[(2R,3R,4R,5R)-3,4-Diacetyloxy-5-(4-cyano-5-iodoimidazol-1-yl)oxolan-2-yl]methyl acetate

Base Information

Chemical Name:[(2R,3R,4R,5R)-3,4-Diacetyloxy-5-(4-cyano-5-iodoimidazol-1-yl)oxolan-2-yl]methyl acetate
CAS No.:59354-00-6
Molecular Formula:C15H16IN3O7
Molecular Weight:477.212
Hs Code.:
DSSTox Substance ID:DTXSID60561647
Wikidata:Q82445487
Mol file:59354-00-6.mol

Synonyms:59354-00-6;[(2R,3R,4R,5R)-3,4-Diacetyloxy-5-(4-cyano-5-iodoimidazol-1-yl)oxolan-2-yl]methyl acetate;5-Iodo-1-(2',3',5'-tri-O-acetyl-beta-D-ribofuranosyl)-imidazo-4-carbonitrile;5-IODO-1-(2',3',5'-TRI-O-ACETYL-B-D-RIBOFURANOSYL)-IMIDAZO-4-CARBONITRILE;SCHEMBL9757572;DTXSID60561647;5-Iodo-1-(2',3',5'-tri-O-acetyl- beta -D-ribofuranosyl)-imidazo-4-carbonitrile;5-Iodo-1-(2',3',5'-tri-O-acetyl-?-D-ribofuranosyl)-imidazo-4-carbonitrile;5-Iodo-1-(2,3,5-tri-O-acetyl-beta-D-ribofuranosyl)-1H-imidazole-4-carbonitrile;5-Iodo-1-(2 inverted exclamation mark ,3 inverted exclamation mark ,5 inverted exclamation mark -tri-O-acetyl-|A-D-ribofuranosyl)-imidazo-4-carbonitrile

Suppliers and Price of [(2R,3R,4R,5R)-3,4-Diacetyloxy-5-(4-cyano-5-iodoimidazol-1-yl)oxolan-2-yl]methyl acetate

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

TRC
5-Iodo-1-(2’,3’,5’-tri-O-acetyl-β-D-ribofuranosyl)-imidazo-4-carbonitrile
10mg
$ 195.00

Biosynth Carbosynth
5-Iodo-1-(2',3',5'-tri-O-acetyl-b-D-ribofuranosyl)-imidazo-4-carbonitrile
5 mg
$ 210.00

Biosynth Carbosynth
5-Iodo-1-(2',3',5'-tri-O-acetyl-b-D-ribofuranosyl)-imidazo-4-carbonitrile
2 mg
$ 126.00

Biosynth Carbosynth
5-Iodo-1-(2',3',5'-tri-O-acetyl-b-D-ribofuranosyl)-imidazo-4-carbonitrile
1 mg
$ 84.00

American Custom Chemicals Corporation
5-IODO-1-(2',3',5'-TRI-O-ACETYL-BETA-D-RIBOFURANOSYL)-IMIDAZO-4-CARBONITRILE 95.00%
50MG
$ 1501.50

American Custom Chemicals Corporation
5-IODO-1-(2',3',5'-TRI-O-ACETYL-BETA-D-RIBOFURANOSYL)-IMIDAZO-4-CARBONITRILE 95.00%
5MG
$ 726.00

AK Scientific
[(2R,3R,4R,5R)-3,4-Diacetyloxy-5-(4-cyano-5-iodoimidazol-1-yl)oxolan-2-yl]methylacetate
5mg
$ 333.00

Total 4 raw suppliers

Chemical Property of [(2R,3R,4R,5R)-3,4-Diacetyloxy-5-(4-cyano-5-iodoimidazol-1-yl)oxolan-2-yl]methyl acetate

Chemical Property:

Melting Point:136-138°C
PSA：129.74000
LogP:0.68328
Storage Temp.:Refrigerator
Solubility.:Chloroform, Methanol
XLogP3:0.3
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:9
Rotatable Bond Count:8
Exact Mass:477.00330
Heavy Atom Count:26
Complexity:622

Purity/Quality:

97% ^*data from raw suppliers

5-Iodo-1-(2’,3’,5’-tri-O-acetyl-β-D-ribofuranosyl)-imidazo-4-carbonitrile ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:CC(=O)OCC1C(C(C(O1)N2C=NC(=C2I)C#N)OC(=O)C)OC(=O)C
Isomeric SMILES:CC(=O)OC[C@@H]1[C@H]([C@H]([C@@H](O1)N2C=NC(=C2I)C#N)OC(=O)C)OC(=O)C
Uses 5-Iodo-1-(2’,3’,5’-tri-O-acetyl-β-D-ribofuranosyl)-imidazo-4-carbonitrile (cas# 59354-00-6) is a compound useful in organic synthesis.

Technology Process of [(2R,3R,4R,5R)-3,4-Diacetyloxy-5-(4-cyano-5-iodoimidazol-1-yl)oxolan-2-yl]methyl acetate

There total 5 articles about [(2R,3R,4R,5R)-3,4-Diacetyloxy-5-(4-cyano-5-iodoimidazol-1-yl)oxolan-2-yl]methyl acetate 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: 70.0%

: 23192-63-4
5-amino-1-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)imidazole-4-carbonitrile

: 59354-00-6
5-iodo-1-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)imidazole-4-carbonitrile

Guidance literature:: With diiodomethane; isopentyl nitrite; at 100 ℃; for 0.5h;
DOI:10.1021/jm00106a045

Reference yield: 69.6%

: 23192-63-4
5-amino-1-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)imidazole-4-carbonitrile

: 110-46-3
isopentyl nitrite

: 59354-00-6
5-iodo-1-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)imidazole-4-carbonitrile

Guidance literature:: In diiodomethane;

Reference yield:

: 2627-69-2
AICA riboside

: 59354-00-6
5-iodo-1-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)imidazole-4-carbonitrile

Guidance literature:: Multi-step reaction with 3 steps

1: triethylamine, DMAP / acetonitrile / 0.5 h / Ambient temperature

2: 93 percent / pyridine, p-toluenesulfonyl chloride / 2 h / Ambient temperature

3: 70 percent / isoamyl nitrite, diiodomethane / 0.5 h / 100 °C

With pyridine; dmap; diiodomethane; triethylamine; p-toluenesulfonyl chloride; isopentyl nitrite; In acetonitrile;
DOI:10.1021/jm00106a045