methyl 2-(acetylsulfanyl)-5-acetamido-4,7,8,9-tetra-O-acetyl-2,3,5-trideoxy-2-thio-D-glycero-α-D-galacto-2-nonulopyranosonate

Base Information

• Chemical Name: methyl 2-(acetylsulfanyl)-5-acetamido-4,7,8,9-tetra-O-acetyl-2,3,5-trideoxy-2-thio-D-glycero-α-D-galacto-2-nonulopyranosonate
• CAS No.: 1207887-24-8
• Molecular Formula: C₂₂H₃₁NO₁₃S₂
• Molecular Weight: 581.619
• Mol file: 1207887-24-8.mol

Synonyms:methyl 2-(acetylsulfanyl)-5-acetamido-4,7,8,9-tetra-O-acetyl-2,3,5-trideoxy-2-thio-D-glycero-α-D-galacto-2-nonulopyranosonate

Chemical Property of methyl 2-(acetylsulfanyl)-5-acetamido-4,7,8,9-tetra-O-acetyl-2,3,5-trideoxy-2-thio-D-glycero-α-D-galacto-2-nonulopyranosonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2-(acetylsulfanyl)-5-acetamido-4,7,8,9-tetra-O-acetyl-2,3,5-trideoxy-2-thio-D-glycero-α-D-galacto-2-nonulopyranosonate

There total 1 articles about methyl 2-(acetylsulfanyl)-5-acetamido-4,7,8,9-tetra-O-acetyl-2,3,5-trideoxy-2-thio-D-glycero-α-D-galacto-2-nonulopyranosonate 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:

N-acetyl-4,7,8,9-tetra-O-acetyl-2-chloro-2-deoxyneuraminic acid methyl ester (67670-69-3) + potassium thioacetate (10387-40-3) → methyl 2-(acetylsulfanyl)-5-acetamido-4,7,8,9-tetra-O-acetyl-2,3,5-trideoxy-2-thio-D-glycero-α-D-galacto-2-nonulopyranosonate (1207887-24-8) + methyl-2,3-didehydro-4,7,8,9-tetra-O-acetyl-N-acetylneuraminate (73960-72-2) + 2-Thiosialic acid methyl ester peracetate (104556-69-6)

Guidance literature:

In dichloromethane; at 20 ℃; Inert atmosphere;

DOI:10.1039/d0ob01956a

Reference yield: 79.0%

methyl 2-(acetylsulfanyl)-5-acetamido-4,7,8,9-tetra-O-acetyl-2,3,5-trideoxy-2-thio-D-glycero-α-D-galacto-2-nonulopyranosonate (1207887-24-8) + 4-Fluorobenzyl bromide (459-46-1) → methyl 2-[(4′-fluorobenzyl)sulfanyl] 5-acetamido-4,7,8,9-tetra-O-acetyl-2,3,5-trideoxy-2-thio-β-D-glycero-D-galacto-2-nonulopyranosonate

Guidance literature:

With hydrazinium monoacetate; diethylamine; In N,N-dimethyl-formamide; at 50 ℃; for 0.166667h;

DOI:10.1039/c6ob00230g

Reference yield: 54.0%

methyl 2-(acetylsulfanyl)-5-acetamido-4,7,8,9-tetra-O-acetyl-2,3,5-trideoxy-2-thio-D-glycero-α-D-galacto-2-nonulopyranosonate (1207887-24-8) + benzyl bromide (100-39-0) → methyl 2-(benzyl sulfanyl) 5-acetamido-4,7,8,9-tetra-O-acetyl-2,3,5-trideoxy-2-thio-β-D-glycero-D-galacto-2-nonulopyranosonate

Guidance literature:

With hydrazinium monoacetate; diethylamine; In N,N-dimethyl-formamide; at 50 ℃; for 0.166667h;

DOI:10.1039/c6ob00230g

upstream raw materials:

N-acetyl-4,7,8,9-tetra-O-acetyl-2-chloro-2-deoxyneuraminic acid methyl ester

potassium thioacetate

Downstream raw materials:

methyl (ethyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-2-thio-D-glycero-α-D-galacto-non-2-ulopyranosid)onate

methyl 2-(ethylsulfanyl)-5-acetamido-4,7,8,9-tetra-O-acetyl-2,3,5-trideoxy-2-thio-D-glycero-α-D-galacto-2-nonulopyranosonate