5-(6-Aminopurin-9-yl)-2-(azidomethyl)oxolan-3-ol

Base Information

Chemical Name:5-(6-Aminopurin-9-yl)-2-(azidomethyl)oxolan-3-ol
CAS No.:42204-43-3
Molecular Formula:C10H13N8O2+
Molecular Weight:277.2621
Hs Code.:
NSC Number:119843
DSSTox Substance ID:DTXSID30962369
Mol file:42204-43-3.mol

Synonyms:5-(6-aminopurin-9-yl)-2-(azidomethyl)oxolan-3-ol;DTXSID30962369;NSC119843;NSC-119843;9-(5-Azido-2,5-dideoxypentofuranosyl)-9H-purin-6-amine

Suppliers and Price of 5-(6-Aminopurin-9-yl)-2-(azidomethyl)oxolan-3-ol

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 6 raw suppliers

Chemical Property of 5-(6-Aminopurin-9-yl)-2-(azidomethyl)oxolan-3-ol

Chemical Property:

XLogP3:0.5
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:8
Rotatable Bond Count:3
Exact Mass:276.10832166
Heavy Atom Count:20
Complexity:403

Purity/Quality:: 99.3% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:C1C(C(OC1N2C=NC3=C(N=CN=C32)N)CN=[N+]=[N-])O

Technology Process of 5-(6-Aminopurin-9-yl)-2-(azidomethyl)oxolan-3-ol

There total 7 articles about 5-(6-Aminopurin-9-yl)-2-(azidomethyl)oxolan-3-ol 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: 76.0%

: 6698-29-9
5′-O-toluenesulphonyl-2′-deoxyadenosine

: 42204-43-3
5′-azido-2′,5′-dideoxyadenosine

Guidance literature:: With lithium azide; In N,N-dimethyl-formamide; at 20 ℃; for 48h; Inert atmosphere;
DOI:10.1021/bc400408d

Reference yield:

: 158603-55-5
Acetic acid (2R,3S,5R)-2-azidomethyl-5-(6-isobutyrylamino-purin-9-yl)-tetrahydro-furan-3-yl ester

: 42204-43-3
5′-azido-2′,5′-dideoxyadenosine

Guidance literature:: With ammonia; In methanol; for 16h; Ambient temperature;
DOI:10.3891/acta.chem.scand.48-0215

Reference yield:

: 60251-58-3
methyl 2-deoxy-5-O-(p-toluenesulfonyl)-β-D-erythro-pentofuranoside

: 42204-43-3
5′-azido-2′,5′-dideoxyadenosine

Guidance literature:: Multi-step reaction with 4 steps

1: 94 percent / NaN₃ / dimethylformamide / 4 h / 85 °C

2: 84 percent / pyridine / 26 h / 0 - 20 °C

3: 1.) (NH₄)2SO₄, hexamethyldisilazane, 2.) trimethylsilyl triflate / 1.) reflux, overnight, 2.) MeCN, from -40 deg C to 0 deg C, 4 h

4: ammonia / methanol / 16 h / Ambient temperature

With pyridine; ammonium sulfate; sodium azide; trimethylsilyl trifluoromethanesulfonate; ammonia; 1,1,1,3,3,3-hexamethyl-disilazane; In methanol; N,N-dimethyl-formamide;
DOI:10.3891/acta.chem.scand.48-0215