1-β-[2',3'-di-O-acetyl-5'-O-(tert-butyldiphenylsilyl)-D-ribofuranosyl]-2-nitroimidazole

Base Information

Chemical Name:1-β-[2',3'-di-O-acetyl-5'-O-(tert-butyldiphenylsilyl)-D-ribofuranosyl]-2-nitroimidazole
CAS No.:911144-04-2
Molecular Formula:C₂₈H₃₃N₃O₈Si
Molecular Weight:567.671
Hs Code.:

Synonyms:1-β-[2',3'-di-O-acetyl-5'-O-(tert-butyldiphenylsilyl)-D-ribofuranosyl]-2-nitroimidazole

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Chemical Property of 1-β-[2',3'-di-O-acetyl-5'-O-(tert-butyldiphenylsilyl)-D-ribofuranosyl]-2-nitroimidazole

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Technology Process of 1-β-[2',3'-di-O-acetyl-5'-O-(tert-butyldiphenylsilyl)-D-ribofuranosyl]-2-nitroimidazole

There total 5 articles about 1-β-[2',3'-di-O-acetyl-5'-O-(tert-butyldiphenylsilyl)-D-ribofuranosyl]-2-nitroimidazole 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: 77.0%

: 108-24-7
acetic anhydride

: 17306-43-3
1-β-D-ribofuranosyl-2-nitroimidazole

: 58479-61-1
tert-butylchlorodiphenylsilane

: 911144-04-2
1-β-[2',3'-di-O-acetyl-5'-O-(tert-butyldiphenylsilyl)-D-ribofuranosyl]-2-nitroimidazole

: 1-β-D-(3,5-di-O-tert-butyldiphenylsilyl-2-O-acetylribofuranosyl)-2-nitroimidazole

Guidance literature:: 1-β-D-ribofuranosyl-2-nitroimidazole; tert-butylchlorodiphenylsilane; In pyridine; at 22 ℃;

acetic anhydride; tert-butylchlorodiphenylsilane; In pyridine;

Reference yield: 72.0%

: 2-nitro-1-(triethylsilyl)imidazole

: 1332879-92-1
tri-O-acetyl-5-O-(tert-butyldiphenylsilyl)-β-D-ribofuranose

: 911144-04-2
1-β-[2',3'-di-O-acetyl-5'-O-(tert-butyldiphenylsilyl)-D-ribofuranosyl]-2-nitroimidazole

Guidance literature:: 2-nitro-1-(triethylsilyl)imidazole; tri-O-acetyl-5-O-(tert-butyldiphenylsilyl)-β-D-ribofuranose; In acetonitrile; at -20 ℃; Inert atmosphere;

With triethylsilyl trifluoromethyl sulfonate; In 1,2-dichloro-ethane; acetonitrile; at -20 - -8 ℃; for 2h; Inert atmosphere;
DOI:10.1021/jo200727k

Reference yield:

: 532-20-7,613-83-2,7261-25-8,7687-39-0,13221-22-2,14795-83-6,15761-67-8,20074-49-1,25545-03-3,25545-04-4,32445-75-3,34436-17-4,36441-93-7,36468-53-8,37110-85-3,37388-49-1,38029-69-5,40461-77-6,40461-89-0,41546-19-4,41546-20-7,41546-21-8,41546-26-3,41546-29-6,41546-30-9,41546-31-0,126872-16-0,131064-98-7
D-Ribose

: 911144-04-2
1-β-[2',3'-di-O-acetyl-5'-O-(tert-butyldiphenylsilyl)-D-ribofuranosyl]-2-nitroimidazole

Guidance literature:: Multi-step reaction with 3 steps

1.1: pyridine / -20 - 20 °C / Inert atmosphere

2.1: 6 h / 60 °C / Inert atmosphere

3.1: acetonitrile / -20 °C / Inert atmosphere

3.2: 2 h / -20 - -8 °C / Inert atmosphere

With pyridine; In acetonitrile; 3.2: Vorbrüggen method;
DOI:10.1021/jo200727k