6-amino-3-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5H-imidazo[4,5-c]pyridin-4-one

Base Information

Chemical Name:6-amino-3-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5H-imidazo[4,5-c]pyridin-4-one
CAS No.:83587-63-7
Molecular Formula:C₁₁H₁₄N₄O₄
Molecular Weight:266.257
Hs Code.:
DSSTox Substance ID:DTXSID40232444
Wikidata:Q83113483
ChEMBL ID:CHEMBL2368525
Mol file:83587-63-7.mol

Synonyms:2'-deoxy-3-deazaguanosine;3-deaza-2'-deoxyguanosine;7-(2-deoxy-beta-D-ribofuranosyl)-3-deazaguanine;alpha-2'-deoxy-3-deazaguanosine

Suppliers and Price of 6-amino-3-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5H-imidazo[4,5-c]pyridin-4-one

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 4 raw suppliers

Chemical Property of 6-amino-3-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5H-imidazo[4,5-c]pyridin-4-one

Chemical Property:

Vapor Pressure:1.83E-27mmHg at 25°C
Boiling Point:806.4°C at 760 mmHg
Flash Point:441.5°C
PSA：127.38000
Density:1.9g/cm³
LogP:-0.71010
XLogP3:-1.3
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:2
Exact Mass:266.10150494
Heavy Atom Count:19
Complexity:416

Purity/Quality:: 97% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:C1C(C(OC1N2C=NC3=C2C(=O)NC(=C3)N)CO)O
Isomeric SMILES:C1[C@@H]([C@H](O[C@H]1N2C=NC3=C2C(=O)NC(=C3)N)CO)O

Technology Process of 6-amino-3-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5H-imidazo[4,5-c]pyridin-4-one

There total 4 articles about 6-amino-3-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5H-imidazo[4,5-c]pyridin-4-one 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: 58.2%

: 91713-25-6
methyl 4-(cyanomethyl)-1-(2-deoxy-3,5-di-O-p-toluoyl-β-D-erythro-pentofuranosyl)imidazole-5-carboxylate

: 83587-63-7
6-amino-3,5-dihydro-3-(2-deoxy-β-D-erythro-pentofuranosyl)imidazo<4,5-c>pyridin-4-one

Guidance literature:: With ammonia; In methanol; at 100 ℃; for 18h;
DOI:10.1021/jm00377a002

Reference yield:

: 5-Cyanomethyl-3-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-3H-imidazole-4-carboxylic acid amide

: 83587-63-7
6-amino-3,5-dihydro-3-(2-deoxy-β-D-erythro-pentofuranosyl)imidazo<4,5-c>pyridin-4-one

Guidance literature:: With sodium carbonate; In ethanol; Yield given; Heating;
DOI:10.1021/jm00356a034

Reference yield:

: 3601-89-6,4330-21-6,52304-86-6,3056-12-0,141846-57-3
Hoffer's chlorosugar

: 83587-63-7
6-amino-3,5-dihydro-3-(2-deoxy-β-D-erythro-pentofuranosyl)imidazo<4,5-c>pyridin-4-one

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) hexamethyldisilazane, ammonium sulfate, 2.) SnCl₄ / 1.) reflux, 4 h, 2.) acetonitrile, dichloroethane, RT, 18 h

2: liquid NH₃ / 18 h / 110 °C

3: 10percent aq. Na₂CO₃ / ethanol / Heating

With ammonium sulfate; ammonia; tin(IV) chloride; sodium carbonate; 1,1,1,3,3,3-hexamethyl-disilazane; In ethanol;
DOI:10.1021/jm00356a034