4-azido-2,3,6-tri-O-benzyl-4-deoxy-D-galactono-1,5-lactone

Base Information

• Chemical Name: 4-azido-2,3,6-tri-O-benzyl-4-deoxy-D-galactono-1,5-lactone
• CAS No.: 88713-90-0
• Molecular Formula: C₂₇H₂₇N₃O₅
• Molecular Weight: 473.528
• Mol file: 88713-90-0.mol

Synonyms:4-azido-2,3,6-tri-O-benzyl-4-deoxy-D-galactono-1,5-lactone

Chemical Property of 4-azido-2,3,6-tri-O-benzyl-4-deoxy-D-galactono-1,5-lactone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-azido-2,3,6-tri-O-benzyl-4-deoxy-D-galactono-1,5-lactone

There total 4 articles about 4-azido-2,3,6-tri-O-benzyl-4-deoxy-D-galactono-1,5-lactone 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: 76.7%

4-azido-2,3,6-tri-O-benzyl-4-deoxy-α,β-D-galactopyranose → 4-azido-2,3,6-tri-O-benzyl-4-deoxy-D-galactono-1,5-lactone (88713-90-0)

Guidance literature:

With pyridinium chlorochromate; In dichloromethane; for 23h; Ambient temperature;

DOI:10.1016/0008-6215(83)84016-6

Reference yield:

Methyl 2,3,6-tri-O-benzyl-4-O-(methanesulfonyl)-α-D-galactopyranoside (71454-40-5) → 4-azido-2,3,6-tri-O-benzyl-4-deoxy-D-galactono-1,5-lactone (88713-90-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 76.2 percent / sodium azide / dimethylformamide / 20 h / 130 °C

2: conc. sulfuric acid / CHCl₃ / 3 h / Ambient temperature

3: 0.1 M methanolic sodium methoxide / methanol / 1.5 h / Ambient temperature

4: 76.7 percent / pyridinium chlorochromate / CH₂Cl₂ / 23 h / Ambient temperature

With sodium azide; sulfuric acid; sodium methylate; pyridinium chlorochromate; In methanol; dichloromethane; chloroform; N,N-dimethyl-formamide;

DOI:10.1016/0008-6215(83)84016-6

Reference yield:

methyl 4-azido-2,3,6-tri-O-benzyl-4-deoxy-α-D-galactopyranoside (88713-85-3) → 4-azido-2,3,6-tri-O-benzyl-4-deoxy-D-galactono-1,5-lactone (88713-90-0)

Guidance literature:

Multi-step reaction with 3 steps

1: conc. sulfuric acid / CHCl₃ / 3 h / Ambient temperature

2: 0.1 M methanolic sodium methoxide / methanol / 1.5 h / Ambient temperature

3: 76.7 percent / pyridinium chlorochromate / CH₂Cl₂ / 23 h / Ambient temperature

With sulfuric acid; sodium methylate; pyridinium chlorochromate; In methanol; dichloromethane; chloroform;

DOI:10.1016/0008-6215(83)84016-6

upstream raw materials:

Methyl 2,3,6-tri-O-benzyl-4-O-(methanesulfonyl)-α-D-galactopyranoside

methyl 4-azido-2,3,6-tri-O-benzyl-4-deoxy-α-D-galactopyranoside