38526-14-6

Basic information

• Product Name: Benzenebutanamide, N-(1,1-dimethylethyl)-a-hydroxy-
• CAS NO: 38526-14-6
• Molecular Formula: C14H21NO2
• Molecular Weight: 235.326
• Mol File: 38526-14-6.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: Benzenebutanamide, N-(1,1-dimethylethyl)-a-hydroxy-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenebutanamide, N-(1,1-dimethylethyl)-a-hydroxy-(38526-14-6)
• EPA Substance Registry System: Benzenebutanamide, N-(1,1-dimethylethyl)-a-hydroxy-(38526-14-6)

Safety Data

• Hazardous Substances Data: 38526-14-6(Hazardous Substances Data)

Upstream product

• 104-53-0 3-phenyl-propionaldehyde 
• 119072-55-8 tert-butylisonitrile 
• 1190946-81-6 (E)-N-(tert-butyl)-2-oxo-4-phenylbut-3-enamide 
• 1914-59-6 (E)-2-oxo-4-phenyl-3-butenoic acid 
• 100-52-7 benzaldehyde 
• 22336-21-6 (4-chlorophenyl)phosphinic acid 
• 1779-48-2 phenylphosphinic acid 

Downstream Products

• 31334-65-3 N-(tert-butyl)-2-oxo-4-phenylbutanamide 
• 4263-93-8 2-hydroxy-4-phenylbutanoic acid 

Relevant articles and documents

Iridium/f-Amphox-Catalyzed Asymmetric Hydrogenation of Styrylglyoxylamides

We report an iridium-catalyzed asymmetric hydrogenation reaction for the preparation of chiral homophenylalanine derivatives. Catalyzed by an iridium/f-amphox complex, the asymmetric hydrogenation of styrylglyoxylamides was conducted smoothly with turnover numbers of up to 10,000 and up to 98% ee. This method was successfully applied in a synthesis of a fragment of benazepril, a drug used for the treatment of high blood pressure.

Borinic acid catalyzed α-addition to isocyanide with aldehyde and water

A first example of diphenylborinic acid catalyzed α-addition to isocyanide with aldehyde and water is described. The reaction proceeded smoothly in the presence of water and 5 mol % of borinic acid to give the corresponding α-hydroxyamides in good to high

Catalytic, enantioselective α-additions of isocyanides: Lewis base catalyzed Passerini-type reactions

The generality of catalytic, enantioselective α-additions of isocyanides to aldehydes has been demonstrated (Passerini-type reactions). The catalytic system of silicon tetrachloride and a chiral bisphosphoramide (R,R)-1b provided high yields and good to excellent enantioselectivities for the addition of tert-butyl isocyanide to a wide range of aldehydes (aromatic, heteroaromatic, olefinic, acetylenic, aliphatic). Aqueous workup afforded the α-hydroxy tert-butyl amides whereas a low-temperature methanol quench followed by basic workup afforded the α-hydroxy methyl esters. The reaction is also successful for other isocyanides, albeit with reduced enantioselectivity. Reaction conditions, particularly the rate of addition of the isocyanide was found to be crucial for good yields and high selectivities.