N-ACETYLLACTOSAMINE HEPTAACETATE

Base Information

• Chemical Name: N-ACETYLLACTOSAMINE HEPTAACETATE
• CAS No.: 73208-61-4
• Molecular Formula: C28H39NO18
• Molecular Weight: 677.61
• Hs Code.: 2922500090
• Mol file: 73208-61-4.mol

Synonyms:N-Acetyllactosamine heptaacetate;

Chemical Property of N-ACETYLLACTOSAMINE HEPTAACETATE

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 213-217°C
• Boiling Point: 728.596°C at 760 mmHg
• PKA: 13.46±0.70(Predicted)
• Flash Point: 394.441°C
• PSA: 244.38000
• Density: 1.364g/cm³
• LogP: -0.41750
• Storage Temp.: −20°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)

Purity/Quality:

99% ^*data from raw suppliers

N-Acetyllactosamine Heptaacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Intermediate in the preparation of glycoclusters

Technology Process of N-ACETYLLACTOSAMINE HEPTAACETATE

There total 12 articles about N-ACETYLLACTOSAMINE HEPTAACETATE 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: 97.0%

N-acetyl-D-lactosamine (4307-58-8,6050-69-7,30868-22-5,34641-68-4,36954-65-1,47491-70-3,58718-18-6,60966-24-7,62929-48-0,69610-06-6,71698-59-4,75917-82-7,87982-93-2,87982-94-3,93601-71-9,109121-51-9,135760-02-0) + acetic anhydride (108-24-7) → N-acetyllactosamine peracetate (73208-61-4)

Guidance literature:

With pyridine; at 50 ℃;

DOI:10.1039/c3ra47128d

Reference yield: 76.0%

N-[(3R,4R,5S,6R)-4-Benzyloxy-6-benzyloxymethyl-2-hydroxy-5-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-benzenesulfonamide → N-acetyllactosamine peracetate (73208-61-4)

Guidance literature:

N-[(3R,4R,5S,6R)-4-Benzyloxy-6-benzyloxymethyl-2-hydroxy-5-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-benzenesulfonamide; With ammonia; sodium; In tetrahydrofuran; at -78 ℃; for 1h;

AcX;

DOI:10.1016/j.tet.2006.02.080

Reference yield: 72.0%

N-[(3R,4R,5S,6R)-4-Benzyloxy-6-benzyloxymethyl-2-hydroxy-5-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-acetamide → N-acetyllactosamine peracetate (73208-61-4)

Guidance literature:

N-[(3R,4R,5S,6R)-4-Benzyloxy-6-benzyloxymethyl-2-hydroxy-5-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-acetamide; With ammonia; sodium; In tetrahydrofuran; at -78 ℃; for 1h;

AcX;

DOI:10.1016/j.tet.2006.02.080

upstream raw materials:

acetic anhydride

1,6-anhydro-2-azido-2-deoxy-4-O-(3-O-benzyl-α-D-glucopyranosyl)-β-D-glucopyranose

1,6-anhydro-2-azido-2-deoxy-4-O-(3-O-benzyl-4,6-O-benzylidene-α-D-glucopyranosyl)-β-D-glucopyranose

1,6:2,3-dianhydro-4-O-(3-O-benzyl-4,6-O-benzylidene-2-O-tosyl-α-D-glucopyranosyl)-β-D-mannopyranose

Downstream raw materials:

p-nitrophenyl 2-acetamido-3,6-di-O-acetyl-2-deoxy-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranoside

4-nitrophenyl β-D-galactopyranosyl-(1->4)-2-acetamido-2-deoxy-β-D-glucopyranoside

Refernces

• 1、 Chinoy, Zoeisha S.,Friscourt, Frédéric,Capicciotti, Chantelle J.,Chiu, Philip,Boons, Geert-Jan. "Chemoenzymatic Synthesis of Asymmetrical Multi-Antennary N-Glycans to Dissect Glycan-Mediated Interactions between Human Sperm and Oocytes". supporting information. p. 7970 - 7975. Retrieved 2018/05/15.
• 2、 -. "Novel Lactosamine Derivatives". Page/Page column 13. . Retrieved 2009/09/28.