65706-99-2

Basic information

• Product Name: N-Cbz-D-glutamic acid alpha-benzyl ester
• Synonyms: N-CBZ-D-GLUTAMIC ACID ALPHA-BENZYL ESTER;N-ALPHA-CARBOBENZOXY-D-GLUTAMIC ACID ALPHA-BENZYL ESTER;N-BENZYLOXYCARBONYL-D-GLUTAMIC ACID ALPHA-BENZYL ESTER;N-BENZYLOXYCARBONYL-L-GLUTAMIC ACID ALPHA-BENZYL ESTER;Z-GLU-OBZL;Z-D-GLU-OBZL;Z-D-GLUTAMIC ACID-OBZL;Z-D-GLUTAMIC ACID 1-BENZYL ESTER
• CAS NO: 65706-99-2
• Molecular Formula: C₂₀H₂₁NO₆
• Molecular Weight: 371.38
• EINECS: 2017-001-1
• Product Categories: Glutamic acid [Glu, E];Z-Amino Acids and Derivatives;Z-Amino acid series
• Mol File: 65706-99-2.mol
• Article Data: 1

Chemical Properties

• Melting Point: 98.0 to 102.0 °C
• Boiling Point: 313.2 °C
• Flash Point: 313.2oC
• Appearance: White to off-white/Powder
• Density: 1.268 g/cm³
• Vapor Pressure: 5.72E-15mmHg at 25°C
• Refractive Index: 1.575
• Storage Temp.: −20°C
• Solubility: Soluble in methanol and acetic acid.
• PKA: 4.47±0.10(Predicted)
• BRN: 5305848
• CAS DataBase Reference: N-Cbz-D-glutamic acid alpha-benzyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: N-Cbz-D-glutamic acid alpha-benzyl ester(65706-99-2)
• EPA Substance Registry System: N-Cbz-D-glutamic acid alpha-benzyl ester(65706-99-2)

Safety Data

• Safety Statements: 24/25
• WGK Germany: 3
• Hazardous Substances Data: 65706-99-2(Hazardous Substances Data)

Usage

Chemical Properties

White Solid

Uses

Different sources of media describe the Uses of 65706-99-2 differently. You can refer to the following data:
1. N-Cbz-D-glutamic acid alpha-benzyl ester is used as a reagent in the synthesis of acyl peptides that act as immunostimulants.
2. This compound is used as a reagent in the synthesis of acyl peptides that act as immunostimulants.

InChI:InChI=1/C20H21NO6/c22-18(23)12-11-17(19(24)26-13-15-7-3-1-4-8-15)21-20(25)27-14-16-9-5-2-6-10-16/h1-10,17H,11-14H2,(H,21,25)(H,22,23)/t17-/m1/s1

Upstream product

• 71869-80-2 benzyl (R)-(2,6-dioxotetrahydro-2H-pyran-3-yl)carbamate 
• 100-51-6 benzyl alcohol 

Downstream Products

• 130769-86-7 2-Benzyloxycarbonylamino-pentanedioic acid 1-benzyl ester 5-[bis-(4-nitro-benzyloxy)-phosphorylmethyl] ester 
• 130769-89-0 2-Benzyloxycarbonylamino-pentanedioic acid 1-benzyl ester 5-[1-(bis-benzyloxy-phosphoryl)-3-methyl-butyl] ester 
• 79336-01-9 (2S,6R)-2-((R)-4-Benzyloxycarbonyl-4-benzyloxycarbonylamino-butyrylamino)-6-tert-butoxycarbonylamino-7-(N'-tert-butoxycarbonyl-hydrazino)-7-oxo-heptanoic acid 
• 88019-38-9 (3R)-3-(O-benzyl-N-benzyloxycarbonyl-D-γ-glutamyl-D-alanylamino)-3-methoxy-2-azetidinone 
• 182005-27-2 (R)-2-Benzyloxycarbonylamino-5-hydroxy-pentanoic acid benzyl ester 
• 182005-32-9 (R)-2-Benzyloxycarbonylamino-5-bromo-pentanoic acid benzyl ester 
• 71974-09-9 γ-D-Glutamyl-L-meso-diaminopimelic acid dipeptide 
• 79336-04-2 (2S,6R)-2-Amino-6-((R)-4-benzyloxycarbonylamino-4-carboxy-butyrylamino)-heptanedioic acid 
• 79336-02-0 (2S,6R)-6-Amino-2-((R)-4-benzyloxycarbonylamino-4-carboxy-butyrylamino)-6-hydrazinocarbonyl-hexanoic acid 
• 79358-64-8 (2S,6R)-2-((R)-4-Benzyloxycarbonylamino-4-carboxy-butyrylamino)-6-tert-butoxycarbonylamino-7-(N'-tert-butoxycarbonyl-hydrazino)-7-oxo-heptanoic acid 
• 592532-30-4 (2R)-benzyl 2-(benzyloxycarbonylamino)-5-(tert-butylperoxy)-5-oxopentanoate 
• 229305-47-9 Cbz-D-Glu(L-Trp-OH)-OBzl 
• 1401719-79-6 Cbz-D-Glu(D-Trp-O-CH(CH₃)-O-CO-O-cyclohexyl)-O-Bzl 
• 1401719-33-2 H-D-Glu(D-Trp-O-CH(CH₃)-O-CO-O-cyclohexyl)-OH 

Relevant articles and documents

Synthesis and Biological Activity of some Fused &β-Lactam Peptidoglycan Analogues

The derivatives (12), (14), (15), (19), and (22), in which a mono- or di-peptide unit is linked to 6-aminopenicillanic acid, have been prepared according to normal synthetic peptide procedures.The structures of the side chains were chosen by analogy with the D-isoglutamyl-L-lysyl sequence present in the cell-wall peptidoglycan of Staphylococcus species.The antibacterial activities of the derivatives were measured and the results are discussed.