Z-GLN-OSU

Base Information

• Chemical Name: Z-GLN-OSU
• CAS No.: 34078-85-8
• Molecular Formula: C17H19 N3 O7
• Molecular Weight: 377.354
• Mol file: 34078-85-8.mol

Synonyms:Carbamicacid, [4-amino-1-[[(2,5-dioxo-1-pyrrolidinyl)oxy]carbonyl]-4-oxobutyl]-,phenylmethyl ester, (S)-; Succinimide, N-[(N2-carboxy-L-glutaminyl)oxy]-,benzyl ester (8CI)

Chemical Property of Z-GLN-OSU

Chemical Property:

• PSA: 145.10000
• LogP: 1.18320
• Storage Temp.: -15°C

Purity/Quality:

98.5% ^*data from raw suppliers

Z-Gln-OSu ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Z-GLN-OSU

There total 2 articles about Z-GLN-OSU 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: 42.0%

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + Cbz-L-Gln (2650-64-8) → Nα-carbobenzoxy-L-glutamine α-N-succinimidyl ester (34078-85-8) + (S)-benzyl (2,6-dioxopiperidin-3-yl)carbamate (22785-43-9,179915-11-8)

Guidance literature:

With N-ethylmorpholine;; hexamethylphosphorous triamide dichloride; In dichloromethane; Title compound not separated from byproducts; 1) 0 deg C, 2 h, 2) overnight, r.t.;

Reference yield:

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + Cbz-L-Gln (2650-64-8) → Nα-carbobenzoxy-L-glutamine α-N-succinimidyl ester (34078-85-8)

Guidance literature:

With dicyclohexyl-carbodiimide; In tetrahydrofuran; at 0 ℃; for 3.5h;

DOI:10.1021/jm00044a003

Reference yield: 71.0%

L-Phenylalaninol (3182-95-4) + Nα-carbobenzoxy-L-glutamine α-N-succinimidyl ester (34078-85-8) → Z-Gln-Pheol (96235-69-7)

Guidance literature:

In N,N-dimethyl-formamide; for 36h; Ambient temperature;

DOI:10.1248/cpb.38.2997

upstream raw materials:

1-hydroxy-pyrrolidine-2,5-dione

Cbz-L-Gln

Downstream raw materials:

Z-Gln-Lol

Z-Gln-Pheol

(2S,3aS,7aS)-1-[(R)-4-((S)-2-Benzyloxycarbonylamino-4-carbamoyl-butyrylamino)-4-carboxy-butyryl]-octahydro-indole-2-carboxylic acid

Refernces

• 1、 Kuwahara, Masayasu,Hanawa, Kazuo,Ohsawa, Kazuomi,Kitagata, Rina,Ozaki, Hiroaki,Sawai, Hiroaki. "Direct PCR amplification of various modified DNAs having amino acids: Convenient preparation of DNA libraries with high-potential activities for in vitro selection". . p. 2518 - 2526. Retrieved 2007/10/03.
• 2、 Appel, Rolf,Glaesel, Ursula. "Dichlorotris(dimethylamino)phosphorane as Dehydration Reagent for the Preparation of Activated (-ONp, -OPcp, -NSu)Esters of N-Protected Multifunctional Amino Acids". . p. 3511 - 3516. Retrieved 2007/10/02.