O-(5-acetamido-3,5-didesoxy-D-glycero-β-D-galacto-2-nonulopyranosylonsaeure)-(2->3)-O-β-D-galactopyranosyl-(1->3)-2-acetamido-2-desoxy-D-galactopyranose

Base Information

• Chemical Name: O-(5-acetamido-3,5-didesoxy-D-glycero-β-D-galacto-2-nonulopyranosylonsaeure)-(2->3)-O-β-D-galactopyranosyl-(1->3)-2-acetamido-2-desoxy-D-galactopyranose
• CAS No.: 117249-18-0
• Molecular Formula: C₂₅H₄₂N₂O₁₉
• Molecular Weight: 674.61
• Mol file: 117249-18-0.mol

Synonyms:

Chemical Property of O-(5-acetamido-3,5-didesoxy-D-glycero-β-D-galacto-2-nonulopyranosylonsaeure)-(2->3)-O-β-D-galactopyranosyl-(1->3)-2-acetamido-2-desoxy-D-galactopyranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of O-(5-acetamido-3,5-didesoxy-D-glycero-β-D-galacto-2-nonulopyranosylonsaeure)-(2->3)-O-β-D-galactopyranosyl-(1->3)-2-acetamido-2-desoxy-D-galactopyranose

There total 4 articles about O-(5-acetamido-3,5-didesoxy-D-glycero-β-D-galacto-2-nonulopyranosylonsaeure)-(2->3)-O-β-D-galactopyranosyl-(1->3)-2-acetamido-2-desoxy-D-galactopyranose 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: 85.0%

Benzyl-O-(5-acetamido-3,5-didesoxy-D-glycero-β-D-galacto-2-nonulopyranosylonsaeure)-(2->3)-O-<(2,6-di-O-(α-(2)H2)benzyl-β-D-galactopyranosyl>-(1->3)-2-acetamido-4,6-di-O-(α-(2)H2)benzyl-2-desoxy-β-D-galactopyranosid (117177-11-4,117177-13-6) → O-(5-acetamido-3,5-didesoxy-D-glycero-β-D-galacto-2-nonulopyranosylonsaeure)-(2->3)-O-β-D-galactopyranosyl-(1->3)-2-acetamido-2-desoxy-D-galactopyranose (47861-84-7,117249-18-0,117249-19-1,117249-20-4,117773-04-3,142434-21-7,142434-22-8)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; water; for 24h; under 15001.2 Torr; Ambient temperature;

DOI:10.1016/0008-6215(88)84150-8

Reference yield: 80.0%

Benzyl-O-(5-acetamido-3,5-didesoxy-D-glycero-α-D-galacto-2-nonulopyranosylonsaeure)-(2->3)-O-<(2,6-di-O-(α-(2)H2)benzyl-β-D-galactopyranosyl>-(1->3)-2-acetamido-4,6-di-O-(α-(2)H2)benzyl-2-desoxy-β-D-galactopyranosid (117177-11-4,117177-13-6) → O-(5-acetamido-3,5-didesoxy-D-glycero-α-D-galacto-2-nonulopyranosylonsaeure)-(2->3)-O-β-D-galactopyranosyl-(1->3)-2-acetamido-2-desoxy-D-galactopyranose (47861-84-7,117249-18-0,117249-19-1,117249-20-4,117773-04-3,142434-21-7,142434-22-8)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; water; for 24h; under 15001.2 Torr; Ambient temperature;

DOI:10.1016/0008-6215(88)84150-8

Reference yield:

N-acetyl-D-galactosamine (72-87-7,1136-42-1,1136-44-3,6730-06-9,7772-94-3,10036-64-3,14131-60-3,14131-64-7,14131-68-1,14215-68-0,62057-49-2,62057-50-5,62057-51-6,62057-52-7,62057-53-8,62057-54-9,62057-55-0,62057-56-1,62075-50-7,62137-54-6,134451-97-1,134522-12-6,148347-16-4,6082-29-7) + N-Acetylneuraminic acid (131-48-6,14752-56-8,5977-25-3,6225-16-7,6918-20-3) + p-Nitrophenyl-β-D-galactopyranosid → O-(5-acetamido-3,5-dideoxy-α-D-glycero-D-galacto-2-nonulopyranosylonic-acid)-(2-3)-O-β-D-galactopyranosyl-(1-3)-2-acetamido-2-deoxy-β-D-galactopyranose (117773-04-3) + O-(5-acetamido-3,5-dideoxy-α-D-glycero-D-galacto-2-nonulopyranosylonic-acid)-(2-3)-O-β-D-galactopyranosyl-(1-3)-2-acetamido-2-deoxy-α-D-galactopyranose (117249-18-0)

Guidance literature:

With Triton-X-100; Na-cacodylate buffer; potassium chloride; phospho(enol)pyruvic acid mono potassium salt; cytidine monophosphate; cytidine triphosphate; magnesium chloride; manganese(ll) chloride; In water; at 37 ℃; for 82h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; myokinase from porcine muscle, pyruvate kinase, inorganical phosphatase, CMP-Neu5Ac-synthase from calf brain, β-galactosidase from bovine testes, α-2,3-sialyltransferase from rat liver; pH 7.5;

upstream raw materials:

N-acetyl-D-galactosamine

N-Acetylneuraminic acid

D-galactose-β-1,3-N-acetyl-galactosamine

Benzyl-O-(5-acetamido-3,5-didesoxy-D-glycero-α-D-galacto-2-nonulopyranosylonsaeure)-(2->3)-O-<(2,6-di-O-(α-(2)H2)benzyl-β-D-galactopyranosyl>-(1->3)-2-acetamido-4,6-di-O-(α-(2)H2)benzyl-2-desoxy-β-D-galactopyranosid

Downstream raw materials:

O-(5-acetamido-3,5-dideoxy-α-D-glycero-D-galacto-2-nonulopyranosylonic-acid)-(2-3)-O-β-D-galactopyranosyl-(1-3)-2-acetamido-2-deoxy-β-D-galactopyranose

Refernces

• 1、 Lubineau, Andre,Auge, Claudine,Francois, Patrice. "The use of porcine liver (2->3)-α-sialyltransferase in the large-scale synthesis of α-Neup5Ac-(2->3)-β-D-Galp-(1->3)-D-GlcpNAc, the epitope of the tumor-associated carbohydrate antigen CA 50". . p. 137 - 144. Retrieved 2007/10/02.