methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-β-D-galacto-2-nonulopyranosonate 2-(N-p-nitrophenyl)trifluoroacetimidate

Base Information

• Chemical Name: methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-β-D-galacto-2-nonulopyranosonate 2-(N-p-nitrophenyl)trifluoroacetimidate
• CAS No.: 625824-95-5
• Molecular Formula: C₂₈H₃₂F₃N₃O₁₅
• Molecular Weight: 707.568
• Mol file: 625824-95-5.mol

Synonyms:methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-β-D-galacto-2-nonulopyranosonate 2-(N-p-nitrophenyl)trifluoroacetimidate

Chemical Property of methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-β-D-galacto-2-nonulopyranosonate 2-(N-p-nitrophenyl)trifluoroacetimidate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-β-D-galacto-2-nonulopyranosonate 2-(N-p-nitrophenyl)trifluoroacetimidate

There total 1 articles about methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-β-D-galacto-2-nonulopyranosonate 2-(N-p-nitrophenyl)trifluoroacetimidate 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: 77.0%

4,7,8,9-tetra-O-acetyl-N-acetylneuraminic acid methyl ester (84380-10-9) + N-(4-nitrophenyl)-2,2,2-trifluoroacetimidoyl chloride (145372-31-2) → methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-β-D-galacto-2-nonulopyranosonate 2-(N-p-nitrophenyl)trifluoroacetimidate (625824-95-5)

Guidance literature:

With potassium carbonate; In acetone; at 20 ℃; for 0.25h;

DOI:10.1021/ol0353161

Reference yield: 74.0%

methyl 2,3,4-tri-O-benzyl-D-glucopyranoside (53008-65-4,641635-63-4) + methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-β-D-galacto-2-nonulopyranosonate 2-(N-p-nitrophenyl)trifluoroacetimidate (625824-95-5) → methyl O--(2->6)-2,3,4-tri-O-benzyl-α-D-glucopyranoside (90124-30-4)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; 3 A molecular sieve; In dichloromethane; at -30 ℃;

DOI:10.1021/ol0353161

Reference yield:

methyl 2,3,4-tri-O-benzyl-D-glucopyranoside (53008-65-4,641635-63-4) + methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-β-D-galacto-2-nonulopyranosonate 2-(N-p-nitrophenyl)trifluoroacetimidate (625824-95-5) → methyl O--(2->6)-2,3,4-tri-O-benzyl-α-D-glucopyranoside (90124-30-4) + methyl O--(2->6)-2,3,4-tri-O-benzyl-α-D-glucopyranoside (109681-25-6)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; 3 A molecular sieve; In dichloromethane; acetonitrile; at -65 ℃; for 1.5h;

DOI:10.1021/ol0353161

upstream raw materials:

4,7,8,9-tetra-O-acetyl-N-acetylneuraminic acid methyl ester

N-(4-nitrophenyl)-2,2,2-trifluoroacetimidoyl chloride

Downstream raw materials:

methyl O--(2->6)-2,3,4-tri-O-benzyl-α-D-glucopyranoside

methyl O--(2->6)-2,3,4-tri-O-benzyl-α-D-glucopyranoside