78658-49-8

Basic information

• Product Name: BOC-GLU(OSU)-OBZL
• Synonyms: BOC-L-GLUTAMIC ACID-ALPHA-BENZYL-GAMMA-HYDROXYSUCCINIMID-DIESTER;BOC-L-GLUTAMIC ACID GAMMA-N-HYDROXYSUCCINIMIDE ESTER ALPHA-BENZYL ESTER;BOC-GLU(OSU)-OBZL;BOC-GLUTAMIC ACID(OSU)-OBZL;BOC-L-GLUTAMIC ACID-A-BENZYL-Y-HYDROXYSUCCINIMID-DIESTER;Boc-L-Glu(OSu)-OBzl;Boc-L-glutamic acid γ-N-hydroxysuccinimide ester α-benzyl ester≥ 96% (HPLC);(Tert-Butoxy)Carbonyl Glu(Osu)-OBzl
• CAS NO: 78658-49-8
• Molecular Formula: C₂₁H₂₆N₂O₈
• Molecular Weight: 434.44
• Mol File: 78658-49-8.mol
• Article Data: 5

Chemical Properties

• Melting Point: 147-150 °C(Solv: ethyl ether (60-29-7); hexane (110-54-3))
• Appearance: /
• Density: 1.29±0.1 g/cm3(Predicted)
• Storage Temp.: -15°C
• PKA: 10.88±0.46(Predicted)
• CAS DataBase Reference: BOC-GLU(OSU)-OBZL(CAS DataBase Reference)
• NIST Chemistry Reference: BOC-GLU(OSU)-OBZL(78658-49-8)
• EPA Substance Registry System: BOC-GLU(OSU)-OBZL(78658-49-8)

Safety Data

• Hazardous Substances Data: 78658-49-8(Hazardous Substances Data)

Usage

Chemical Properties

White to off-white powder

Upstream product

• 6066-82-6 1-hydroxy-pyrrolidine-2,5-dione 
• 30924-93-7 Boc-Glu-OBn 
• 123-56-8 Succinimide 

Downstream Products

• 79638-58-7 Boc-Glu(Phol)-OBzl 
• 817166-93-1 (2R,4R,5S)-2-benzyl-5-tert-butoxycarbonylamino-4-(tert-butyldimethylsilanyloxy)-7-(2,4,6-trimethoxybenzylcarbamoyl)heptanoic acid 
• 817167-06-9 C₃₅H₄₈N₂O₁₀ 
• 817167-07-0 [(1S)-1-[(4R)-4-benzyl-5-oxotetrahydrofuran-(2R)-2-yl]-3-(2,4,6-trimethoxybenzylcarbamoyl)propyl]carbamic acid tert-butyl ester 
• 817167-04-7 C₃₁H₅₁NO₇Si 
• 817166-95-3 [(1S)-1-[(4R)-4-benzyl-5-oxotetrahydrofuran-(2R)-2-yl]-4-(tert-butyldimethylsilanyloxy)butyl]carbamic acid tert-butyl ester 
• 817167-05-8 (4S)-4-[(4R)-4-benzyl-5-oxotetrahydrofuran-(2R)-2-yl]-4-[bis(tert-butoxycarbonyl)amino]butyric acid 
• 817166-98-6 (2S)-2-tert-butoxycarbonylamino-5-(tert-butyldimethyl-silanyloxy)-pentanoic acid benzyl ester 
• 817167-02-5 [(1S)-1-[(4R)-4-benzyl-5-oxotetrahydrofuran-(2R)-2-yl]-4-hydroxybutyl]carbamic acid tert-butyl ester 
• 91229-97-9 (S)-2-[N-(tert-butoxycarbonyl)amino]-5-hydroxypentanoic acid benzyl ester 
• 79638-57-6 Boc-Glu(Phol)-OBzl 
• 131574-48-6 Boc-<γ-Glu(OBzl)-Cys(MBzl)>2-Gly-OBzl 
• 131574-47-5 Boc-Glutathione-OBzl 
• 131574-51-1 Boc-<γ-Glu(OBzl)-Cys(MBzl)>4-Gly-OBzl 

Relevant articles and documents

Application of the thioacid-azide ligation (TAL) for the preparation of glycosylated and fluorescently labeled amino acids

The reaction of thiocarboxylic acids with azides (thioacid-azide ligation, TAL) is a chemoselective transformation, leading to the formation of amide bonds. Especially in the case of electron-deficient sulfonyl azides, the reaction occurs in excellent yie

Convenient synthesis of L-proline benzyl ester

Mesylates or tosylates of δ-hydroxy-L-norvaline esters spontaneously afford L-proline esters upon exposure to aqueous buffer in near quantitative yield. This novel reaction has led to the development of a simple route to optically active proline esters.

Synthesis of the Major Component of Alamethicin

Alamethicin (ALA), a natural membrane-active antibiotic, consists of several components.The major component, ALA I, was isolated in pure form and compared with the synthetic peptide acetyl-Aib-Pro-Aib-Ala-Aib-Ala-Gln-Aib-Val-Aib-Gly-Leu-Aib-Pro-Val-Aib-Aib-Glu-Gln-Phol obtained by stepwise segment condensation on a polystyrene support.The synthetic and natural products appeared essentially identical by amino acid analysis, high performance liquid chromatography, 600-MHz proton nuclear magnetic resonance spectroscopy, mass spectrometry, electrical activity in lipid bilayer membranes, and antimicrobial activity.It is concluded that ALA I has the structure indicated above.