5-AMino-1-[2,3-O-(1-Methylethylidene)-β-D-ribofuranosyl]-1H-iMidazole-4-carboxaMide

Base Information

Chemical Name:5-AMino-1-[2,3-O-(1-Methylethylidene)-β-D-ribofuranosyl]-1H-iMidazole-4-carboxaMide
CAS No.:3676-69-5
Molecular Formula:C12H18N4O5
Molecular Weight:298.299
Hs Code.:
European Community (EC) Number:860-143-7
Nikkaji Number:J1.217.152H
Mol file:3676-69-5.mol

Synonyms:5-AMino-1-(2,3-O-isopropylidene-β-D-ribofuranosyl)iMidazole-4-carboxaMide;5-AMino-1-[2,3-O-(1-Methylethylidene)-β-D-ribofuranosyl]-1H-iMidazole-4-carboxaMide

Suppliers and Price of 5-AMino-1-[2,3-O-(1-Methylethylidene)-β-D-ribofuranosyl]-1H-iMidazole-4-carboxaMide

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

AK Scientific
5-Amino-1-((3aR,4R,6R,6aR)-6-(hydroxymethyl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)-1H-imidazole-4-carboxamide
5g
$ 369.00

Matrix Scientific
5-Amino-1-[6-(hydroxymethyl)-2,2-dimethyl-tetrahydro-2H-furo[3,4-d][1,3]dioxol-4-yl]-1H-imidazole-4-carboxamide
5g
$ 735.00

Matrix Scientific
5-Amino-1-[6-(hydroxymethyl)-2,2-dimethyl-tetrahydro-2H-furo[3,4-d][1,3]dioxol-4-yl]-1H-imidazole-4-carboxamide
10g
$ 1295.00

Matrix Scientific
5-Amino-1-[6-(hydroxymethyl)-2,2-dimethyl-tetrahydro-2H-furo[3,4-d][1,3]dioxol-4-yl]-1H-imidazole-4-carboxamide
1g
$ 245.00

Medical Isotopes, Inc.
5-Amino-1-(2,3-O-isopropylidene-β-D-ribofuranosyl)imidazole-4-carboxamide
2.5 g
$ 2120.00

TRC
5-Amino-1-(2,3-O-isopropylidene-β-D-ribofuranosyl)imidazole-4-carboxamide
250mg
$ 140.00

Total 7 raw suppliers

Chemical Property of 5-AMino-1-[2,3-O-(1-Methylethylidene)-β-D-ribofuranosyl]-1H-iMidazole-4-carboxaMide

Chemical Property:

PSA：135.84000
LogP:0.43940
Storage Temp.:Refrigerator
Solubility.:DMSO (Slightly), Methanol (Slightly), Water (Slightly)
XLogP3:-1.2
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:7
Rotatable Bond Count:3
Exact Mass:298.12771969
Heavy Atom Count:21
Complexity:434

Purity/Quality:

97% ^*data from raw suppliers

5-Amino-1-((3aR,4R,6R,6aR)-6-(hydroxymethyl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)-1H-imidazole-4-carboxamide ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC1(OC2C(OC(C2O1)N3C=NC(=C3N)C(=O)N)CO)C
Isomeric SMILES:CC1(O[C@@H]2[C@H](O[C@H]([C@@H]2O1)N3C=NC(=C3N)C(=O)N)CO)C
Uses Protected 5-Aminoimidazole-4-carboxamide-1-β-D-ribofuranoside (A611700), a nucleoside analogue that is able to enter nucleoside pools and is able to significantly increase levels of adenosine during periods of ATP breakdown. Adenosine-regulating agents (ARAs) have been recognized for therapeutic potential in myocardial ischemia. Cardioprotective.

Technology Process of 5-AMino-1-[2,3-O-(1-Methylethylidene)-β-D-ribofuranosyl]-1H-iMidazole-4-carboxaMide

There total 7 articles about 5-AMino-1-[2,3-O-(1-Methylethylidene)-β-D-ribofuranosyl]-1H-iMidazole-4-carboxaMide 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: 78.0%

: 2627-69-2
AICA riboside

: 67-64-1
acetone

: 3676-69-5
5-Amino-1-((3aR,4R,6R,6aR)-6-hydroxymethyl-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-1H-imidazole-4-carboxylic acid amide

Guidance literature:: With toluene-4-sulfonic acid; orthoformic acid triethyl ester; for 2h; Ambient temperature;

Reference yield:

: 924887-44-5
1-(2,4-dinitrophenyl)-2',3'-O-isopropylideneinosine

: 3676-69-5
5-Amino-1-((3aR,4R,6R,6aR)-6-hydroxymethyl-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-1H-imidazole-4-carboxylic acid amide

Guidance literature:: 1-(2,4-dinitrophenyl)-2',3'-O-isopropylideneinosine; With dmap; In pyridine; at 20 ℃; for 24h;

With ethylenediamine; In N,N-dimethyl-formamide; at 50 ℃; for 8h;

With trifluoroacetic acid; In dichloromethane; Further stages.;
DOI:10.1016/j.tetlet.2006.11.085

Reference yield:

: 3181-38-2
2',3',5'-tri-O-acetylinosine

: 3676-69-5
5-Amino-1-((3aR,4R,6R,6aR)-6-hydroxymethyl-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-1H-imidazole-4-carboxylic acid amide

Guidance literature:: Multi-step reaction with 4 steps

1: N-ethyl-N,N-diisopropylamine / dichloromethane / 2 h / 0 °C

2: ammonia / water; methanol / 1 h / 20 °C

3: sodium hydroxide / 1 h / Reflux

4: perchloric acid / 4 h / 25 °C

With perchloric acid; ammonia; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In methanol; dichloromethane; water;