Z-Gly-ONp

Base Information

• Chemical Name: Z-Gly-ONp
• CAS No.: 1738-86-9
• Molecular Formula: C16H14N2O6
• Molecular Weight: 330.297
• Hs Code.: 29420000
• European Community (EC) Number: 217-097-2
• NSC Number: 405051
• DSSTox Substance ID: DTXSID30169659
• Nikkaji Number: J75.690C
• Wikidata: Q72441983
• ChEMBL ID: CHEMBL12788
• Mol file: 1738-86-9.mol

Synonyms:N-benzyloxycarbonylglycine 4-nitrophenyl ester;N-benzyloxycarbonylglycine para-nitrophenyl ester;Z-Gly-Nph

Chemical Property of Z-Gly-ONp

Chemical Property:

• Vapor Pressure: 7.95E-12mmHg at 25°C
• Melting Point: 120-122oC
• Refractive Index: 1.595
• Boiling Point: 542.4 °C at 760 mmHg
• PKA: 10.44±0.46(Predicted)
• Flash Point: 281.8 °C
• PSA: 110.45000
• Density: 1.348g/cm³
• LogP: 3.34070
• Storage Temp.: -15°C
• Solubility.: very faint turbidity in hot Methanol
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 7
• Exact Mass: 330.08518617
• Heavy Atom Count: 24
• Complexity: 436

Purity/Quality:

98%,99%, ^*data from raw suppliers

N-Cbz-Gly-ONp 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,N
• Hazard Codes: Xi,N
• Statements: 43-51
• Safety Statements: 53-36/37-61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC(=O)NCC(=O)OC2=CC=C(C=C2)[N+](=O)[O-]
• Uses: Substrate for measuring pancreatic elastase activity.

Technology Process of Z-Gly-ONp

There total 7 articles about Z-Gly-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: 50.5%

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + N-(Benzyloxycarbonyl)glycine (1138-80-3) → Z-Gly-ONp (1738-86-9)

Guidance literature:

With C₄H₉OCS₂COCl;

DOI:10.1007/BF00576237

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) → Z-Gly-ONp (1738-86-9)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. NaHCO₃

2: dicyclohexylcarbodiimide / ethyl acetate / 1.5 h / 25 °C

With sodium hydrogencarbonate; dicyclohexyl-carbodiimide; In ethyl acetate;

DOI:10.1021/ja00346a056

Reference yield:

4-Nitrophenyl chloroformate (7693-46-1) + N-(Benzyloxycarbonyl)glycine (1138-80-3) → Z-Gly-ONp (1738-86-9)

Guidance literature:

With dmap; triethylamine; In acetonitrile; at 20 ℃; for 0.75h;

DOI:10.1016/S0040-4039(02)01840-3

upstream raw materials:

4-nitro-phenol

N-(Benzyloxycarbonyl)glycine

bis(p-nitrophenyl)sulfite

tris(p-nitrophenyl)-phosphite

Downstream raw materials:

glycine p-nitrophenyl ester hydrobromide

3-(N-benzyloxycarbonyl-glycyl)-5,5-dimethyl-2-oxo-thiazolidine-4-carboxylic acid benzyl ester

Z-Gly-Lys(Ac)

Z-Gly-(L)-Phe

Refernces

• 1、 Yamazaki et al.. "". . p. 665,666. Retrieved 1975.
• 2、 Yamazaki,Higashi. "". . p. 5047. Retrieved 1972.
• 3、 Arena, Giuseppe,Impellizzeri, Giuseppe,Maccarrone, Giuseppe,Pappalardo, Giuseppe,Sciotto, Domenico,Rizzarelli, Enrico. "Thermodynamic and (1)H NMR Study of Proton Complex Formation of Histidine-containing Cyclodipeptides in Aqueous Solution". . p. 371 - 376. Retrieved 2007/10/02.
• 4、 Stein, Ross L.,Elrod, James P.,Schowen, Richard L.. "Correlative Variations in Enzyme-Derived and Substrate-Derived Structures of Catalytic Transition States. Implications for the Catalytic Strategy of Acyl-Transfer Enzymes". . p. 2446 - 2452. Retrieved 2007/10/02.