8-azidooctyl 2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranoside

Base Information

• Chemical Name: 8-azidooctyl 2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranoside
• CAS No.: 593284-01-6
• Molecular Formula: C₃₇H₄₇N₃O₇
• Molecular Weight: 645.796
• Mol file: 593284-01-6.mol

Synonyms:8-azidooctyl 2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranoside

Chemical Property of 8-azidooctyl 2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 8-azidooctyl 2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranoside

There total 1 articles about 8-azidooctyl 2-O-acetyl-3,4,6-tri-O-benzyl-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: 90.0%

8-azidooctan-1-ol (57395-46-7) + ethyl 2-O-acetyl-3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside (130525-72-3) → 8-azidooctyl 2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranoside (593284-01-6)

Guidance literature:

With N-iodo-succinimide; silver trifluoromethanesulfonate; In dichloromethane; at 0 ℃; for 1h;

DOI:10.1081/CAR-120021696

Reference yield: 99.0%

8-azidooctyl 2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranoside (593284-01-6) → 8-azidooctyl 3,4,6-tri-O-benzyl-α-D-mannopyranoside (593283-86-4)

Guidance literature:

With methanol; sodium methylate; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1081/CAR-120021696

Reference yield:

8-azidooctyl 2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranoside (593284-01-6) → 8-azidooctyl 3,4,6-tri-O-benzyl-2-O-(3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-α-D-mannopyranoside (593284-03-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 99 percent / sodium methoxide / methanol; CH₂Cl₂ / 20 °C

2: 86 percent / N-iodosuccinimide; silver triflate; molecular sieves 4 Angstroem / CH₂Cl₂ / 1 h / 0 °C

3: 98 percent / sodium methoxide / methanol; CH₂Cl₂ / 20 °C

With N-iodo-succinimide; 4 A molecular sieve; sodium methylate; silver trifluoromethanesulfonate; In methanol; dichloromethane;

DOI:10.1081/CAR-120025322

upstream raw materials:

8-azidooctan-1-ol

ethyl 2-O-acetyl-3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside

Downstream raw materials:

8-azidooctyl 3,4,6-tri-O-benzyl-α-D-mannopyranoside

8-azidooctyl 3,4,6-tri-O-benzyl-2-O-(3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-α-D-mannopyranoside

8-azidooctyl 3,4,6-tri-O-benzyl-2-O-(2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-α-D-mannopyranoside