66845-42-9

Basic information

• Product Name: N-Benzyloxycarbonyl-N'-(tert-Butoxycarbonyl)-L-lysine
• Synonyms: NALPHA-BENZYLOXYCARBONYL-NOMEGA-TERT-BUTOXYCARBONYL-D-LYSINE;N-BENZYLOXYCARBONYL-N-EPSILON-TERT-BUTOXYCARBONYL-L-LYSINE;N-ALPHA-CBZ-N-EPSILON-BOC-D-LYSINE;N-ALPHA-CBZ-N-EPSILON-T-BOC-D-LYSINE;N-ALPHA-CBZ-N-EPSILON-T-BOC-L-LYSINE;N-ALPHA-CARBOBENZOXY-N-EPSILON-T-BUTOXYCARBONYL-D-LYSINE;N-ALPHA-CARBOBENZOXY-N-EPSILON-T-BUTOXYCARBONYL-L-LYSINE;N-ALPHA-Z-N-EPSILON-BOC-D-LYSINE
• CAS NO: 66845-42-9
• Molecular Formula: C₁₉H₂₈N₂O₆
• Molecular Weight: 380.44
• EINECS: 219-223-1
• Product Categories: Amino Acid Derivatives;Lysine [Lys, K]
• Mol File: 66845-42-9.mol
• Article Data: 4

Chemical Properties

• Melting Point: 61-63°C
• Boiling Point: 587 °C at 760 mmHg
• Flash Point: 308.8 °C
• Appearance: /
• Density: 1.176 g/cm³
• Vapor Pressure: 1.26E-14mmHg at 25°C
• Refractive Index: 1.524
• Storage Temp.: 2-8°C
• PKA: 3.98±0.21(Predicted)
• BRN: 5310107
• CAS DataBase Reference: N-Benzyloxycarbonyl-N'-(tert-Butoxycarbonyl)-L-lysine(CAS DataBase Reference)
• NIST Chemistry Reference: N-Benzyloxycarbonyl-N'-(tert-Butoxycarbonyl)-L-lysine(66845-42-9)
• EPA Substance Registry System: N-Benzyloxycarbonyl-N'-(tert-Butoxycarbonyl)-L-lysine(66845-42-9)

Safety Data

• Safety Statements: S24/25:Avoid contact with skin and eyes.
• WGK Germany: 3
• Hazardous Substances Data: 66845-42-9(Hazardous Substances Data)

Usage

InChI:InChI=1/C19H28N2O6/c1-19(2,3)27-17(24)20-12-8-7-11-15(16(22)23)21-18(25)26-13-14-9-5-4-6-10-14/h4-6,9-10,15H,7-8,11-13H2,1-3H3,(H,20,24)(H,21,25)(H,22,23)/t15-/m1/s1

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 70671-54-4 N^α-carbobenzoxy-D-lysine 

Downstream Products

• 84559-78-4 methyl (2R)-2-[[(benzyloxy)carbonyl]amino]-6-[[(tert-butoxy)carbonyl]amino]hexanoate 
• 130967-09-8 N^α-benzyloxycarbonyl-N^ε-t-butyloxycarbonyl-D-lysyl-glycyl-L-(4'-NO2)-phenylalanyl-L-leucine methyl ester 
• 174658-19-6 (R)-2-Benzyloxycarbonylamino-6-tert-butoxycarbonylamino-hexanoic acid 4-nitro-benzyl ester 
• 63328-49-4 (R)-2-amino-6-tert-butoxycarbonylaminohexanoic acid methyl ester 
• 110473-30-8 N-(benzyloxycarbonyl)-γ-(pentachlorophenyl)-D-glutamyl-N'-(tert-butyloxycarbonyl)-D-lysine methyl ester 
• 110473-32-0 N-(benzyloxycarbonyl)-γ-(pentachlorophenyl)-D-glutamyl-D-lysine methyl ester, hydrochloride salt 
• 110548-84-0 N-(benzyloxycarbonyl)-cyclo(D-glutamyl-D-lysyl) N'-methylamide 
• 110547-98-3 N-(benzyloxycarbonyl)-cyclo(D-glutamyl-D-lysyl) methyl ester 
• 110473-28-4 N-(benzyloxycarbonyl)-D-glutamyl-N'-(tert-butyloxycarbonyl)-D-lysine methyl ester 
• 220176-28-3 N-(toluene-4-sulfonyl)-L-prolyl-Nε-tert-butoxycarbonyl-D-lysine 
• 744168-94-3 C₁₉H₂₈N₂O₅S 

Relevant articles and documents

DRUG-LOADED EMULSION

The present invention relates to a drug-loaded emulsion, comprising a modified hydrophobic excipient having the following formula, a hydrophobic drug and a surfactant: where R is a hydrophobic natural compound or a hydrophobic synthetic compound with one to three hydroxyl groups (n=1-3); and R1 is an α-amino protecting group, and R2 is an amino acid side chain, wherein, when m=0, R is reacted with an amino acid derivative with a protecting group by esterification to form a hydrophobic excipient carrying the amino acid derivative with a protecting group; or when m=1, R is firstly introduced with an amino acid linking arm of different chain lengths (l=1, 2, 4, 6) via an ester group, and then introduced with an amino acid derivative with a protecting group.

A novel route towards cycle-tail peptides using oxime resin: Teaching an old dog a new trick

Two anabaenopeptins, Schizopeptin 791 and anabaenopeptin NZ825, have similar structural features and have been synthesized via a novel acid-catalyzed head-to-side-chain concomitant cyclization/cleavage reaction on oxime resin. The methodology gave rapid access to the anabaenopeptin scaffold by taking advantage of a combined solid-phase/solution-phase synthetic strategy. Also, as side-products of the synthesis, large C2-symmetric 38-member cyclic peptides ring bearing two endocyclic lysine side-chains were isolated, constituting a novel cyclic peptide scaffold.