5-Phenylethynyluridine

Base Information

Chemical Name:5-Phenylethynyluridine
CAS No.:649558-84-9
Molecular Formula:C17H16N2O6
Molecular Weight:344.324
Hs Code.:
DSSTox Substance ID:DTXSID60457415
Nikkaji Number:J1.973.817E
Wikidata:Q82280257
ChEMBL ID:CHEMBL4646932

Synonyms:5-phenylethynyluridine;649558-84-9;SCHEMBL3866237;CHEMBL4646932;DTXSID60457415;1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-(2-phenylethynyl)pyrimidine-2,4-dione;1-beta-D-Ribofuranosyl-2-hydroxy-5-(phenylethynyl)-1,4-dihydropyrimidine-4-one

Suppliers and Price of 5-Phenylethynyluridine

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of 5-Phenylethynyluridine

Chemical Property:

PSA：125.04000
LogP:-1.03980
XLogP3:0
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:4
Exact Mass:344.10083623
Heavy Atom Count:25
Complexity:642

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:C1=CC=C(C=C1)C#CC2=CN(C(=O)NC2=O)C3C(C(C(O3)CO)O)O
Isomeric SMILES:C1=CC=C(C=C1)C#CC2=CN(C(=O)NC2=O)[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)O

Technology Process of 5-Phenylethynyluridine

There total 2 articles about 5-Phenylethynyluridine 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: 73.0%

: 957-75-5
5-bromouridine

: 536-74-3
phenylacetylene

: 649558-84-9
5-(2-phenylethynyl)uridine

Guidance literature:: With copper(l) iodide; caesium carbonate; In N,N-dimethyl-formamide; at 25 ℃; for 8h; Inert atmosphere;
DOI:10.1016/j.bmcl.2020.127351

Reference yield:

: 58-96-8
uridine

: 649558-84-9
5-(2-phenylethynyl)uridine

Guidance literature:: Multi-step reaction with 2 steps

1: N-Bromosuccinimide; sodium azide / N,N-dimethyl acetamide / 20 °C

2: copper(l) iodide; caesium carbonate / N,N-dimethyl-formamide / 8 h / 25 °C / Inert atmosphere

With N-Bromosuccinimide; copper(l) iodide; sodium azide; caesium carbonate; In N,N-dimethyl acetamide; N,N-dimethyl-formamide; 2: |Sonogashira Cross-Coupling;
DOI:10.1016/j.bmcl.2020.127351