22191-68-0

Basic information

• Product Name: (2R,3S)-3-Hydroxy-N,N-dimethyl-2,3-diphenyl-thiopropionamide
• CAS NO: 22191-68-0
• Molecular Weight: 285.41
• Mol File: 22191-68-0.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (2R,3S)-3-Hydroxy-N,N-dimethyl-2,3-diphenyl-thiopropionamide(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,3S)-3-Hydroxy-N,N-dimethyl-2,3-diphenyl-thiopropionamide(22191-68-0)
• EPA Substance Registry System: (2R,3S)-3-Hydroxy-N,N-dimethyl-2,3-diphenyl-thiopropionamide(22191-68-0)

Safety Data

• Hazardous Substances Data: 22191-68-0(Hazardous Substances Data)

Upstream product

• 17709-95-4 N,N-dimethyl-2-phenylethanethioamide 
• 100-52-7 benzaldehyde 

Downstream Products

• 18456-33-2 (+/-)-threo-3-Dimethylamino-1,2-diphenyl-propanol-⁽¹⁾ 
• 18456-33-2 (+/-)-erythro-3-Dimethylamino-1,2-diphenyl-propanol-⁽¹⁾ 

Relevant articles and documents

SUR LES ORGANOMETALLIQUES ISSUS DE THIOAMIDES. I. REACTIVITE AVEC LES ALDEHYDES ET CETONES; STEREOCHIMIE DE LA CONDENSATION AVEC LA t-BUTYL-4 CYCLOHEXANONE ET LE BENZALDEHYDE

Organometallic compounds derived from thioamides RCH2CSN(R3)2 condense normally with aldehydes and saturated ketones.Condensation with 4-t-butylcyclohexanone leads predominantly to equatorial attack by the organometallic compound.These results suggest that the organometallic structure is RCH=C(SM)N(R3)2.The stereoselectivity of the reaction with benzaldehyde depends on R and R3; a mechanism for the formation of β-hydroxythioamides is discussed.