Ethyl n-[(benzyloxy)carbonyl]glycylglycylglycinate

Base Information

• Chemical Name: Ethyl n-[(benzyloxy)carbonyl]glycylglycylglycinate
• CAS No.: 2503-35-7
• Molecular Formula: C16H21 N3 O6
• Molecular Weight: 351.359
• NSC Number: 117528
• DSSTox Substance ID: DTXSID50297721
• Nikkaji Number: J1.419.888A
• Wikidata: Q82039028
• Mol file: 2503-35-7.mol

Synonyms:2503-35-7;ethyl n-[(benzyloxy)carbonyl]glycylglycylglycinate;NSC117528;SCHEMBL11511869;DTXSID50297721;NSC-117528

Chemical Property of Ethyl n-[(benzyloxy)carbonyl]glycylglycylglycinate

Chemical Property:

• Vapor Pressure: 3.28E-16mmHg at 25°C
• Boiling Point: 638.7°C at 760 mmHg
• Flash Point: 340.1°C
• Density: 1.246g/cm³
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 11
• Exact Mass: 351.14303540
• Heavy Atom Count: 25
• Complexity: 463

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CNC(=O)CNC(=O)CNC(=O)OCC1=CC=CC=C1

Technology Process of Ethyl n-[(benzyloxy)carbonyl]glycylglycylglycinate

There total 11 articles about Ethyl n-[(benzyloxy)carbonyl]glycylglycylglycinate 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: 90.0%

glycyl glycine ethyl ester hydrochloride (2087-41-4) + N-(Benzyloxycarbonyl)glycine (1138-80-3) → N-benzyloxycarbonyl-glycyl=>glycyl=>-glycine ethyl ester (2503-35-7)

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; Inert atmosphere;

DOI:10.1039/c2cc17458h

Reference yield: 70.0%

Cbz-Gly-ONSuc (2899-60-7) + Coc-Gly-Gly-OEt (97989-14-5) → N-benzyloxycarbonyl-glycyl=>glycyl=>-glycine ethyl ester (2503-35-7)

Guidance literature:

With pyridine; 1-hydroxy-pyrrolidine-2,5-dione; formic acid; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1.) reflux, 4 min; 2.) r.t., overnight;

DOI:10.1246/cl.1985.515

Reference yield:

CbzGlyGly (2566-19-0) + GlyOEt*HCl (459-73-4) → N-benzyloxycarbonyl-glycyl=>glycyl=>-glycine ethyl ester (2503-35-7)

Guidance literature:

With 1,4-dioxane; phosphorus trichloride; benzene;

upstream raw materials:

glycylglycine ethyl ester

N-(Benzyloxycarbonyl)glycine

CbzGlyGly

GlyOEt*HCl

Downstream raw materials:

C₂₈H₃₀N₄O₅

C₂₀H₂₄N₄O₃

C₄₅H₅₁N₅O₁₇

C₃₇H₄₃N₅O₁₃

Refernces

• 1、 Kinoshita, Hideki,Inomata, Katsuhiko,Kameda, Takuo,Kotake, Hiroshi. "THE CINNAMYLOXYCARBONYL GROUP AS A NEW AMINO-PROTECTING GROUP". . p. 515 - 518. Retrieved 2007/10/02.
• 2、 Yamada,Terashima,Wagatsuma. "A simple and novel peptide bond formation by copper (II) complex.". . p. 1501 - 1504. Retrieved 2007/10/12.