Methyl 6-O-benzoyl-2,3-O-isopropylidene-4-O-thiocarbonylimidazoyl-α-D-mannopyranoside

Base Information

• Chemical Name: Methyl 6-O-benzoyl-2,3-O-isopropylidene-4-O-thiocarbonylimidazoyl-α-D-mannopyranoside
• CAS No.: 73635-97-9
• Molecular Formula: C₂₁H₂₄N₂O₇S
• Molecular Weight: 448.497
• Mol file: 73635-97-9.mol

Synonyms:Methyl 6-O-benzoyl-2,3-O-isopropylidene-4-O-thiocarbonylimidazoyl-α-D-mannopyranoside

Chemical Property of Methyl 6-O-benzoyl-2,3-O-isopropylidene-4-O-thiocarbonylimidazoyl-α-D-mannopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Methyl 6-O-benzoyl-2,3-O-isopropylidene-4-O-thiocarbonylimidazoyl-α-D-mannopyranoside

There total 1 articles about Methyl 6-O-benzoyl-2,3-O-isopropylidene-4-O-thiocarbonylimidazoyl-α-D-mannopyranoside 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: 92.0%

Methyl 6-O-benzoyl-2,3-O-isopropylidene-α-D-mannopyranoside (63167-70-4) + 1,1'-Thiocarbonyldiimidazole (6160-65-2) → Methyl 6-O-benzoyl-2,3-O-isopropylidene-4-O-thiocarbonylimidazoyl-α-D-mannopyranoside (73635-97-9)

Guidance literature:

In 1,2-dichloro-ethane; for 4h; Heating;

DOI:10.1021/jo01301a041

Reference yield: 87.0%

Methyl 6-O-benzoyl-2,3-O-isopropylidene-4-O-thiocarbonylimidazoyl-α-D-mannopyranoside (73635-97-9) → methyl 6-O-benzoyl-4-deoxy-2,3-O-isopropylidene-α-D-lyxo-hexopyranoside (73635-98-0)

Guidance literature:

With tri-n-butyl-tin hydride; In toluene; for 4h; Heating;

DOI:10.1021/jo01301a041

Reference yield:

Methyl 6-O-benzoyl-2,3-O-isopropylidene-4-O-thiocarbonylimidazoyl-α-D-mannopyranoside (73635-97-9) → 4-deoxy-D-mannopyranoside (24707-42-4,23397-23-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 87 percent / Bu₃SnH / toluene / 4 h / Heating

2: 83 percent / NaOMe / methanol / 20 h / 20 °C

3: 85 percent / Amberlite IR 120 (H+) / H₂O / 20 h / Heating

With Amberlite IR 120 (H+); tri-n-butyl-tin hydride; sodium methylate; In methanol; water; toluene;

DOI:10.1021/jo01301a041

upstream raw materials:

Methyl 6-O-benzoyl-2,3-O-isopropylidene-α-D-mannopyranoside

1,1'-Thiocarbonyldiimidazole

Downstream raw materials:

methyl 6-O-benzoyl-4-deoxy-2,3-O-isopropylidene-α-D-lyxo-hexopyranoside

4-deoxy-D-mannopyranoside