5-bromo-4-nitro-1-(3',5'-di-O-toluoyl-2'-deoxy-β-D-ribofuranosyl)imidazole

Base Information

Chemical Name:5-bromo-4-nitro-1-(3',5'-di-O-toluoyl-2'-deoxy-β-D-ribofuranosyl)imidazole
CAS No.:657408-22-5
Molecular Formula:C₂₄H₂₂BrN₃O₇
Molecular Weight:544.359
Hs Code.:

Synonyms:5-bromo-4-nitro-1-(3',5'-di-O-toluoyl-2'-deoxy-β-D-ribofuranosyl)imidazole

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Chemical Property of 5-bromo-4-nitro-1-(3',5'-di-O-toluoyl-2'-deoxy-β-D-ribofuranosyl)imidazole

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Technology Process of 5-bromo-4-nitro-1-(3',5'-di-O-toluoyl-2'-deoxy-β-D-ribofuranosyl)imidazole

There total 1 articles about 5-bromo-4-nitro-1-(3',5'-di-O-toluoyl-2'-deoxy-β-D-ribofuranosyl)imidazole 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: 50.0%

: 4330-21-6
2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride

: 6963-65-1
5-bromo-4-nitro-1H-imidazole

: 657408-22-5
5-bromo-4-nitro-1-(3',5'-di-O-toluoyl-2'-deoxy-β-D-ribofuranosyl)imidazole

: 4-bromo-5-nitro-1-(3',5'-di-O-toluoyl-2'-deoxy-β-D-ribofuranosyl)imidazole

Guidance literature:: With sodium hydride; In acetonitrile; for 3.5h;
DOI:10.1021/ol036188j

Reference yield:

: 657408-22-5
5-bromo-4-nitro-1-(3',5'-di-O-toluoyl-2'-deoxy-β-D-ribofuranosyl)imidazole

: 657408-25-8
5-bromo-4-nitro-1-(5'-O-(4,4'-dimethoxytrityl)-2'-deoxy-β-D-ribofuranosyl)imidazole

Guidance literature:: Multi-step reaction with 2 steps

1: 90 percent / guanidine hydrochloride; NaOMe / methanol / 3.75 h / 0 °C

2: 76 percent / DMAP; pyridine; Et₃N / 3.5 h

With pyridine; dmap; guanidine hydrochloride; sodium methylate; triethylamine; In methanol;
DOI:10.1021/ol036188j

Reference yield:

: 657408-22-5
5-bromo-4-nitro-1-(3',5'-di-O-toluoyl-2'-deoxy-β-D-ribofuranosyl)imidazole

: Diisopropyl-phosphoramidous acid (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-bromo-4-nitro-imidazol-1-yl)-tetrahydro-furan-3-yl ester 2-cyano-ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 90 percent / guanidine hydrochloride; NaOMe / methanol / 3.75 h / 0 °C

2: 76 percent / DMAP; pyridine; Et₃N / 3.5 h

3: 44 percent / iPr₂NEt / CH₂Cl₂ / 0.75 h / 20 °C

With pyridine; dmap; guanidine hydrochloride; sodium methylate; triethylamine; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane;
DOI:10.1021/ol036188j