(2R,3R,4S,5R)-2-(6-amino-2-(phenylethynyl)-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol

Base Information

Chemical Name:(2R,3R,4S,5R)-2-(6-amino-2-(phenylethynyl)-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol
CAS No.:90596-70-6
Molecular Formula:C18H17N5O4
Molecular Weight:367.364
Hs Code.:
DSSTox Substance ID:DTXSID70437329
Nikkaji Number:J490.617I
Wikidata:Q82252813
Pharos Ligand ID:AZ2ZGJNPY1VU
ChEMBL ID:CHEMBL375190

Synonyms:90596-70-6;CHEMBL375190;(2R,3R,4S,5R)-2-(6-amino-2-(phenylethynyl)-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol;2-(Phenylethynyl)adenosine;(2R,3R,4S,5R)-2-[6-amino-2-(2-phenylethynyl)purin-9-yl]-5-(hydroxymethyl)oxolane-3,4-diol;DTXSID70437329;BDBM50205709;(3R,4S,5R)-2-((R)-6-amino-2-phenylethynyl-9H-purin-3-yl)-5-hydroxymethyl-tetrahydro-furan-3,4-diol

Suppliers and Price of (2R,3R,4S,5R)-2-(6-amino-2-(phenylethynyl)-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol

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 2 raw suppliers

Chemical Property of (2R,3R,4S,5R)-2-(6-amino-2-(phenylethynyl)-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol

Chemical Property:

XLogP3:1
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:8
Rotatable Bond Count:4
Exact Mass:367.12805404
Heavy Atom Count:27
Complexity:589

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)C#CC2=NC(=C3C(=N2)N(C=N3)C4C(C(C(O4)CO)O)O)N
Isomeric SMILES:C1=CC=C(C=C1)C#CC2=NC(=C3C(=N2)N(C=N3)[C@H]4[C@@H]([C@@H]([C@H](O4)CO)O)O)N

Technology Process of (2R,3R,4S,5R)-2-(6-amino-2-(phenylethynyl)-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol

There total 2 articles about (2R,3R,4S,5R)-2-(6-amino-2-(phenylethynyl)-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol 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: 97.0%

: 35109-88-7
2-iodoadenosine

: 536-74-3
phenylacetylene

: 90596-70-6
PEAdo

Guidance literature:: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; In triethylamine; N,N-dimethyl-formamide; at 80 ℃; for 1h;
DOI:10.1248/cpb.33.1766

Reference yield:

: 5987-76-8
6-chloro-2-iodo-9-(2',3',5'-tri-O-acetyl-β-D-ribofuranosyl)-9H-purine

: 90596-70-6
PEAdo

Guidance literature:: Multi-step reaction with 2 steps

1: liq. NH₃ / 20 °C

2: 78 percent / Et₃N; (Ph₃P)2PdCl₂; CuI / dimethylformamide / 3 h / 20 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; ammonia; triethylamine; In N,N-dimethyl-formamide;
DOI:10.1021/jm0109762