15027-13-1

Basic information

• Product Name: N-CARBOBENZOXY-DL-NORLEUCINE
• Synonyms: N-ALPHA-CARBOBENZOXY-DL-NORLEUCINE;N-ALPHA-CARBOBENZOXY-DL-NORLUECINE;N-ALPHA-CARBOBENZOXY-DL-2-AMINO-CAPROIC ACID;N-CARBOBENZOXY-DL-NORLEUCINE;N-CBZ-DL-NORLEUCINE;Z-DL-NHCH[CH3(CH2)3]-COOH;Z-DL-NLE-OH;Z-DL-NORLEUCINE
• CAS NO: 15027-13-1
• Molecular Formula: C₁₄H₁₉NO₄
• Molecular Weight: 265.3
• Product Categories: Amino Acids;Amino Acids (N-Protected);Biochemistry;Cbz-Amino Acids
• Mol File: 15027-13-1.mol
• Article Data: 5

Chemical Properties

• Melting Point: 105 °C
• Boiling Point: 449.2°Cat760mmHg
• Flash Point: 225.5°C
• Appearance: /
• Density: 1.16g/cm³
• Vapor Pressure: 7.43E-09mmHg at 25°C
• Refractive Index: 1.528
• PKA: 4.00±0.21(Predicted)
• CAS DataBase Reference: N-CARBOBENZOXY-DL-NORLEUCINE(CAS DataBase Reference)
• NIST Chemistry Reference: N-CARBOBENZOXY-DL-NORLEUCINE(15027-13-1)
• EPA Substance Registry System: N-CARBOBENZOXY-DL-NORLEUCINE(15027-13-1)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 15027-13-1(Hazardous Substances Data)

Usage

Chemical Properties

White powder

InChI:InChI=1/C14H19NO4/c1-2-3-9-12(13(16)17)15-14(18)19-10-11-7-5-4-6-8-11/h4-8,12H,2-3,9-10H2,1H3,(H,15,18)(H,16,17)

Upstream product

• 616-06-8 2-amino-hexanoic acid 
• 501-53-1 benzyl chloroformate 
• 127862-68-4 2-Benzyloxycarbonylamino-hexanoic acid 2,2,2-trifluoro-ethyl ester 

Downstream Products

• 66398-11-6 2-Benzyloxycarbonylamino-hexanoic acid 4-nitro-phenyl ester 
• 38069-29-3 ε-carbobenzoxyaminocaproyl-n-decylamide 
• 1181104-50-6 dimethyl [(R,S)-1-(benzyloxycarbonylamino)pentyl]phosphonate 
• 1197815-61-4 N-(E)-pent-1-enyl benzyl carbamate 
• 1108146-49-1 Z-D-nor-Leu-Gly-OMe 
• 109363-98-6 Z-L-nor-Leu-Gly-OMe 
• 152533-08-9 (+/-) benzyl (1-acetylpentyl)carbamate 
• 127862-68-4 2-Benzyloxycarbonylamino-hexanoic acid 2,2,2-trifluoro-ethyl ester 
• 152613-89-3 (+/-)-benzyl <1-<(N-methoxy-N-methylamino)carbonyl>pentyl>carbamate 
• 39608-30-5 N-benzyloxycarbonyl-L-norleucine 
• 15027-14-2 (R)-(((benzyloxy)carbonyl)amino)-D-norleucine 
• 117402-84-3 L-Z-Nor-Leu-OEt 

Relevant articles and documents

Resolution of non-proteinogenic amino acids via microbial lipase-catalyzed enantioselective transesterification

A number of non-proteinogenic amino acids bearing aliphatic side chains were resolved with moderate to good enantioselectivities (E = 15-42) through the Burkholderia cepacia lipase-catalyzed enantioselective transesterification of the 2,2,2-trifluoroethyl esters of their N-benzyloxycarbonyl derivatives with methanol as a nucleophile in diisopropyl ether.

Porcine Pancreatic Lipase Catalyzed Enantioselective Hydrolysis of Esters of N-Protected Unusual Amino Acids

Porcine pancreatic lipase catalyzed the highly enantioselective hydrolysis of a kind of α-substituted carboxylic esters, i.e., the 2,2,2-trifluoroethyl esters of the N-benzyloxycarbonyl derivatives of unusual amino acids.

Composition containing a penem or carbapenem antibiotic

Administration of an N-acylated amino acid in association with a penem or carbapenem antibiotic relieves or eliminates the renal problems associated with administration of the antibiotic alone. The amino acid derivative and antibiotic may be formulated together as a composition or administered separately, either simultaneously or sequentially. The composition may be prepared by simple mixing.