5-[3’,5’-di-O-tert-butyldimethylsilyl-(2’-deoxy-D-ribofuranosyl)]-2-phenoxyacetylaminopyridine

Base Information

• Chemical Name: 5-[3’,5’-di-O-tert-butyldimethylsilyl-(2’-deoxy-D-ribofuranosyl)]-2-phenoxyacetylaminopyridine
• CAS No.: 1449482-10-3
• Molecular Formula: C₃₀H₄₈N₂O₅Si₂
• Molecular Weight: 572.893

Synonyms:5-[3’,5’-di-O-tert-butyldimethylsilyl-(2’-deoxy-D-ribofuranosyl)]-2-phenoxyacetylaminopyridine

Chemical Property of 5-[3’,5’-di-O-tert-butyldimethylsilyl-(2’-deoxy-D-ribofuranosyl)]-2-phenoxyacetylaminopyridine

Chemical Property:

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Technology Process of 5-[3’,5’-di-O-tert-butyldimethylsilyl-(2’-deoxy-D-ribofuranosyl)]-2-phenoxyacetylaminopyridine

There total 3 articles about 5-[3’,5’-di-O-tert-butyldimethylsilyl-(2’-deoxy-D-ribofuranosyl)]-2-phenoxyacetylaminopyridine 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%

2-amino-5-[3’,5’-di-O-tert-butyldimethylsilyl-(2’-deoxy-D-ribofuranosyl)]pyridine (950830-66-7) + Phenoxyacetyl chloride (701-99-5) → 5-[3’,5’-di-O-tert-butyldimethylsilyl-(2’-deoxy-D-ribofuranosyl)]-2-phenoxyacetylaminopyridine (1449482-10-3)

Guidance literature:

With pyridine; at 0 - 20 ℃; for 10h; Inert atmosphere;

DOI:10.3987/COM-12-S(N)68

Reference yield:

1β-(6-aminopyridin-3-yl)-1,2-dideoxy-D-ribofuranose → 5-[3’,5’-di-O-tert-butyldimethylsilyl-(2’-deoxy-D-ribofuranosyl)]-2-phenoxyacetylaminopyridine (1449482-10-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1H-imidazole / N,N-dimethyl-formamide / 13 h / 0 - 20 °C / Inert atmosphere

2: pyridine / 10 h / 0 - 20 °C / Inert atmosphere

With pyridine; 1H-imidazole; In N,N-dimethyl-formamide;

DOI:10.3987/COM-12-S(N)68

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → 5-[3’,5’-di-O-tert-butyldimethylsilyl-(2’-deoxy-D-ribofuranosyl)]-2-phenoxyacetylaminopyridine (1449482-10-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1H-imidazole / N,N-dimethyl-formamide / 13 h / 0 - 20 °C / Inert atmosphere

2: pyridine / 10 h / 0 - 20 °C / Inert atmosphere

With pyridine; 1H-imidazole; In N,N-dimethyl-formamide;

DOI:10.3987/COM-12-S(N)68

upstream raw materials:

tert-butyldimethylsilyl chloride

2-amino-5-[3’,5’-di-O-tert-butyldimethylsilyl-(2’-deoxy-D-ribofuranosyl)]pyridine

Phenoxyacetyl chloride

Downstream raw materials:

5-(5’-O-dimethoxytrityl-2’-deoxy-D-ribofuranosyl)-2-phenoxyacetylaminopyridine

5-{5’-O-dimethoxytrityl-3’-O-2-cyanoethoxy(diisopropylamino)phosphino-2’-deoxy-D-ribofuranosyl}-2-phenoxyacetylaminopyridine

5-(2’-deoxy-D-ribofuranosyl)-2-phenoxyacetylaminopyridine

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