GAL1-B-3GLCNAC-B-OCTYL

Base Information

• Chemical Name: GAL1-B-3GLCNAC-B-OCTYL
• CAS No.: 197390-85-5
• Molecular Formula: C22H41NO11
• Molecular Weight: 495.56
• Mol file: 197390-85-5.mol

Synonyms:GAL1-B-3GLCNAC-B-OCTYL;P-OCTYL 2-ACETAMIDO-2-DEOXY-3-O-(B-D-GALACTOPYRANOSYL)-BETA-D-GLUCOPYRANOSIDE;P-OCTYL 2-ACETAMIDO-2-DEOXY-3-O-(BETA-D-GALACTOPYRANOSYL)-BETA-D-GLUCOPYRANOSIDE;N-Octyl 2-Acetamido-2-deoxy-3-O-(-D-galactopyranosyl)--D-glucopyranoside

Chemical Property of GAL1-B-3GLCNAC-B-OCTYL

Chemical Property:

• PSA: 190.89000
• LogP: -1.02830

Purity/Quality:

95% ^*data from raw suppliers

N-Octyl2-Acetamido-2-deoxy-3-O-(β-D-galactopyranosyl)-β-D-glucopyranoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of GAL1-B-3GLCNAC-B-OCTYL

There total 11 articles about GAL1-B-3GLCNAC-B-OCTYL 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%

octyl 2-deoxy-2-acetamido-3-O-(2,3,4,6-tetra-O-acetyl)-β-D-galactopyranosyl-4,6-O-diacetyl-β-D-glucopyranoside (1169770-92-6) → Gal-β-1,3-GlcNAc-β-O-octyl (197390-85-5,607353-49-1)

Guidance literature:

octyl 2-deoxy-2-acetamido-3-O-(2,3,4,6-tetra-O-acetyl)-β-D-galactopyranosyl-4,6-O-diacetyl-β-D-glucopyranoside; With sodium methylate; In tetrahydrofuran; methanol; for 96h;

In tetrahydrofuran; methanol; for 0.333333h;

DOI:10.1016/j.tetasy.2009.03.025

Reference yield:

Acetic acid (2R,3R,4S,5R,6R)-2-((2R,3R,4R,5S,6R)-3-acetylamino-5-hydroxy-6-hydroxymethyl-2-octyloxy-tetrahydro-pyran-4-yloxy)-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl ester → Gal-β-1,3-GlcNAc-β-O-octyl (197390-85-5,607353-49-1)

Guidance literature:

With sodium methylate; In methanol; at 20 ℃;

DOI:10.1021/jo060485v

Reference yield:

((2R,3R,4R,5S,6R)-4,5-Dihydroxy-6-hydroxymethyl-2-octyloxy-tetrahydro-pyran-3-yl)-carbamic acid 2,2,2-trichloro-ethyl ester → Gal-β-1,3-GlcNAc-β-O-octyl (197390-85-5,607353-49-1)

Guidance literature:

Multi-step reaction with 6 steps

1: 3.75 g / camphorsulfonic acid / acetonitrile / 20 °C

2: 67 percent / NIS; AgOTf / CH₂Cl₂ / 3 h / -70 - -50 °C

3: 75 percent / AcOH; zinc / 4 h / 20 °C

4: pyridine / 0.5 h / 20 °C

5: hydrogen / Pd(OH)2 on carbon / methanol; tetrahydrofuran

6: MeONa / methanol / 20 °C

With pyridine; N-iodo-succinimide; camphor-10-sulfonic acid; hydrogen; sodium methylate; silver trifluoromethanesulfonate; acetic acid; zinc; palladium hydroxide - carbon; In tetrahydrofuran; methanol; dichloromethane; acetonitrile;

DOI:10.1021/jo060485v

upstream raw materials:

octyl 4,6-O-benzylidene-2-deoxy-2-[[(2,2,2-trichloroethoxy)carbonyl]amino]-β-D-glucopyranoside

octyl 3,4,6-tri-O-acetyl-2-deoxy-2-[[(2,2,2-trichloroethoxy)carbonyl]amino]-β-D-glucopyranoside

octyl 3-O-(2-O-acetyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-2-amino-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

octyl 3-O-(2-O-acetyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-4,6-O-benzylidene-2-deoxy-2-[[(2,2,2-trichloroethoxy)carbonyl]amino]-β-D-glucopyranoside