(2R,3R,4R)-2,3,4-Tris-benzyloxy-4-(1H-imidazol-4-yl)-butan-1-ol

Base Information

• Chemical Name: (2R,3R,4R)-2,3,4-Tris-benzyloxy-4-(1H-imidazol-4-yl)-butan-1-ol
• CAS No.: 340699-25-4
• Molecular Formula: C₂₈H₃₀N₂O₄
• Molecular Weight: 458.557
• Mol file: 340699-25-4.mol

Synonyms:(2R,3R,4R)-2,3,4-Tris-benzyloxy-4-(1H-imidazol-4-yl)-butan-1-ol

Chemical Property of (2R,3R,4R)-2,3,4-Tris-benzyloxy-4-(1H-imidazol-4-yl)-butan-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3R,4R)-2,3,4-Tris-benzyloxy-4-(1H-imidazol-4-yl)-butan-1-ol

There total 4 articles about (2R,3R,4R)-2,3,4-Tris-benzyloxy-4-(1H-imidazol-4-yl)-butan-1-ol 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: 83.0%

4-((1R,2R,3R)-1,2,3-Tris-benzyloxy-4-trityloxy-butyl)-1-trityl-1H-imidazole (136768-16-6) → (2R,3R,4R)-2,3,4-Tris-benzyloxy-4-(1H-imidazol-4-yl)-butan-1-ol (340699-25-4)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; for 48h; Heating;

DOI:10.1002/1099-0690(200104)2001:7<1335::AID-EJOC1335>3.0.CO;2-Z

Reference yield:

benzyl bromide (100-39-0) → (2R,3R,4R)-2,3,4-Tris-benzyloxy-4-(1H-imidazol-4-yl)-butan-1-ol (340699-25-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: NaH/oil / tetrahydrofuran / 0 °C

1.2: 53 percent / Bu₄NI / 4 h / 60 °C

2.1: 83 percent / HCl / tetrahydrofuran / 48 h / Heating

With hydrogenchloride; sodium hydride; oil; In tetrahydrofuran;

DOI:10.1002/1099-0690(200104)2001:7<1335::AID-EJOC1335>3.0.CO;2-Z

Reference yield:

4(5)-(D-arabinotetritol-1-yl)-imidazole (340699-23-2) → (2R,3R,4R)-2,3,4-Tris-benzyloxy-4-(1H-imidazol-4-yl)-butan-1-ol (340699-25-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 71 percent / DMAP / pyridine / 3.5 h / 70 - 75 °C

2.1: NaH/oil / tetrahydrofuran / 0 °C

2.2: 53 percent / Bu₄NI / 4 h / 60 °C

3.1: 83 percent / HCl / tetrahydrofuran / 48 h / Heating

With hydrogenchloride; dmap; sodium hydride; oil; In tetrahydrofuran; pyridine;

DOI:10.1002/1099-0690(200104)2001:7<1335::AID-EJOC1335>3.0.CO;2-Z

upstream raw materials:

4-((1R,2R,3R)-1,2,3-Tris-benzyloxy-4-trityloxy-butyl)-1-trityl-1H-imidazole

benzyl bromide

4⁽⁵⁾-(D-arabinotetritol-1-yl)-imidazole

(1R,2R,3R)-1-(1-Trityl-1H-imidazol-4-yl)-4-trityloxy-butane-1,2,3-triol

Downstream raw materials:

(6R,7S,8R)-6,7,8-Tris-benzyloxy-5,6,7,8-tetrahydro-imidazo[1,5-a]pyridine