Glycine beta-naphthylamide

Base Information

• Chemical Name: Glycine beta-naphthylamide
• CAS No.: 716-94-9
• Molecular Formula: C₁₂H₁₂N₂O
• Molecular Weight: 200.24
• European Community (EC) Number: 686-334-3
• DSSTox Substance ID: DTXSID50388461
• Nikkaji Number: J342.897D
• Wikidata: Q27162481
• ChEMBL ID: CHEMBL220564
• Mol file: 716-94-9.mol

Synonyms:716-94-9;Glycine beta-naphthylamide;H-GLY-BETANA;Glycine-beta-naphthylamide;2-amino-N-naphthalen-2-ylacetamide;2-amino-N-(naphthalen-2-yl)acetamide;glycine 2-naphthylamide;CHEBI:90347;Gly-betaNA;H-Gly-NA;glycine-2-naphthylamide;N-naphthalen-2-ylglycinamide;CHEMBL220564;SCHEMBL1913977;DTXSID50388461;MFCD00046461;2-Amino-N-(2-naphthalenyl)acetamide;H-Gly-beta-naphthylamide, AldrichCPR;AKOS008945692;FD21615;AS-49135;ACETAMIDE,2-AMINO-N-2-NAPHTHALENYL-;FT-0632868;Q27162481

Chemical Property of Glycine beta-naphthylamide

Chemical Property:

• Boiling Point: 453.8 °C at 760 mmHg
• PKA: 13.88±0.30(Predicted)
• Flash Point: 228.2 °C
• Density: 1.249 g/cm³
• Storage Temp.: Store at RT.
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 200.094963011
• Heavy Atom Count: 15
• Complexity: 230

Purity/Quality:

99% ^*data from raw suppliers

Glycine beta-naphthylamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C=C(C=CC2=C1)NC(=O)CN
• Uses: Glycine beta-naphthylamide is a useful glycine derivitive for proteomics research.

Technology Process of Glycine beta-naphthylamide

There total 5 articles about Glycine beta-naphthylamide 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: 58.0%

N-Benzyloxycarbonyl-glycin- (95424-85-4) → 2-amino-N-(naphthalen-2-yl)acetamide (716-94-9,22131-74-4)

Guidance literature:

With 10% Pd/C; hydrogen; In ethyl acetate; under 2280.15 Torr;

DOI:10.1016/j.bmc.2012.08.042

Reference yield:

naphthalen-2-ylamine (91-59-8) → 2-amino-N-(naphthalen-2-yl)acetamide (716-94-9,22131-74-4)

Guidance literature:

Multi-step reaction with 2 steps

1: (i) ClCO₂iBu, nBu₃N, CHCl₃, (ii) /BRN= 606264/

2: H₂, HCl / Pd-C / ethanol

With hydrogenchloride; hydrogen; palladium on activated charcoal; In ethanol;

Reference yield:

C17H20N2O3 → 2-amino-N-(naphthalen-2-yl)acetamide (716-94-9,22131-74-4)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; Inert atmosphere;

DOI:10.1080/14756366.2019.1651313

upstream raw materials:

N-Benzyloxycarbonyl-glycin-

N-(fluoren-9-ylmethoxycarbonyl)glycine

naphthalen-2-ylamine

Downstream raw materials:

naphthalen-2-ylamine

2-(3-cyanophenylsulfonamido)-N-(naphthalen-2-yl)acetamide

3-(N-(2-(naphthalen-2-ylamino)-2-oxoethyl)sulfamoyl)benzamidinium trifluoroacetate

3-(N-(2-(naphthalen-2-ylamino)-2-oxoethyl)sulfamoyl)benzamidine

Refernces

• 1、 Ugwuja,Okoro,Soman,Soni,Okafor,Ugwu. "New peptide derived antimalaria and antimicrobial agents bearing sulphonamide moiety". . p. 1388 - 1399. Retrieved 2019/08/22.
• 2、 Garigipati, Ravi S.. "Reagents for combinatorial organic synthesis: Preparation and uses of Rink-chloride". . p. 6807 - 6810. Retrieved 2007/10/03.