Z-GLU(OSU)-OBZL

Base Information

• Chemical Name: Z-GLU(OSU)-OBZL
• CAS No.: 34897-67-1
• Molecular Formula: C24H24 N2 O8
• Molecular Weight: 468.463
• Mol file: 34897-67-1.mol

Synonyms:L-Norvaline,5-[(2,5-dioxo-1-pyrrolidinyl)oxy]-5-oxo-N-[(phenylmethoxy)carbonyl]-,phenylmethyl ester (9CI); Benzyloxycarbonyl-a-benzyl-g-succinimido-L-glutamate

Chemical Property of Z-GLU(OSU)-OBZL

Chemical Property:

• PSA: 131.80000
• LogP: 2.55450
• Storage Temp.: -15°C

Purity/Quality:

98.5% ^*data from raw suppliers

Z-GLU(OSU)-OBZL ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Z-GLU(OSU)-OBZL

There total 4 articles about Z-GLU(OSU)-OBZL which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + Cbz-(L)-Glu-OBn (3705-42-8) → γ-OSu-N-Z-L-Glu-OBzl (34897-67-1)

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 20 ℃; for 36h; Inert atmosphere;

DOI:10.1039/d1ra07343e

Reference yield: 80.0%

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + N-carbobenzyloxy-L-glutamic acid alphabenzyl ester (126401-10-3) → 2-Benzyloxycarbonylamino-pentanedioic acid 1-benzyl ester 5-(2,5-dioxo-pyrrolidin-1-yl) ester (34897-67-1,79390-05-9)

Guidance literature:

With dmap; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In N,N-dimethyl-formamide; at 20 ℃; for 8h; Inert atmosphere;

DOI:10.1021/jacs.5b04285

Reference yield:

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + N-Z-L-Glu-OBzl-γ-Dcha salt (53363-74-9) → γ-OSu-N-Z-L-Glu-OBzl (34897-67-1)

Guidance literature:

With dicyclohexyl-carbodiimide; citric acid; Yield given. Multistep reaction; 1) EtOAc, 2) EtOAc, RT, 15 h;

upstream raw materials:

1-hydroxy-pyrrolidine-2,5-dione

N-carbobenzyloxy-L-glutamic acid alphabenzyl ester

N-Z-L-Glu-OBzl-γ-Dcha salt

Cbz-(L)-Glu-OBn

Downstream raw materials:

L-γ-glutamyl-L-glutamine

Refernces

• 1、 Molla, Mijanur Rahaman,Prasad, Priyaa,Thayumanavan. "Protein-Induced Supramolecular Disassembly of Amphiphilic Polypeptide Nanoassemblies". supporting information. p. 7286 - 7289. Retrieved 2015/06/30.
• 2、 -. "Glutathione based delivery system". Page/Page column 2-3. . Retrieved 2008/06/13.