GALNAC-BETA1-4GAL

Base Information

• Chemical Name: GALNAC-BETA1-4GAL
• CAS No.: 34621-75-5
• Molecular Formula: C14H25NO11
• Molecular Weight: 383.35
• Mol file: 34621-75-5.mol

Synonyms:GALNAC-BETA1-4GAL;RECEPTOR FOR PILI OF PSEUDOMONAS AERUGINOSA;4-O-[2-(Acetylamino)-2-deoxy-β-D- galactopyranosyl]-D-galactopyranose;β-GalNAc-(1→4)-Gal

Chemical Property of GALNAC-BETA1-4GAL

Chemical Property:

• PSA: 201.89000
• LogP: -4.41310
• Storage Temp.: ?20°C

Purity/Quality:

99% ^*data from raw suppliers

4-O-[2-(Acetylamino)-2-deoxy-β-D- galactopyranosyl]-D-galactopyranose ≥95% (TLC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of GALNAC-BETA1-4GAL

There total 10 articles about GALNAC-BETA1-4GAL 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: 92.0%

4-O-(2-acetamido-3,4,6-tri-O-acetyl-2-desoxy-β-D-mannopyranosyl)-1,2,3,4,6-tetra-O-acetyl-α,β-D-glucopyranose (14362-46-0,22176-25-6,23740-59-2,77026-66-5,88196-58-1,88196-59-2,118627-95-5,118628-01-6) → 4-O-(2-acetamido-3,4,6-tri-O-acetyl-2-desoxy-β-D-mannopyranosyl)-α,β-D-glucopyranose (13422-03-2,14213-43-5,22176-26-7,34621-75-5,34621-77-7,97058-21-4,97133-55-6,118627-96-6,118628-02-7,147127-58-0,147127-59-1,147780-89-0)

Guidance literature:

With sodium methylate; In methanol; for 10h; Ambient temperature;

DOI:10.1016/0008-6215(88)84117-X

Reference yield: 64.3%

1,2,3,6-tetra-O-acetyl-4-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-glucopyranosyl)-D-glucopyranose (14362-46-0,22176-25-6,23740-59-2,77026-66-5,88196-58-1,88196-59-2,118627-95-5,118628-01-6) → 4-O-(2-acetamido-2-deoxy-α-D-glucopyranosyl)-D-glucopyranose (13422-03-2,14213-43-5,22176-26-7,34621-75-5,34621-77-7,97058-21-4,97133-55-6,118627-96-6,118628-02-7,147127-58-0,147127-59-1,147780-89-0)

Guidance literature:

With sodium methylate; In methanol; for 5h; Ambient temperature;

Reference yield:

4-O-(2-Amino-6-O-acetyl-3,4-di-O-benzyl-2-desoxy-α-D-glucopyranosyl)-3-O-acetyl-1,6-anhydro-2-O-benzyl-β-D-galactopyranose → 4-O-(2-Acetamido-2-desoxy-α-D-glucopyranosyl)-D-galactopyranose (13422-03-2,14213-43-5,22176-26-7,34621-75-5,34621-77-7,97058-21-4,97133-55-6,118627-96-6,118628-02-7,147127-58-0,147127-59-1,147780-89-0)

Guidance literature:

Multi-step reaction with 4 steps

1: acetic acid; ethanol

2: 80.5 percent / CF₃COOH / 36 h / Ambient temperature

3: H₂ / 10percent Pd/C / methanol / 12 h / Ambient temperature

4: NEt₃ / H₂O; methanol / 3 h / Ambient temperature

With hydrogen; triethylamine; trifluoroacetic acid; palladium on activated charcoal; In methanol; ethanol; water; acetic acid;

upstream raw materials:

4-O-(2-Acetamido-6-O-acetyl-3,4-di-O-benzyl-2-desoxy-α-D-glucopyranosyl)-3-O-acetyl-1,6-anhydro-2-O-benzyl-β-D-galactopyranose

4-O-(2-Acetamido-6-O-acetyl-3,4-di-O-benzyl-2-desoxy-α-D-glucopyranosyl)-1,3,6-tri-O-acetyl-2-O-benzyl-D-galactopyranose

3-O-Acetyl-4-O-(6-O-acetyl-2-azido-3,4-di-O-benzyl-2-desoxy-α-D-glucopyranosyl)-1,6-anhydro-2-O-benzyl-β-D-galactopyranose

1,6-anhydro-2-O-benzyl-β-D-galactopyranose

Refernces

• 1、 Mori, Masami,Tejima, Setsuzo. "Chemical Modification of Maltose. VII. Synthesis of 4-O-(2-acetamido-2-deoxy-α-D-glucopyranosyl)-D-glucopyranose (GlcNAcα1->4Glc)". . p. 1593 - 1600. Retrieved 2007/10/02.