis(4-(dimethylamino)phenyl)propanal

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Chemical Property of (R)-2-(cyclopentylidenemethyl)-3,3-bis(4-(dimethylamino)phenyl)propanal

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Technology Process of (R)-2-(cyclopentylidenemethyl)-3,3-bis(4-(dimethylamino)phenyl)propanal

There total 3 articles about (R)-2-(cyclopentylidenemethyl)-3,3-bis(4-(dimethylamino)phenyl)propanal 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: 48.0%

: 119-58-4
4,4'-bis(dimethylamino)benzhydrol

: 118235-51-1
(2E)-3-cyclopentylacrylaldehyde

: 1259027-60-5
(R)-2-(cyclopentylidenemethyl)-3,3-bis(4-(dimethylamino)phenyl)propanal

: 1259027-68-3
(E)-3-(1-(bis(4-(dimethylamino)phenyl)methyl)cyclopentyl)acrylaldehyde

Guidance literature:: With (S)-2-{bis[3,5-bis(trifluoromethyl)phenyl][(trimethylsilanyl)oxy]methyl}pyrrolidine; trifluoroacetic acid; In toluene; at -20 ℃; for 60h; optical yield given as %ee; enantioselective reaction;
DOI:10.1021/ol102559f

Reference yield:

: 154081-25-1
-3-cyclopentylprop-2-en-1-ol

: 1259027-60-5
(R)-2-(cyclopentylidenemethyl)-3,3-bis(4-(dimethylamino)phenyl)propanal

: 1259027-68-3
(E)-3-(1-(bis(4-(dimethylamino)phenyl)methyl)cyclopentyl)acrylaldehyde

Guidance literature:: Multi-step reaction with 2 steps

1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide / 1 h / 20 °C

2: (S)-2-{bis[3,5-bis(trifluoromethyl)phenyl][(trimethylsilanyl)oxy]methyl}pyrrolidine; trifluoroacetic acid / toluene / 60 h / -20 °C

With (S)-2-{bis[3,5-bis(trifluoromethyl)phenyl][(trimethylsilanyl)oxy]methyl}pyrrolidine; trifluoroacetic acid; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In dimethyl sulfoxide; toluene;
DOI:10.1021/ol102559f

Reference yield:

: methyl (E)-3-cyclopentyl-2-propenoate

: 1259027-60-5
(R)-2-(cyclopentylidenemethyl)-3,3-bis(4-(dimethylamino)phenyl)propanal

: 1259027-68-3
(E)-3-(1-(bis(4-(dimethylamino)phenyl)methyl)cyclopentyl)acrylaldehyde

Guidance literature:: Multi-step reaction with 3 steps

1: diisobutylaluminium hydride / dichloromethane / 0.5 h / -78 °C / Inert atmosphere

2: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide / 1 h / 20 °C

3: (S)-2-{bis[3,5-bis(trifluoromethyl)phenyl][(trimethylsilanyl)oxy]methyl}pyrrolidine; trifluoroacetic acid / toluene / 60 h / -20 °C

With (S)-2-{bis[3,5-bis(trifluoromethyl)phenyl][(trimethylsilanyl)oxy]methyl}pyrrolidine; diisobutylaluminium hydride; trifluoroacetic acid; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In dichloromethane; dimethyl sulfoxide; toluene;
DOI:10.1021/ol102559f