6-O-acetyl-1-S-acetyl-2,3,4-tri-O-benzyl-1-deoxy-1-thio-α-D-glucopyranose

Base Information

• Chemical Name: 6-O-acetyl-1-S-acetyl-2,3,4-tri-O-benzyl-1-deoxy-1-thio-α-D-glucopyranose
• CAS No.: 130539-62-7
• Molecular Formula: C₃₁H₃₄O₇S
• Molecular Weight: 550.673
• Mol file: 130539-62-7.mol

Synonyms:6-O-acetyl-1-S-acetyl-2,3,4-tri-O-benzyl-1-deoxy-1-thio-α-D-glucopyranose

Chemical Property of 6-O-acetyl-1-S-acetyl-2,3,4-tri-O-benzyl-1-deoxy-1-thio-α-D-glucopyranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-O-acetyl-1-S-acetyl-2,3,4-tri-O-benzyl-1-deoxy-1-thio-α-D-glucopyranose

There total 1 articles about 6-O-acetyl-1-S-acetyl-2,3,4-tri-O-benzyl-1-deoxy-1-thio-α-D-glucopyranose 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: 98.0%

2,3,4-tri-O-benzyl-1-deoxy-1-thio-α-D-glucopyranose (1042397-90-9) + acetic anhydride (108-24-7) → 6-O-acetyl-1-S-acetyl-2,3,4-tri-O-benzyl-1-deoxy-1-thio-α-D-glucopyranose (130539-62-7)

Guidance literature:

With pyridine; at 20 ℃;

DOI:10.1016/j.tetlet.2012.05.159

Reference yield: 87.0%

6-O-acetyl-1-S-acetyl-2,3,4-tri-O-benzyl-1-deoxy-1-thio-α-D-glucopyranose (130539-62-7) → 6-O-acetyl-2,3,4-tri-O-benzyl-1-deoxy-1-thio-α-D-glucopyranose (1393083-66-3)

Guidance literature:

6-O-acetyl-1-S-acetyl-2,3,4-tri-O-benzyl-1-deoxy-1-thio-α-D-glucopyranose; With sodium thiomethoxide; In methanol; dichloromethane; at 0 ℃; for 0.166667h; Inert atmosphere;

With hydrogenchloride; In methanol; dichloromethane; water; Inert atmosphere;

DOI:10.1016/j.tetlet.2012.05.159

Reference yield:

6-O-acetyl-1-S-acetyl-2,3,4-tri-O-benzyl-1-deoxy-1-thio-α-D-glucopyranose (130539-62-7) → 6-O-acetyl-2,3,4,2′,3′,4′,6′-hepta-O-benzyl-1-thio-α,α-D-trehalose (1393083-67-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium thiomethoxide / methanol; dichloromethane / 0.17 h / 0 °C / Inert atmosphere

1.2: Inert atmosphere

2.1: trimethylsilyl trifluoromethanesulfonate / diethyl ether; dichloromethane / 0.5 h / -78 °C / Inert atmosphere

With trimethylsilyl trifluoromethanesulfonate; sodium thiomethoxide; In methanol; diethyl ether; dichloromethane;

DOI:10.1016/j.tetlet.2012.05.159

upstream raw materials:

2,3,4-tri-O-benzyl-1-deoxy-1-thio-α-D-glucopyranose

acetic anhydride

Downstream raw materials:

6-O-acetyl-2,3,4,2′,3′,4′,6′-hepta-O-benzyl-1-thio-α,α-D-trehalose

6-O-acetyl-2,3,4-tri-O-benzyl-1-deoxy-1-thio-α-D-glucopyranose