2-azido-2-deoxy-D-galactopyranosyl-α-(1->2)-3,4,5,6-tetra-O-benzyl-D-chiro-inositol

Base Information

• Chemical Name: 2-azido-2-deoxy-D-galactopyranosyl-α-(1->2)-3,4,5,6-tetra-O-benzyl-D-chiro-inositol
• CAS No.: 627886-39-9
• Molecular Formula: C₄₀H₄₅N₃O₁₀
• Molecular Weight: 727.811
• Mol file: 627886-39-9.mol

Synonyms:2-azido-2-deoxy-D-galactopyranosyl-α-(1->2)-3,4,5,6-tetra-O-benzyl-D-chiro-inositol

Chemical Property of 2-azido-2-deoxy-D-galactopyranosyl-α-(1->2)-3,4,5,6-tetra-O-benzyl-D-chiro-inositol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-azido-2-deoxy-D-galactopyranosyl-α-(1->2)-3,4,5,6-tetra-O-benzyl-D-chiro-inositol

There total 7 articles about 2-azido-2-deoxy-D-galactopyranosyl-α-(1->2)-3,4,5,6-tetra-O-benzyl-D-chiro-inositol 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: 88.0%

3,4,6-tri-O-acetyl-2-azido-2-deoxy-D-galactopyranosyl-α-(1->2)-3,4,5,6-tetra-O-benzyl-D-chiro-inositol (627886-33-3) → 2-azido-2-deoxy-D-galactopyranosyl-α-(1->2)-3,4,5,6-tetra-O-benzyl-D-chiro-inositol (627886-39-9)

Guidance literature:

With sodium methylate; In methanol; at 20 ℃; for 0.25h;

DOI:10.1002/ejoc.200300252

Reference yield:

3,4,6-tri-O-acetyl-2-azido-2-deoxy-D-galactopyranosyl trichloroacetimidate (167939-15-3) → 2-azido-2-deoxy-D-galactopyranosyl-α-(1->2)-3,4,5,6-tetra-O-benzyl-D-chiro-inositol (627886-39-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 66 percent / TMSOTf / diethyl ether / 4 h / -40 °C

2: 88 percent / MeONa / methanol / 0.25 h / 20 °C

With trimethylsilyl trifluoromethanesulfonate; sodium methylate; In methanol; diethyl ether;

DOI:10.1002/ejoc.200300252

Reference yield:

benzyl bromide (100-39-0) → 2-azido-2-deoxy-D-galactopyranosyl-α-(1->2)-3,4,5,6-tetra-O-benzyl-D-chiro-inositol (627886-39-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 90 percent / sodium hydride / dimethylformamide / 12 h / 20 °C

2: 100 percent / acetic acid / tetrahydrofuran / 8 h / 80 °C

3: 66 percent / TMSOTf / diethyl ether / 4 h / -40 °C

4: 88 percent / MeONa / methanol / 0.25 h / 20 °C

With trimethylsilyl trifluoromethanesulfonate; sodium methylate; sodium hydride; acetic acid; In tetrahydrofuran; methanol; diethyl ether; N,N-dimethyl-formamide;

DOI:10.1002/ejoc.200300252

upstream raw materials:

3,4,6-tri-O-acetyl-2-azido-2-deoxy-D-galactopyranosyl-α-(1->2)-3,4,5,6-tetra-O-benzyl-D-chiro-inositol

3,4,6-tri-O-acetyl-2-azido-2-deoxy-D-galactopyranosyl trichloroacetimidate

benzyl bromide

1,2-O-isopropylidene-3,4,5,6-tetra-O-benzyl-D-chiro-inositol