5267-71-0

Basic information

• Product Name: Benzamide, N-[(1S,2R)-2-hydroxy-1-methyl-2-phenylethyl]-
• CAS NO: 5267-71-0
• Molecular Formula: C16H17NO2
• Molecular Weight: 255.316
• Mol File: 5267-71-0.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: Benzamide, N-[(1S,2R)-2-hydroxy-1-methyl-2-phenylethyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzamide, N-[(1S,2R)-2-hydroxy-1-methyl-2-phenylethyl]-(5267-71-0)
• EPA Substance Registry System: Benzamide, N-[(1S,2R)-2-hydroxy-1-methyl-2-phenylethyl]-(5267-71-0)

Safety Data

• Hazardous Substances Data: 5267-71-0(Hazardous Substances Data)

Upstream product

• 14838-15-4 u-2-amino-1-phenylpropan-1-ol 
• 98-88-4 benzoyl chloride 
• 154-41-6 erythro-1-phenyl-1-hydroxy-2-propylammonium chloride 
• 5267-68-5 N-(1-oxo-1-phenylpropan-2-yl)benzamide 
• 614-17-5 N-ethylbenzamide 
• 65-85-0 benzoic acid 
• 492-41-1 (1R,2S)-norephedrine 
• 93-97-0 benzoic acid anhydride 
• 16735-19-6 2-amino-1-phenylpropan-1-one hydrochloride 
• 100-52-7 benzaldehyde 
• 26251-08-1 2-nitro-1-phenylpropan-1-ol 
• 119-51-7 1-phenyl-1,2-propanedione 2-oxime 
• 532-28-5 (RS)-mandelonitrile 
• 38222-78-5 benzoic acid-((1RS,2SR)-2-amino-1-phenyl-propyl ester); hydrochloride 

Downstream Products

• 66166-28-7 2,5-diphenyl-4-methyl-Δ²-oxazoline 
• 1630-31-5 cis-5-phenyl-4-methyl-1,3-thiazolidine-2-thione 
• 1592-59-2 threo-1-chloro-1-phenyl-2-propylammonium chloride 
• 1592-59-2 erythro-1-chloro-1-phenyl-2-propylammonium chloride 
• 154-41-6 threo-1-phenyl-1-hydroxy-2-propylammonium chloride 
• 78374-00-2 cis-5-phenyl-2-phenylamino-4-methyl-1,3-thiazoline 
• 78374-00-2 trans-5-phenyl-2-phenylamino-4-methyl-1,3-thiazoline 
• 78374-02-4 cis-2-diethylamino-5-phenyl-4-methyl-1,3-thiazoline 
• 78374-02-4 trans-2-diethylamino-5-phenyl-4-methyl-1,3-thiazoline 
• 78373-96-3 cis-5-phenyl-2-methoxy-4-methyl-1,3-thiazoline 
• 78373-96-3 trans-5-phenyl-2-methoxy-4-methyl-1,3-thiazoline 
• 78393-88-1 threo-1-chloro-1-phenyl-2-isothiocyanatopropane 
• 78393-88-1 erythro-1-chloro-1-phenyl-2-isothiocyanatopropane 
• 1630-31-5 trans-5-phenyl-4-methyl-1,3-thiazolidine-2-thione 

Relevant articles and documents

Direct enantioselective C(sp3)-H acylation for the synthesis of α-amino ketones

A direct enantioselective acylation of α-amino C(sp3)-H bonds with carboxylic acids has been achieved via the merger of transition metal and photoredox catalysis. This straightforward protocol enables cross-coupling of a wide range of carboxylic acids, one class of feedstock chemicals, with readily available N-alkyl benzamides to produce highly valuable α-amino ketones in high enantioselectivities under mild conditions. The synthetic utility of this method is further demonstrated by gram scale synthesis and application to late-stage functionalization. This method provides an unprecedented solution to address the challenging stereocontrol in metallaphotoredox catalysis and C(sp3)-H functionalization. Mechanistic studies suggest the α-C(sp3)-H bond of the benzamide coupling partner is cleavage by photocatalytically generated bromine radicals to form α-amino alkyl radicals, which subsequently engages in nickel-catalyzed asymmetric acylation.

A biocatalytic Henry reaction - The hydroxynitrile lyase from Hevea brasiliensis also catalyzes nitroaldol reactions

(Figure Presented) Novel enzyme activity: Biocatalytic Henry reactions with nitromethane and nitroethane yielded the corresponding nitroalcohols with good enantio- and diastereo-control in the presence of the hydroxynitrile lyase from the tropical rubber tree Hevea brasiliensis. Molecular modeling and deuterated starting materials were used in mechanistic investigations.

Rapid synthesis of oxazoles under microwave conditions

A new and efficient variation of the Robinson-Gabriel oxazole synthesis is described. Oxazoles were prepared by cyclodehydration of 2-acylamino carbonyl compounds with Burgess reagent under monomode microwave irradiation.