244641-41-6

Basic information

• Product Name: (2R,3S)-3-(dibenzylamino)-1-nitro-4-phenylbutan-2-ol
• Synonyms: (2R,3S)-3-(dibenzylamino)-1-nitro-4-phenylbutan-2-ol
• CAS NO: 244641-41-6
• Molecular Weight: 390.482
• Mol File: 244641-41-6.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: (2R,3S)-3-(dibenzylamino)-1-nitro-4-phenylbutan-2-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,3S)-3-(dibenzylamino)-1-nitro-4-phenylbutan-2-ol(244641-41-6)
• EPA Substance Registry System: (2R,3S)-3-(dibenzylamino)-1-nitro-4-phenylbutan-2-ol(244641-41-6)

Safety Data

• Hazardous Substances Data: 244641-41-6(Hazardous Substances Data)

Upstream product

• 75-52-5 nitromethane 
• 123054-12-6 (2S)-N,N-dibenzylphenylalaninal 
• 63-91-2 L-phenylalanine 
• 111138-83-1 N,N-dibenzyl-L-phenylalanine benzyl ester 
• 111060-52-7 (S)-2-(dibenzylamino)-3-phenylpropan-1-ol 
• 563-70-2 bromonitromethane 

Downstream Products

• 170359-24-7 (2R,3S)-1-amino-3-(dibenzylamino)-4-phenylbutan-2-ol 
• 169331-42-4 βS--αR-<<(2-methylpropyl)amino>methyl>-benzenepropanol 
• 169280-56-2 4-amino-N-(2R,3S)(3-amino-2-hydroxy-4-phenylbutyl)-N-isobutylbenzenesulfonamide 
• 244641-42-7 N-(3-dibenzylamino-2-hydroxy-4-phenylbutyl)-N-isobutyl-4-nitrobenzenesulfonamide 

Relevant articles and documents

Efficient nitro-aldol reaction using SmI2: A new route to nitro alcohols under very mild conditions

(Chemical Equation Presented) A novel method to obtain racemic 1-nitroalkan-2-ols by reaction of bromonitromethane with a variety of aldehydes and promoted by SmI2 is reported. On the basis of these results, the chiral version has also been per

Diastereoselective Henry reactions of N,N-dibenzyl α-amino aldehydes with nitromethane catalyzed by enantiopure guanidines

Several enantiopure guanidines are studied as the catalysts of Henry reactions of N,N-dibenzyl α-amino aldehydes with nitromethane. Good diastereoselectivity is observed in the reactions of L-valine or L-isoleucine derived aldehydes catalyzed by a (R)-1-(

Diastereoselective Henry reaction catalyzed by guanidine-thiourea bifunctional organocatalyst

A highly diastereoselective Henry reaction (diastereomer ratio of 84:16 to 99:1) of α-substituted aldehydes with nitromethane was developed using guanidine-thiourea bifunctional catalyst 1. N,N-Dibenzyl-protected α-amino aldehydes (2a, 2d-h) and α-hydroxy

A versatile and efficient approach for the synthesis of chiral 1,3-nitroamines and 1,3-diamines via conjugate addition to new (S,E)-Γ-aminated nitroalkenes derived from L-α-amino acids

New chiral (S,E)-γ-N,N-dibenzylated nitroalkenes 2a-c were synthesized from natural L-(α)-amino acids in five steps with overall yields of 68-88%. The conjugate addition of hydride, methoxide, nitronate and azide nucleophiles to 2a-c led to the corresponding chiral 1,3-nitroamines in 74-90% yield. The conjugate addition of cyanide anion to 2a,b was followed by HNO2 elimination affording chiral aminated acrylonitriles (73-98%). On the other hand, the azide anion reacted with 2a, in acetonitrile, via a [3 + 2]-cycloaddition in which HNO2 was lost, providing the corresponding 1,2,3-triazole derivative. Direct reduction of 1,3- nitroamine derivatives 9a,b produced the corresponding 1,3-diamines in good yields.