Gal-β1,3[GlcNAc-β1,6]-GalNAc-α1-OBn

Base Information

• Chemical Name: Gal-β1,3[GlcNAc-β1,6]-GalNAc-α1-OBn
• CAS No.: 87866-15-7
• Molecular Formula: C₂₉H₄₄N₂O₁₆
• Molecular Weight: 676.672
• Mol file: 87866-15-7.mol

Synonyms:

Chemical Property of Gal-β1,3[GlcNAc-β1,6]-GalNAc-α1-OBn

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Gal-β1,3[GlcNAc-β1,6]-GalNAc-α1-OBn

There total 10 articles about Gal-β1,3[GlcNAc-β1,6]-GalNAc-α1-OBn 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: 76.9%

benzyl 2-acetamido-<6-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)>-2-deoxy-α-D-galactopyranoside (90805-11-1) → Gal-β1,3[GlcNAc-β1,6]-GalNAc-α1-OBn (87866-15-7)

Guidance literature:

With Amberlyst A-26 ; for 6h; Ambient temperature;

DOI:10.1016/0008-6215(84)85130-7

Reference yield:

benzyl 2-acetamide-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside (117182-56-6) → Gal-β1,3[GlcNAc-β1,6]-GalNAc-α1-OBn (87866-15-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 57.5 percent / mercuric cyanide / benzene; nitromethane / 72 h / Ambient temperature

2: 67.5 percent / 60percent aq. acetic acid / 0.5 h / 98 °C

3: 75.9 percent / p-toluenesulfonic acid / 1,2-dichloro-ethane / 16 h / 70 °C

4: 76.9 percent / Amberlyst A-26 / 6 h / Ambient temperature

With Amberlyst A-26 ; toluene-4-sulfonic acid; acetic acid; mercury(II) cyanide; In nitromethane; 1,2-dichloro-ethane; benzene;

DOI:10.1016/0008-6215(84)85130-7

Reference yield:

1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside (3068-32-4) → Gal-β1,3[GlcNAc-β1,6]-GalNAc-α1-OBn (87866-15-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 57.5 percent / mercuric cyanide / benzene; nitromethane / 72 h / Ambient temperature

2: 67.5 percent / 60percent aq. acetic acid / 0.5 h / 98 °C

3: 75.9 percent / p-toluenesulfonic acid / 1,2-dichloro-ethane / 16 h / 70 °C

4: 76.9 percent / Amberlyst A-26 / 6 h / Ambient temperature

With Amberlyst A-26 ; toluene-4-sulfonic acid; acetic acid; mercury(II) cyanide; In nitromethane; 1,2-dichloro-ethane; benzene;

DOI:10.1016/0008-6215(84)85130-7

upstream raw materials:

benzyl 2-acetamido-<6-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)>-2-deoxy-α-D-galactopyranoside

benzyl 2-acetamido-2-deoxy-α-D-galactopyranoside

uridine 5'-diphospho-N-acetylglucosamine

LACTOSE

Downstream raw materials:

GlcNAc-β1,6-GalNAc-α1-OBn

Refernces

• 1、 Dudziak, Gregor,Zeng, Steffen,Berger, Eric G.,Gallego, Ricardo Gutierrez,Kamerling, Johannis P.,Kragl, Udo,Wandrey, Christian. "In situ generated O-glycan core 1 structure as substrate for Gal(β1- 3)GalNAc β-1,6-GlcNAc transferase". . p. 2595 - 2598. Retrieved 2007/10/03.