2-(2-(((Benzyloxy)carbonyl)amino)acetamido)acetic acid

Base Information

• Chemical Name: 2-(2-(((Benzyloxy)carbonyl)amino)acetamido)acetic acid
• CAS No.: 2566-19-0
• Molecular Formula: C12H14N2O5
• Molecular Weight: 266.254
• Hs Code.: 29242990
• European Community (EC) Number: 802-238-8
• NSC Number: 29727
• DSSTox Substance ID: DTXSID00180356
• Nikkaji Number: J605.949J
• Wikidata: Q72516202
• ChEMBL ID: CHEMBL3810057
• Mol file: 2566-19-0.mol

Synonyms:carbobenzoxy-Gly-Gly;carbobenzoxyglycylglycine;Cbz-Gly-Gly

Chemical Property of 2-(2-(((Benzyloxy)carbonyl)amino)acetamido)acetic acid

Chemical Property:

• Vapor Pressure: 1.24E-14mmHg at 25°C
• Melting Point: 178 °C
• Refractive Index: 1.558
• Boiling Point: 587.2 °C at 760 mmHg
• PKA: 3.41±0.10(Predicted)
• Flash Point: 309 °C
• PSA: 104.73000
• Density: 1.323 g/cm³
• LogP: 0.89540
• Storage Temp.: -15°C
• Solubility.: DMSO (Slightly), Methanol (Very Slightly, Heated)
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 266.09027155
• Heavy Atom Count: 19
• Complexity: 326

Purity/Quality:

97% ^*data from raw suppliers

Z-Gly-Gly-OH ^*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)NCC(=O)NCC(=O)O
• Uses: N-[(Benzyloxy)carbonyl]glycylglycine is a reagent in the synthesis of Glycylglycyl-L-tyrosine (G718500), which is a fungal tyrosinases and their capability to oxidize peptide-bound tyrosine residues is important in a view of applicability of tyrosinases.

Technology Process of 2-(2-(((Benzyloxy)carbonyl)amino)acetamido)acetic acid

There total 52 articles about 2-(2-(((Benzyloxy)carbonyl)amino)acetamido)acetic acid 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: 80.0%

methyl [({[(benzyloxy)carbonyl]amino}acetyl)amino]acetate (13437-63-3) → CbzGlyGly (2566-19-0)

Guidance literature:

With lithium hydroxide monohydrate; In methanol; water; at 20 ℃; for 6h;

DOI:10.1021/acs.jmedchem.9b01540

Reference yield: 78.0%

C24H23N3O4 + glycine (56-40-6,18875-39-3,25718-94-9) → CbzGlyGly (2566-19-0)

Guidance literature:

In water; acetone; pH 7.8;

DOI:10.1021/ja00533a049

Reference yield: 65.0%

N-benzyloxycarbonylglycylglycine 2-bromoethyl ester (123872-96-8) → CbzGlyGly (2566-19-0)

Guidance literature:

With sodium sulfide; In water; acetonitrile; for 1.5h; Ambient temperature;

upstream raw materials:

Glycine anhydride

benzyl chloroformate

Z-Gly-Gly-OEt

N-(benzyloxycarbonyl)glycine anhydride

Downstream raw materials:

N-benzyloxycarbonyl-glycyl=>glycyl=>-β-alanine ethyl ester

benzyloxycarbonylglycylglycine p-nitrophenyl ester

N-benzyloxycarbonyl-glycyl=>glycyl=>phenylalanine ethyl ester

N-benzyloxycarbonyl-glycyl=>glycyl=>-threonine ethyl ester