3-<2'-deoxy-5'-O-(4,4'-methoxytrityl)-β-D-erythro-pentofuranosyl>-6-(<(dimethylamino)methylidene>amino)-3H-imidazo<4,5-c>pyridine-5(4H)-one 3'-(triethylammonium phosphonate)

Base Information

• Chemical Name: 3-<2'-deoxy-5'-O-(4,4'-methoxytrityl)-β-D-erythro-pentofuranosyl>-6-(<(dimethylamino)methylidene>amino)-3H-imidazo<4,5-c>pyridine-5(4H)-one 3'-(triethylammonium phosphonate)
• CAS No.: 139340-19-5
• Molecular Formula: C₆H₁₅N*C₃₅H₃₈N₅O₈P
• Molecular Weight: 788.881

Synonyms:

Chemical Property of 3-<2'-deoxy-5'-O-(4,4'-methoxytrityl)-β-D-erythro-pentofuranosyl>-6-(<(dimethylamino)methylidene>amino)-3H-imidazo<4,5-c>pyridine-5(4H)-one 3'-(triethylammonium phosphonate)

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Technology Process of 3-<2'-deoxy-5'-O-(4,4'-methoxytrityl)-β-D-erythro-pentofuranosyl>-6-(<(dimethylamino)methylidene>amino)-3H-imidazo<4,5-c>pyridine-5(4H)-one 3'-(triethylammonium phosphonate)

There total 4 articles about 3-<2'-deoxy-5'-O-(4,4'-methoxytrityl)-β-D-erythro-pentofuranosyl>-6-(<(dimethylamino)methylidene>amino)-3H-imidazo<4,5-c>pyridine-5(4H)-one 3'-(triethylammonium phosphonate) 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: 32.8%

triethylamine carbonate (15715-58-9) + N'-(3-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-4-oxo-4,5-dihydro-3H-imidazo[4,5-c]pyridin-6-yl)-N,N-dimethyl-formamidine (139212-57-0) → 3-<2'-deoxy-5'-O-(4,4'-methoxytrityl)-β-D-erythro-pentofuranosyl>-6-(<(dimethylamino)methylidene>amino)-3H-imidazo<4,5-c>pyridine-5(4H)-one 3'-(triethylammonium phosphonate) (139340-19-5)

Guidance literature:

With 4-methyl-morpholine; 1,2,4-Triazole; phosphorus trichloride; 1) CH₂Cl₂, RT, 2) H₂O;

DOI:10.1002/hlca.19910740821

Reference yield:

6-amino-3,5-dihydro-3-(2-deoxy-β-D-erythro-pentofuranosyl)imidazo<4,5-c>pyridin-4-one (83587-63-7) → 3-<2'-deoxy-5'-O-(4,4'-methoxytrityl)-β-D-erythro-pentofuranosyl>-6-(<(dimethylamino)methylidene>amino)-3H-imidazo<4,5-c>pyridine-5(4H)-one 3'-(triethylammonium phosphonate) (139340-19-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 81 percent / dimethylformamide / Ambient temperature

2: 40.7 percent / pyridine, 4-(dimethylamino)pyridine / Ambient temperature

3: 32.8 percent / 1) PCl₃, N-methylmorpholine, 1,2,4-triazole / 1) CH₂Cl₂, RT, 2) H₂O

With 4-methyl-morpholine; pyridine; 1,2,4-Triazole; dmap; phosphorus trichloride; In N,N-dimethyl-formamide;

DOI:10.1002/hlca.19910740821

Reference yield:

4,4'-dimethoxytrityl chloride (40615-36-9) → 3-<2'-deoxy-5'-O-(4,4'-methoxytrityl)-β-D-erythro-pentofuranosyl>-6-(<(dimethylamino)methylidene>amino)-3H-imidazo<4,5-c>pyridine-5(4H)-one 3'-(triethylammonium phosphonate) (139340-19-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 40.7 percent / pyridine, 4-(dimethylamino)pyridine / Ambient temperature

2: 32.8 percent / 1) PCl₃, N-methylmorpholine, 1,2,4-triazole / 1) CH₂Cl₂, RT, 2) H₂O

With 4-methyl-morpholine; pyridine; 1,2,4-Triazole; dmap; phosphorus trichloride;

DOI:10.1002/hlca.19910740821

upstream raw materials:

triethylamine carbonate

N'-(3-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-4-oxo-4,5-dihydro-3H-imidazo[4,5-c]pyridin-6-yl)-N,N-dimethyl-formamidine

4,4'-dimethoxytrityl chloride

6-amino-3,5-dihydro-3-(2-deoxy-β-D-erythro-pentofuranosyl)imidazo<4,5-c>pyridin-4-one

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