433285-46-2

Upstream product

• 72-18-4 L-valine 
• 29635-81-2 (S)-5-isopropyl-3-phenyl-2-thioxoimidazolidin-4-one 
• 103-72-0 phenyl isothiocyanate 

Downstream Products

• 1350820-12-0 (2R,3R)-3-hydroxy-1-[(S)-5-isopropyl-3-phenyl-2-thioxoimidazolidin-1-yl]-2-methyl-3-phenylpropan-1-one 
• 1350820-13-1 (2R,3R)-3-hydroxy-1-[(S)-5-isopropyl-3-phenyl-2-thioxoimidazolidin-1-yl]-2-methyl-3-p-tolylpropan-1-one 
• 1350820-14-2 (2R,3R)-3-hydroxy-1-[(S)-5-isopropyl-3-phenyl-2-thioxoimidazolidin-1-yl]-3-(4-methoxyphenyl)-2-methylpropan-1-one 
• 1350820-15-3 (2R,3R)-3-(4-chlorophenyl)-3-hydroxy-1-[(S)-5-isopropyl-3-phenyl-2-thioxoimidazolidin-1-yl]-2-methylpropan-1-one 
• 1350820-17-5 (2R,3S)-3-hydroxy-1-[(S)-5-isopropyl-3-phenyl-2-thioxoimidazolidin-1-yl]-2-methylpentan-1-one 
• 1350820-18-6 (2R,3S)-3-hydroxy-1-[(S)-5-isopropyl-3-phenyl-2-thioxoimidazolidin-1-yl]-2,4-dimethylpentan-1-one 
• 1350820-19-7 (2R,3S,E)-3-hydroxy-1-[(S)-5-isopropyl-3-phenyl-2-thioxoimidazolidin-1-yl]-2-methyl-5-phenylpent-4-en-1-one 
• 1350820-20-0 (R)-3-hydroxy-1-[(S)-5-isopropyl-3-phenyl-2-thioxoimidazolidin-1-yl]-3-phenylpropan-1-one 
• 1350820-21-1 (R)-3-hydroxy-1-[(S)-5-isopropyl-3-phenyl-2-thioxoimidazolidin-1-yl]-3-p-tolylpropan-1-one 
• 1350820-22-2 (R)-3-hydroxy-1-[(S)-5-isopropyl-3-phenyl-2-thioxoimidazolidin-1-yl]-3-(4-methoxyphenyl)propan-1-one 
• 1350820-23-3 (R)-3-(4-chlorophenyl)-3-hydroxy-1-[(S)-5-isopropyl-3-phenyl-2-thioxoimidazolidin-1-yl]propan-1-one 
• 1350820-24-4 (R)-3-(4-bromophenyl)-3-hydroxy-1-[(S)-5-isopropyl-3-phenyl-2-thioxoimidazolidin-1-yl]propan-1-one 
• 1350820-25-5 (R)-3-hydroxy-1-[(S)-5-isopropyl-3-phenyl-2-thioxoimidazolidin-1-yl]-4,4-dimethylpentan-1-one 
• 1350820-26-6 (3R,4E)-3-hydroxy-1-[(S)-5-isopropyl-3-phenyl-2-thioxoimidazolidin-1-yl]-5-phenylpent-4-en-1-one 

Relevant academic research and scientific papers

Investigation of the diastereoselective Mannich reaction using imidazolidin-2-thione as a chiral auxiliary

Titanium mediated asymmetric Mannich reactions using imidazolidin-2-thione as a chiral auxiliary proceeded in good yields and with high diastereoselectivity to afford the anti-products in the presence of PPh3 additive. A non-chelated transition state with the PPh3-bound titanium enolate was proposed to explain the stereochemistry of the product. Alcoholysis of the adducts with methanol cleaved the imidazolidin-2-thione auxiliary to give the methyl esters in good yields and with excellent ee values.

Asymmetric induction by (S)-4-isopropyl-1-phenylimidazolidin-2-thione in titanium-mediated aldol reactions and its application in enantioselective synthesis of (R)-baclofen

The usefulness of (S)-4-isopropyl-1-phenylimidazolidin-2-thione as a chiral auxiliary in stereoselective propionate and acetate aldol reactions is discussed. Further, the enantioselective synthesis of (R)-baclofen by acetate aldol reaction using the chiral auxiliary was demonstrated. Georg Thieme Verlag Stuttgart New York.