19041-33-9

Basic information

• Product Name: (R)-2-BENZYLHEXANAMIDE
• Synonyms: (R)-2-BENZYLHEXANAMIDE
• CAS NO: 19041-33-9
• Molecular Formula: C₁₃H₁₈O₂
• Molecular Weight: 0
• Mol File: 19041-33-9.mol
• Article Data: 13

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (R)-2-BENZYLHEXANAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-2-BENZYLHEXANAMIDE(19041-33-9)
• EPA Substance Registry System: (R)-2-BENZYLHEXANAMIDE(19041-33-9)

Safety Data

• Hazardous Substances Data: 19041-33-9(Hazardous Substances Data)

Usage

General Description

(R)-2-Benzylhexanamide is a chemical compound with the molecular formula C14H21NO. It is an amide derivative with a benzyl group attached to the second carbon of the hexanamide chain. (R)-2-BENZYLHEXANAMIDE has various industrial and research applications, including as a pharmaceutical intermediate and as a building block in organic synthesis. It has been studied for its potential biological activities, including its potential role as an antifungal and antibacterial agent. Additionally, (R)-2-Benzylhexanamide has been investigated for its potential use in the development of new drugs and other therapeutic agents.

Upstream product

• 14371-10-9 (E)-3-phenylpropenal 
• 1380325-40-5 (S)-2-benzyl-N-[(1S,2S)-2-hydroxy-1,2-diphenylethyl]-N-methylhexanamide 
• 645-45-4 hydrocinnamic acid chloride 
• 14980-86-0 N-((1S,2S)-1-hydroxy-1-phenylpropan-2-yl)-N-methyl-3-phenylpropanamide 
• 4407-36-7 (2E)-3-phenyl-2-propen-1-ol 
• 159213-11-3 (R)-2-Benzyl-hexanal 
• 7500-73-4 (±)-2-benzyl-1-hexanol 
• 114409-87-9 (2S)-2-Benzyl-1-hexanol 
• 159213-08-8 (S)-2-Benzyl-hexanoic acid ((1S,2S)-2-hydroxy-1-methyl-2-phenyl-ethyl)-methyl-amide 
• 5668-19-9 acide 2-benzyl-hexanoique 
• 1380325-37-0 (R)-2-benzyl-N-[(1S,2S)-2-hydroxy-1,2-diphenylethyl]-N-methylhexanamide 
• 2051-49-2 n-hexanoic anhydride 
• 100-39-0 benzyl bromide 
• 187332-12-3 (4S)-4-(4-hydroxybenzyl)-1,3-oxazolidin-2-one 

Relevant articles and documents

Diastereoselective 'contra-Michael' addition of (-)- sparteine/organolithium complexes to secondary chiral cinnamyl amides

'Contra-Michael' addition of (-)sparteine/organolithium reagents complexes to cinnamyl secondary amides derived from (R) or (S)-α- Methylbenzylamine occurs with matched or mismatched pairs, and allows an enantioselective access to 2-benzyl-amides,- acids,

Structural requirements for substrate in highly enantioselective hydrogenation over the cinchonidine-modified Pd/C

Relationship between substrate structure and enantioselectivity is studied for the asymmetric hydrogenation of 42 different (E)-α, β-disubstituted acrylic acids (propenoic acids) over cinchonidine-modified Pd/C. The β-phenyl group is indispensable for high enantioselectivity of α-phenylcinnamic acid (2,3-diphenylpropenoic acid, 81% ee), and substitution on this group affects markedly the selectivity. The high ee up to 92% was achieved by the β - p-alkoxyphenyl substitution, and the selectivity is ascribed mainly to stronger interaction of the substrate with the chiral modifier on the catalyst surface. In contrast, substitution on the α-phenyl group does not affect notably the enantioselectivity (80-82% ee) or even the α-phenyl group itself is not indispensable but replaceable with a properly bulky group for the high enantioselectivity.

An easy access to enantio-enriched α-substituted aldehydes by carbolithiation of β-phenyl or β-silyl-α,β-ethylenic aldehydes, protected with the monolithioamide of a chiral diamine

Lithium amide derived from N,N,N′-trimethyl-1,2-diphenylethanediamine converts cinnamaldehyde to a lithium alkoxyamide which undergoes a regio- and stereoselective carbolithiation upon addition of various organolithiums. Subsequent hydrolysis or trapping with MeI delivers α-mono-, or α,β-disubstituted 3-phenylpropanals with e.e.s of 76-96%. Extension to a silylated α-enal is possible.