6401-56-5

Basic information

• Product Name: 3-(benzylamino)-5-(4-methylphenyl)cyclohex-2-en-1-one
• Synonyms: 2-Cyclohexen-1-one, 5-(4-methylphenyl)-3-[(phenylmethyl)amino]-; 3-(Benzylamino)-5-(4-methylphenyl)cyclohex-2-en-1-one; 3-Benzylamino-5-p-tolyl-cyclohex-2-enone
• CAS NO: 6401-56-5
• Molecular Formula: C₂₀H₃₀N₂O₅
• Molecular Weight: 291.3868
• Mol File: 6401-56-5.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 466.9°C at 760 mmHg
• Flash Point: 161.9°C
• Density: 1.11g/cm³
• Vapor Pressure: 6.84E-09mmHg at 25°C
• Refractive Index: 1.606
• CAS DataBase Reference: 3-(benzylamino)-5-(4-methylphenyl)cyclohex-2-en-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(benzylamino)-5-(4-methylphenyl)cyclohex-2-en-1-one(6401-56-5)
• EPA Substance Registry System: 3-(benzylamino)-5-(4-methylphenyl)cyclohex-2-en-1-one(6401-56-5)

Safety Data

• Hazardous Substances Data: 6401-56-5(Hazardous Substances Data)

Upstream product

• 2018-66-8 Z-Leu-OH 
• 6456-74-2 Glycine tert-butyl ester 
• 1738-87-0 Z-Leu-ONp 
• 79868-03-4 H-Gly-OBu^t*H₃PO₄ 

Downstream Products

• 56610-13-0 L-Leu-Gly-O-t-Bu 
• 132307-37-0 Z-Leu-Leu-Gly-OBu^t 
• 132307-38-1 Z-Gln-Leu-Leu-Gly-OBu^t 
• 132307-39-2 Z-Gln-Gln-Leu-Leu-Gly-OBu^t 
• 132307-40-5 Z-Asp(OBu^t)-Gln-Gln-Leu-Leu-Gly-OH 

Relevant articles and documents

Substrate-directed lewis-acid catalysis for peptide synthesis

A Lewis-acid-catalyzed method for the substrate-directed formation of peptide bonds has been developed, and this powerful approach is utilized for the new "remote" activation of carboxyl groups under solvent-free conditions. The presented method has the following advantages: (1) the high-yielding peptide synthesis uses a tantalum catalyst for any amino acids; (2) the reaction proceeds without any racemization; (3) the new substrate-directed chemical ligation using the titanium catalyst is applicable to convergent peptide synthesis. These advantages overcome some of the unresolved problems in classical peptide synthesis.

Highly stereoselective peptide modifications through Pd-catalyzed allylic alkylations of chelated peptide enolates

Deprotonation of peptides in the presence of zinc chloride gives rise to highly reactive nucleophiles that can be subjected to palladium-catalyzed allylic alkylation reactions. Excellent diastereoselectivities are obtained that are nearly independent of the allylic substrate used. By using this protocol, highly functionalized side chains can also be incorporated in excellent yields and selectivities. The stereochemicaloutcome of the reaction is exclusively controlled by the peptide chain as long as terminal π-allyl-palladium complexes are involved. Probably, there is a threefold coordination, at least, ofthe deprotonated peptide chain to the chelating zinc ion. In such metal peptide complexes, one face of the generated enolate is shielded by the side chain of the adjacent amino acid, thus directing the electrophilic attack onto the opposite face. This behavior explains why an S amino acid always generates an R amino acid (and the other way round).

Peptide synthesis using the four-component condensation (Ugi reaction).

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