2-propynyl 2,3,4-tri-O-acetyl-6-O-tosyl-α-D-mannopyranoside

Base Information

• Chemical Name: 2-propynyl 2,3,4-tri-O-acetyl-6-O-tosyl-α-D-mannopyranoside
• CAS No.: 1141387-58-7
• Molecular Formula: C₂₂H₂₆O₁₁S
• Molecular Weight: 498.508
• Mol file: 1141387-58-7.mol

Synonyms:2-propynyl 2,3,4-tri-O-acetyl-6-O-tosyl-α-D-mannopyranoside

Chemical Property of 2-propynyl 2,3,4-tri-O-acetyl-6-O-tosyl-α-D-mannopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-propynyl 2,3,4-tri-O-acetyl-6-O-tosyl-α-D-mannopyranoside

There total 5 articles about 2-propynyl 2,3,4-tri-O-acetyl-6-O-tosyl-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: 61.0%

acetic anhydride (108-24-7) + p-toluenesulfonyl chloride (98-59-9) + propargyl α-D-mannopyranoside (854262-01-4) → 2-propynyl 2,3,4-tri-O-acetyl-6-O-tosyl-α-D-mannopyranoside (1141387-58-7)

Guidance literature:

p-toluenesulfonyl chloride; propargyl α-D-mannopyranoside; With pyridine; at 0 - 20 ℃;

acetic anhydride; With pyridine; at 20 ℃;

DOI:10.1039/c8cc03724h

Reference yield:

D-Mannose pentaacetate (83-87-4,604-68-2,604-69-3,2152-77-4,4026-35-1,4163-59-1,4163-60-4,4163-61-5,4163-65-9,4257-94-7,4257-96-9,16299-15-3,19186-39-1,19189-55-0,25878-60-8,25941-03-1,32445-48-0,32445-49-1,32445-53-7,32445-54-8,34685-58-0,34685-59-1,43168-42-9,43168-44-1,43169-22-8,43169-25-1,66966-07-2,70749-17-6,80184-01-6,93221-01-3,93221-02-4,99630-88-3,109215-53-4,115792-70-6,115792-73-9,139894-92-1,139973-25-4,144071-49-8,147648-81-5) → 2-propynyl 2,3,4-tri-O-acetyl-6-O-tosyl-α-D-mannopyranoside (1141387-58-7)

Guidance literature:

Multi-step reaction with 4 steps

1: boron trifluoride diethyl etherate / dichloromethane / 24.25 h / 20 °C / Cooling with ice

2: sodium methylate / methanol; dichloromethane / 24 h / 20 °C

3: pyridine / dichloromethane / 16 h / 20 °C / Cooling with ice

4: pyridine / 16 h / 20 °C / Cooling with ice

With pyridine; boron trifluoride diethyl etherate; sodium methylate; In methanol; dichloromethane;

DOI:10.1021/bc100421g

Reference yield:

propargyl α-D-mannopyranoside (854262-01-4) → 2-propynyl 2,3,4-tri-O-acetyl-6-O-tosyl-α-D-mannopyranoside (1141387-58-7)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / dichloromethane / 16 h / 20 °C / Cooling with ice

2: pyridine / 16 h / 20 °C / Cooling with ice

With pyridine; In dichloromethane;

DOI:10.1021/bc100421g

upstream raw materials:

D-Mannose pentaacetate

C₁₆H₂₀O₈S

acetic anhydride

propargyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside

Downstream raw materials:

4-(2,3,4-tri-O-acetyl-6-O-tosyl-α-D-mannopyranosyloxymethyl)-1-(octyl 2,3,4-tri-O-acetyl-6-deoxy-α-D-mannopyranoside-6-yl)-1H-1,2,3-triazole