2-[(1S,2R,3S,4S)-2,3,5-tris(benzyloxy)-1,4-dihydroxypent-1-yl]-N-triphenylmethylimidazole

Base Information

• Chemical Name: 2-[(1S,2R,3S,4S)-2,3,5-tris(benzyloxy)-1,4-dihydroxypent-1-yl]-N-triphenylmethylimidazole
• CAS No.: 162491-51-2
• Molecular Formula: C₄₈H₄₆N₂O₅
• Molecular Weight: 730.904

Synonyms:2-[(1S,2R,3S,4S)-2,3,5-tris(benzyloxy)-1,4-dihydroxypent-1-yl]-N-triphenylmethylimidazole

Chemical Property of 2-[(1S,2R,3S,4S)-2,3,5-tris(benzyloxy)-1,4-dihydroxypent-1-yl]-N-triphenylmethylimidazole

Chemical Property:

Purity/Quality:

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Useful:

Technology Process of 2-[(1S,2R,3S,4S)-2,3,5-tris(benzyloxy)-1,4-dihydroxypent-1-yl]-N-triphenylmethylimidazole

There total 8 articles about 2-[(1S,2R,3S,4S)-2,3,5-tris(benzyloxy)-1,4-dihydroxypent-1-yl]-N-triphenylmethylimidazole 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: 47.0%

N-tritylimidazole (15469-97-3) + 2,3,5-tri-O-benzyl-α-L-ribofuranose (16838-89-4,17073-88-0,60933-68-8,60933-69-9,73068-66-3,89361-52-4,89615-42-9,89615-45-2,96192-07-3) → 2-[(1S,2R,3S,4S)-2,3,5-tris(benzyloxy)-1,4-dihydroxypent-1-yl]-N-triphenylmethylimidazole (162491-51-2) + 2-[(1R,2R,3S,4S)-2,3,5-tris(benzyloxy)-1,4-dihydroxypent-1-yl]-N-triphenylmethylimidazole (162438-92-8)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; at 0 ℃; for 0.5h;

DOI:10.1016/0040-4039(94)02460-S

Reference yield: 47.0%

2,3,5-tri-O-benzyl-α-L-ribofuranose (16838-89-4,17073-88-0,60933-68-8,60933-69-9,73068-66-3,89361-52-4,89615-42-9,89615-45-2,96192-07-3) + C22H17LiN2 → 2-[(1S,2R,3S,4S)-2,3,5-tris(benzyloxy)-1,4-dihydroxypent-1-yl]-N-triphenylmethylimidazole (162491-51-2) + 2-[(1R,2R,3S,4S)-2,3,5-tris(benzyloxy)-1,4-dihydroxypent-1-yl]-N-triphenylmethylimidazole (162438-92-8)

Guidance literature:

DOI:10.7164/antibiotics.48.286

Reference yield:

2,3,5-tri-O-benzyl-D-ribofuranose (16838-89-4) + N-tritylimidazole (15469-97-3) → 2-[(1S,2R,3S,4S)-2,3,5-tris(benzyloxy)-1,4-dihydroxypent-1-yl]-N-triphenylmethylimidazole (162491-51-2) + (1R,2S,3R,4R)-2,3,5-Tris-benzyloxy-1-(1-trityl-1H-imidazol-2-yl)-pentane-1,4-diol

Guidance literature:

With n-butyllithium; In tetrahydrofuran; at 0 ℃; for 0.5h;

DOI:10.1016/0040-4039(94)02460-S

upstream raw materials:

2,3,5-tri-O-benzyl-D-ribofuranose

N-tritylimidazole

2,3,5-tri-O-benzyl-α-L-ribofuranose

methyl ribofuranoside

Downstream raw materials:

2-[(1S,2R,3S,4S)-2,3,5-tris(benzyloxy)-4-benzylsulfonyloxy-1-hydroxypent-1-yl]-N-triphenylmethylimidazole

(5R,6S,7S,8S)-6,7-bis(benzyloxy)-5-benzyloxymethyl-5,6,7,8-tetrahydro-8-hydroxyimidazo[1,2-a]pyridine

(5R,6S,7S,8S)-8-acetoxy-6,7-bis(benzyloxy)-5-benzyloxymethyl-5,6,7,8-tetrahydroimidazo[1,2-a]pyridine

(5R,6S,7S,8S)-8-azido-6,7-bis(benzyloxy)-5-benzyloxymethyl-5,6,7,8-tetrahydroimidazo[1,2-a]pyridine

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