5,6-Dimethyl-1-pentofuranosyl-1h-benzimidazole

Base Information

• Chemical Name: 5,6-Dimethyl-1-pentofuranosyl-1h-benzimidazole
• CAS No.: 13082-84-3
• Molecular Formula: C14H18 N2 O4
• Molecular Weight: 278.3037
• NSC Number: 124155
• DSSTox Substance ID: DTXSID40274263,DTXSID00871616
• Mol file: 13082-84-3.mol

Synonyms:.alpha.-Ribazole;13082-84-3;5,6-dimethyl-1-pentofuranosyl-1h-benzimidazole;CERAPP_60603;DTXSID00871616;DTXSID40274263;HLRUKOJSWOKCPP-UHFFFAOYSA-N;NSC124155;NSC-124155

Chemical Property of 5,6-Dimethyl-1-pentofuranosyl-1h-benzimidazole

Chemical Property:

• Vapor Pressure: 8.54E-14mmHg at 25°C
• Boiling Point: 569.2°Cat760mmHg
• Flash Point: 298°C
• Density: 1.5g/cm³
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 278.12665706
• Heavy Atom Count: 20
• Complexity: 356

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC2=C(C=C1C)N(C=N2)C3C(C(C(O3)CO)O)O

Technology Process of 5,6-Dimethyl-1-pentofuranosyl-1h-benzimidazole

There total 11 articles about 5,6-Dimethyl-1-pentofuranosyl-1h-benzimidazole 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: 98.0%

5,6-dimethyl-1H-benzo[d]imida-zole (582-60-5) + G (118-00-3) → 5,6-Dimethyl-1-β-D-ribofuranosyl-benzimidazol (13082-84-3)

Guidance literature:

for 1.5h; purine nucleoside phosphorylase of whole cells of E_. coli BMT 1D/1A;

DOI:10.1080/15257779508012409

Reference yield:

→ 5,6-Dimethyl-1-β-D-ribofuranosyl-benzimidazol (13082-84-3)

Guidance literature:

With palladium on activated charcoal; benzene; Hydrogenation_.Umsetzung des Reaktionsprodukts mit Formimidsaeure-aethylester-hydrochlorid und anschliessende Hydrolyse mit wss. HCl;

DOI:10.1021/ja01138a016

Reference yield:

2,3-O-isopropylidene-5-O-trityl-D-ribofuranose (54503-64-9,54503-65-0) → 5,6-Dimethyl-1-β-D-ribofuranosyl-benzimidazol (13082-84-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 2-fluoromethyl pyridiniumtosylate; DIEA / CH₂Cl₂ / -30 - 0 °C

2: 5 percent Spectr_. / CBr₄ / methanol / 12 h / Heating

With 2-fluoro-methylpyridinium tosylate; carbon tetrabromide; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane;

DOI:10.1016/j.tetlet.2005.09.180

upstream raw materials:

5,6-dimethyl-1H-benzo[d]imida-zole

2,3,5-tri-O-acetyl-α-D-ribofuranosyl chloride

1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose

G

Refernces

• 1、 Mikhailopulo,Kazimierczuk,Zinchenko,Barai,Romanova,Eroshevskaya. "Benzimidazoles in the reaction of enzymatic transglycosylation". . p. 477 - 480. Retrieved 1995.
• 2、 Holly et al.. "-". . p. 4521,4525. Retrieved 1952.