5-Methyl-4-((1S,2S,3R,4S)-2,3,5-tris-benzyloxy-1,4-dihydroxy-pentyl)-imidazole-1-sulfonic acid dimethylamide

Base Information

• Chemical Name: 5-Methyl-4-((1S,2S,3R,4S)-2,3,5-tris-benzyloxy-1,4-dihydroxy-pentyl)-imidazole-1-sulfonic acid dimethylamide
• CAS No.: 187868-17-3
• Molecular Formula: C₃₂H₃₉N₃O₇S
• Molecular Weight: 609.744

Synonyms:5-Methyl-4-((1S,2S,3R,4S)-2,3,5-tris-benzyloxy-1,4-dihydroxy-pentyl)-imidazole-1-sulfonic acid dimethylamide

Chemical Property of 5-Methyl-4-((1S,2S,3R,4S)-2,3,5-tris-benzyloxy-1,4-dihydroxy-pentyl)-imidazole-1-sulfonic acid dimethylamide

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Technology Process of 5-Methyl-4-((1S,2S,3R,4S)-2,3,5-tris-benzyloxy-1,4-dihydroxy-pentyl)-imidazole-1-sulfonic acid dimethylamide

There total 1 articles about 5-Methyl-4-((1S,2S,3R,4S)-2,3,5-tris-benzyloxy-1,4-dihydroxy-pentyl)-imidazole-1-sulfonic acid dimethylamide 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: 59.0%

2-(tert-Butyl-dimethyl-silanyl)-5-methyl-4-((2S,3R,4S)-2,3,5-tris-benzyloxy-1,4-dihydroxy-pentyl)-imidazole-1-sulfonic acid dimethylamide → 5-Methyl-4-((1S,2S,3R,4S)-2,3,5-tris-benzyloxy-1,4-dihydroxy-pentyl)-imidazole-1-sulfonic acid dimethylamide (187868-17-3) + 5-Methyl-4-((1R,2S,3R,4S)-2,3,5-tris-benzyloxy-1,4-dihydroxy-pentyl)-imidazole-1-sulfonic acid dimethylamide (187868-13-9)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 0.166667h; Ambient temperature;

DOI:10.1248/cpb.45.53

Reference yield: 80.0%

5-Methyl-4-((1S,2S,3R,4S)-2,3,5-tris-benzyloxy-1,4-dihydroxy-pentyl)-imidazole-1-sulfonic acid dimethylamide (187868-17-3) → (1S,2S,3R,4S)-2,3,5-Tris-benzyloxy-1-(5-methyl-1H-imidazol-4-yl)-pentane-1,4-diol

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; for 22h; Heating;

DOI:10.1248/cpb.45.53

Reference yield: 23.0%

5-Methyl-4-((1S,2S,3R,4S)-2,3,5-tris-benzyloxy-1,4-dihydroxy-pentyl)-imidazole-1-sulfonic acid dimethylamide (187868-17-3) → 4-((2S,3S,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-5-methyl-imidazole-1-sulfonic acid dimethylamide + 4-((2R,3S,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-5-methyl-imidazole-1-sulfonic acid dimethylamide

Guidance literature:

With pyridine; methanesulfonyl chloride; for 21h; Ambient temperature;

DOI:10.1248/cpb.45.53

Downstream raw materials:

4(5)-methyl-4(5)-(5-amino-5-deoxy-β-D-ribofuranosyl)imidazole

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