4⁽⁵⁾-methyl-2-[(1S,2R,3S)-1,2,3-tris(benzyloxy)-4-(trityloxy)butyl]-1H-imidazole

Base Information

• Chemical Name: 4⁽⁵⁾-methyl-2-[(1S,2R,3S)-1,2,3-tris(benzyloxy)-4-(trityloxy)butyl]-1H-imidazole
• CAS No.: 1053638-46-2
• Molecular Formula: C₄₈H₄₆N₂O₄
• Molecular Weight: 714.904

Synonyms:4⁽⁵⁾-methyl-2-[(1S,2R,3S)-1,2,3-tris(benzyloxy)-4-(trityloxy)butyl]-1H-imidazole

Chemical Property of 4⁽⁵⁾-methyl-2-[(1S,2R,3S)-1,2,3-tris(benzyloxy)-4-(trityloxy)butyl]-1H-imidazole

Chemical Property:

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Technology Process of 4⁽⁵⁾-methyl-2-[(1S,2R,3S)-1,2,3-tris(benzyloxy)-4-(trityloxy)butyl]-1H-imidazole

There total 1 articles about 4⁽⁵⁾-methyl-2-[(1S,2R,3S)-1,2,3-tris(benzyloxy)-4-(trityloxy)butyl]-1H-imidazole 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: 62.0%

2-oxopropanal (78-98-8) + (2R,3S,4S)-2,3,4-tris(benzyloxy)-5-(trityloxy)pentanal (577995-57-4) → 4(5)-methyl-2-[(1S,2R,3S)-1,2,3-tris(benzyloxy)-4-(trityloxy)butyl]-1H-imidazole (1053638-46-2)

Guidance literature:

With ammonia; In methanol; water; at 75 - 80 ℃; for 0.5h;

DOI:10.1002/ejoc.200500414

Reference yield:

4(5)-methyl-2-[(1S,2R,3S)-1,2,3-tris(benzyloxy)-4-(trityloxy)butyl]-1H-imidazole (1053638-46-2) → (2S,3R,4S)-2,3,4-tris(benzyloxy)-4-[4(5)-methyl-1H-imidazol-2-yl]butan-1-ol (882692-41-3)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; at 80 ℃; for 2h;

DOI:10.1002/ejoc.200500414

Reference yield:

4(5)-methyl-2-[(1S,2R,3S)-1,2,3-tris(benzyloxy)-4-(trityloxy)butyl]-1H-imidazole (1053638-46-2) → (6S,7S,8S)-6,7,8-tris(benzyloxy)-3-methyl-5,6,7,8-tetrahydroimidazol[1,2-a]pyridine (882692-43-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 1.570 g / HCl / dioxane / 2 h / 80 °C

2.1: 82 percent / NIS / acetonitrile / 12 h / 20 °C

3.1: MsCl; pyridine / 0.17 h / 0 °C

3.2: pyridine / 0.5 h / 80 °C

3.3: EtMgBr / diethyl ether / 0.17 h / 0 °C

With pyridine; hydrogenchloride; N-iodo-succinimide; methanesulfonyl chloride; In 1,4-dioxane; acetonitrile;

DOI:10.1002/ejoc.200500414

upstream raw materials:

2-oxopropanal

(2R,3S,4S)-2,3,4-tris(benzyloxy)-5-(trityloxy)pentanal

Downstream raw materials:

(2S,3R,4S)-2,3,4-tris(benzyloxy)-4-[4⁽⁵⁾-methyl-1H-imidazol-2-yl]butan-1-ol

(6S,7S,8S)-6,7,8-tris(benzyloxy)-3-methyl-5,6,7,8-tetrahydroimidazol[1,2-a]pyridine

(6S,7S,8S)-6,7,8-tris(benzyloxy)-2-methyl-5,6,7,8-tetrahydroimidazol[1,2-a]pyridine

(2S,3R,4S)-2,3,4-tris(benzyloxy)-4-[5-iodo-4-methyl-1H-imidazol-2-yl]butan-1-ol

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