120390-76-3

Upstream product

• 97070-73-0 (R)-(+)-α-Hydroxy-4-methoxybenzeneacetonitrile 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 69739-34-0 t-butyldimethylsiyl triflate 
• 99843-19-3 acetoxy-(4-methoxy-phenyl)-acetonitrile 
• 288-32-4 1H-imidazole 
• 33646-40-1 4-methoxymandelonitrile 
• 123-11-5 4-methoxy-benzaldehyde 

Downstream Products

• 120390-79-6 (R)-(+)-1-<(t-Buthyldimethylsilyl)oxy>-1-(4-methoxyphenyl)-2-propanone 
• 97070-73-0 (R)-(+)-α-Hydroxy-4-methoxybenzeneacetonitrile 
• 46084-19-9 (S)-(+)-2-amino-1-(4-methoxyphenyl)-1-ethanol 
• 46084-23-5 (R)-(-)-2-Amino-1-(4-methoxyphenyl)-1-ethanol 
• 50802-67-0 2-amino-1-(4-methoxyphenyl)propan-1-ol 
• 128072-16-2 (R)-(-)-4-methoxy-mandelimidate HCl 
• 32174-38-2 methyl (R)-2-hydroxy-2-(4-methoxyphenyl)acetate 
• 128666-79-5 (1R,2S)-(-)-2-Amino-1-(4-methoxyphenyl)-2-phenyl-1-ethanol 
• 792900-49-3 (1R,2R)-2-Amino-1-(4-methoxyphenyl)-1-butanol 
• 128640-07-3 erythro(1R,2S)-2-amino-1-(4-methoxyphenyl)propan-1-ol 
• 128706-69-4 (1R,2R)-2-Amino-1-(4-methoxyphenyl)-1-propanol 
• 160518-87-6 (R)-α-<<(1,1-dimethylethyl)amino>methyl>-α-<(1,1-dimethylethyl)dimethylsilyloxy>-4-methoxybenzenemethane 
• 142429-25-2 (R)-(-)-α-<(methylamino)methyl>-α-<(tert-butyldimethylsilyl)oxy>-4-methoxybenzenemethane 
• 142429-26-3 (R)-(-)-α-<<(1-methylethyl)amino>methyl>-α-<(tert-butyldimethylsilyl)oxy>-4-methoxybenzenemethane 

Relevant academic research and scientific papers

Metal-Free Deoxygenation of Chiral Nitroalkanes: An Easy Entry to α-Substituted Enantiomerically Enriched Nitriles

A metal-free, mild and chemodivergent transformation involving nitroalkanes has been developed. Under optimized reaction conditions, in the presence of trichlorosilane and a tertiary amine, aliphatic nitroalkanes were selectively converted into amines or nitriles. Furthermore, when chiral β-substituted nitro compounds were reacted, the stereochemical integrity of the stereocenter was maintained and α-functionalized nitriles were obtained with no loss of enantiomeric excess. The methodology was successfully applied to the synthesis of chiral β-cyano esters, α-aryl alkylnitriles, and TBS-protected cyanohydrins, including direct precursors of four active pharmaceutical ingredients (ibuprofen, tembamide, aegeline and denopamine).

Enantioselective synthesis of protected cyanohydrins

A straightforward process for the preparation of optically active protected cyanohydrins, important building blocks for the synthesis of drugs and agrochemicals, has been established. Lipase B from Candida Antarctica (CAL-B) catalysed the kinetic resoluti

Method of preparing optically active alcohols which consist substantially or entirely of one enantiomer

The invention relates to a method of preparing optically active alcohols which consist substantially (at least 75% e.e.) or entirely of one enantiomer of formula 4 STR1 wherein R and A are as defined therein. The method comprises, which maintaining enantiomeric excess, converting an optically active cyanohydrin of formula 1 STR2 into optically active protected cyanohydrin of formula 2 STR3 converting the protected cyanohydrin of formula 2 into an optically active compound of formula 3 STR4 removing the protecting group B.

Synthetic applications of optically active cyanohydrins. Enantioselective syntheses of the hydroxyamides tembamide and aegeline, the cardiac drug denopamine, and some analogues of the bronchodilator salbutamol

The natural hydroxyamides, (-)-tembamide and (-)-aegeline, and the cardiac drug (-) -denopamine have been prepared in homochiral form in good overall yield (>65%) from para - methoxy or para-allyloxybenzaldehyde by synthetic sequences involving entantioselective hydrocyanation of the aldehydes. Similar chemistry has been used to prepare analogues of the bronchodilator (-)-salbutamol both in high yield and with good enantiomeric excess.

BIO-ORGANIC SYNTHESIS OF OPTICALLY ACTIVE CYANOHYDRINS AND ACYLOINS

Chiral acyloins of high optical purity have been obtained in good yields by enzyme catalyzed formation of optically active cyanohydrins, followed by hydroxyl protection and reaction with a Grignard reagent.