Benzyl N-benzyloxycarbonylglycinate

Base Information

• Chemical Name: Benzyl N-benzyloxycarbonylglycinate
• CAS No.: 5513-38-2
• Molecular Formula: C17H17 N O4
• Molecular Weight: 299.326
• Hs Code.: 2924299090
• European Community (EC) Number: 226-856-7
• DSSTox Substance ID: DTXSID50203645
• Nikkaji Number: J210.563B
• Wikidata: Q83077050
• ChEMBL ID: CHEMBL103240
• Mol file: 5513-38-2.mol

Synonyms:Benzyl N-benzyloxycarbonylglycinate;5513-38-2;EINECS 226-856-7;benzyl 2-(phenylmethoxycarbonylamino)acetate;CHEMBL103240;SCHEMBL10081124;DTXSID50203645;N-Benzyloxycarbonylglycine benzyl ester;Benzyloxycarbonylamino-acetic acid benzyl ester;N-[(Phenylmethoxy)carbonyl]glycine benzyl ester;2-phenylmethoxycarbonylamino-acetic acid benzyl ester

Chemical Property of Benzyl N-benzyloxycarbonylglycinate

Chemical Property:

• Vapor Pressure: 6.54E-09mmHg at 25°C
• Melting Point: 71 °C
• Boiling Point: 467.4°Cat760mmHg
• PKA: 10.82±0.46(Predicted)
• Flash Point: 236.5°C
• PSA: 68.12000
• Density: 1.205g/cm³
• LogP: 2.86060
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 8
• Exact Mass: 299.11575802
• Heavy Atom Count: 22
• Complexity: 347

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC(=O)CNC(=O)OCC2=CC=CC=C2

Technology Process of Benzyl N-benzyloxycarbonylglycinate

There total 13 articles about Benzyl N-benzyloxycarbonylglycinate 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: 96.0%

methyl N-benzyloxycarbonylglycinate (1212-53-9) + benzyl alcohol (100-51-6,185532-71-2) → benzyl N-benzyloxycarbonylglycinate (5513-38-2)

Guidance literature:

With C₁₂H₆F₁₈O₁₃Zn₄; In di-isopropyl ether; for 18h; Reflux; Inert atmosphere;

DOI:10.1055/s-0031-1290096

Reference yield: 88.0%

N-(Benzyloxycarbonyl)glycine (1138-80-3) + benzyl alcohol (100-51-6,185532-71-2) → benzyl N-benzyloxycarbonylglycinate (5513-38-2)

Guidance literature:

In neat (no solvent); at 80 ℃; for 30h; Inert atmosphere;

DOI:10.1016/j.molcata.2012.11.004

Reference yield: 85.0%

N-(Benzyloxycarbonyl)glycine (1138-80-3) + (4-hydroxyphenyl)(methyl)(benzyl)sulfonium chloride → benzyl N-benzyloxycarbonylglycinate (5513-38-2)

Guidance literature:

With potassium carbonate; In dichloromethane; for 8h; Product distribution; Ambient temperature; var. (p-hydroxyphenyl)benzylmethylsulfonium salts; var. bases; var. amino acids and solvents;

DOI:10.1246/bcsj.69.1099

upstream raw materials:

N-(Benzyloxycarbonyl)glycine

benzyl alcohol

1-benzyloxycarbonyloxy-piperidine

benzyl 2-aminoacetate hydrochloride

Downstream raw materials:

Gly-OBz

4-(1-Benzyl-2-oxo-azetidin-3-yl)-2-benzyloxycarbonylamino-butyric acid benzyl ester

N-(Benzyloxycarbonyl)glycine

Z-Gly-Pro-OBzl