Z-Gln-ONp

Base Information

• Chemical Name: Z-Gln-ONp
• CAS No.: 7763-16-8
• Molecular Formula: C19H19N3O7
• Molecular Weight: 401.376
• European Community (EC) Number: 231-854-4
• DSSTox Substance ID: DTXSID20228289
• Nikkaji Number: J81.449K
• Wikidata: Q83108251
• Mol file: 7763-16-8.mol

Synonyms:Z-Gln-ONp;7763-16-8;(4-nitrophenyl) (2S)-5-amino-5-oxo-2-(phenylmethoxycarbonylamino)pentanoate;C19H19N3O7;EINECS 231-854-4;N2-Benzyl p-nitrophenyl N2-carboxy-L-(2-aminoglutaramate);4-Nitrophenyl N~2~-[(benzyloxy)carbonyl]glutaminate;Z-L-Gln-ONp;N-Gln-Onp;SCHEMBL11867081;DTXSID20228289;MFCD00042812;AKOS016001531;C19-H19-N3-O7;FD21563;AS-56150;N-carbobenzoxy-l-glutamine p-nitro-phenyl ester;Nalpha -benzyloxycarbonyl-L-glutamine p-nitrophenyl ester;L-Glutamine,n2-[(phenylmethoxy)carbonyl]-,4-nitrophenyl ester;L-Glutamine, N(2)-((phenylmethoxy)carbonyl)-, 4-nitrophenyl ester;(S)-4-nitrophenyl 5-amino-2-(benzyloxycarbonylamino)-5-oxopentanoate;N-alpha-BenZyloxycarbonyl-L-glutamine p-nitrophenyl ester (CbZ-L-Gln-ONp)

Chemical Property of Z-Gln-ONp

Chemical Property:

• Vapor Pressure: 6.56E-19mmHg at 25°C
• Refractive Index: 1.596
• Boiling Point: 690.4 °C at 760 mmHg
• Flash Point: 371.3 °C
• PSA: 153.54000
• Density: 1.357 g/cm³
• LogP: 3.67510
• Storage Temp.: −20°C
• XLogP3: 2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 10
• Exact Mass: 401.12229995
• Heavy Atom Count: 29
• Complexity: 579

Purity/Quality:

99% ^*data from raw suppliers

Z-Gln-Onp ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC(=O)NC(CCC(=O)N)C(=O)OC2=CC=C(C=C2)[N+](=O)[O-]
• Isomeric SMILES: C1=CC=C(C=C1)COC(=O)N[C@@H](CCC(=O)N)C(=O)OC2=CC=C(C=C2)[N+](=O)[O-]

Technology Process of Z-Gln-ONp

There total 9 articles about Z-Gln-ONp 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: 63.0%

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + Cbz-L-Gln (2650-64-8) → N2-benzyloxycarbonyl-L-glutamine-(4-nitro-phenyl ester) (7763-16-8)

Guidance literature:

With N-ethylmorpholine;; hexamethylphosphorous triamide dichloride; In N,N-dimethyl-formamide; at -20 ℃;

Reference yield:

Cbz-L-Gln (2650-64-8) + 4-Nitrophenyl chloroformate (7693-46-1) → N2-benzyloxycarbonyl-L-glutamine-(4-nitro-phenyl ester) (7763-16-8)

Guidance literature:

Multistep reaction; (i) DMF, (ii) /BRN= 2061271/, Et₃N;

Reference yield:

N-benzyloxycarbonyl-L-glutamic acid bis(4-nitrophenyl)ester (49761-26-4) → N2-benzyloxycarbonyl-L-glutamine-(4-nitro-phenyl ester) (7763-16-8)

Guidance literature:

With ammonia; In methanol;

DOI:10.1139/v61-125

upstream raw materials:

4-nitro-phenol

Cbz-L-Gln

N-benzyloxycarbonyl-L-glutamic acid bis(4-nitrophenyl)ester

4-Nitrophenyl chloroformate

Downstream raw materials:

Benzyloxycarbonyl-L-glutaminyl-L-leucin-aethylester

N--L-asparagin-<2,4,6-trimethyl-benzylester>

N-[(benzyloxy)carbonyl]-glutaminyl-valinol

(2-Oxo-pyrrolidin-3-yl)-carbamic acid benzyl ester

Refernces

• 1、 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.