Galbeta1-3GlcNAcbeta1-3Galbeta1-4Glcbeta

Base Information

• Chemical Name: Galbeta1-3GlcNAcbeta1-3Galbeta1-4Glcbeta
• CAS No.: 7578-24-7
• Molecular Formula: C₂₆H₄₅NO₂₁
• Molecular Weight: 707.637
• Nikkaji Number: J877.538I
• Wikipedia: Lacto-N-tetraose
• Wikidata: Q27124068
• Metabolomics Workbench ID: 58630
• ChEMBL ID: CHEMBL595538
• Mol file: 7578-24-7.mol

Synonyms:lacto-N-neotetraose;lacto-N-tetraose;LNnT;N-neotetraose

Chemical Property of Galbeta1-3GlcNAcbeta1-3Galbeta1-4Glcbeta

Chemical Property:

• XLogP3: -7.9
• Hydrogen Bond Donor Count: 14
• Hydrogen Bond Acceptor Count: 21
• Rotatable Bond Count: 11
• Exact Mass: 707.24840744
• Heavy Atom Count: 48
• Complexity: 1030

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=O)NC1C(C(C(OC1OC2C(C(OC(C2O)OC3C(OC(C(C3O)O)O)CO)CO)O)CO)O)OC4C(C(C(C(O4)CO)O)O)O
• Isomeric SMILES: CC(=O)N[C@@H]1[C@H]([C@@H]([C@H](O[C@H]1O[C@H]2[C@H]([C@H](O[C@H]([C@@H]2O)O[C@@H]3[C@H](O[C@H]([C@@H]([C@H]3O)O)O)CO)CO)O)CO)O)O[C@H]4[C@@H]([C@H]([C@H]([C@H](O4)CO)O)O)O

Technology Process of Galbeta1-3GlcNAcbeta1-3Galbeta1-4Glcbeta

There total 8 articles about Galbeta1-3GlcNAcbeta1-3Galbeta1-4Glcbeta 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: 87.0%

benzyl O-(3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-(1→3)-O-(2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranosyl)-(1→3)-O-(β-D-galactopyranosyl)-(1→4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside → lacto-N-tetraose (7578-24-7,125161-54-8,14116-68-8)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethanol; water; at 20 ℃; for 24h;

DOI:10.1021/acs.joc.9b02701

Reference yield: 81.0%

benzyl O-(3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-(1→3)-O-(3,6-di-O-benzyl-2-acetamido-2-deoxy-β-D-glucopyranosyl)-(1→3)-O-(4-O-benzyl-β-D-galactopyranosyl)-(1→4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside → lacto-N-tetraose (7578-24-7,125161-54-8,14116-68-8)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethanol; water; at 20 ℃;

DOI:10.1016/j.carres.2019.107824

Reference yield: 78.0%

1-O-benzyl-β-lacto-N-tetraose → lacto-N-tetraose (7578-24-7,125161-54-8,14116-68-8)

Guidance literature:

1-O-benzyl-β-lacto-N-tetraose; With hydrogenchloride; In water; pH=5.8;

With hydrogen; 10% palladium on charcoal; at 50 ℃; for 1.5h;

upstream raw materials:

(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->3)-(2-acetamido-2-deoxy-4,6-di-O-acetyl-β-D-glucopyranosyl)-(1->3)-(2,4,6-tri-O-acetyl-β-D-galactopyranosyl)-(1->4)-1,2,3-6-tetra-O-acetyl-α,β-D-glucopyranose

NeuAc(α2-3)Gal(β1-3)GlcNAc(β1-3)Gal(β1-4)Glc

O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->3)-4,6-di-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl trichloroacetimidate

guanosine-5'-diphospho-β-L-fucose

Downstream raw materials:

(5-acetamido-3,5-dideoxy-α-D-glycero-D-galacto-2-nonulopyranosylonic acid)-(2-3)-β-D-galactopyranosyl-(1-3)-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1-3)-β-D-galactopyranosyl-(1-4)-α,β-D-glucopyranose

β-D-galactopyranosyl-(1->3)-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1->3)-β-D-galactopyranosyl-(1->4)-D-[N-acetyl-N-(4-benzyloxycarbonylaminophenyl)-1-amino-1-deoxy]-glucitol