2-Thiosialic acid methyl ester peracetate

Base Information

• Chemical Name: 2-Thiosialic acid methyl ester peracetate
• CAS No.: 104556-69-6
• Molecular Formula: C₂₂H₃₁NO₁₃S
• Molecular Weight: 549.553
• Mol file: 104556-69-6.mol

Synonyms:2-Thiosialic acid methyl ester peracetate

Chemical Property of 2-Thiosialic acid methyl ester peracetate

Chemical Property:

Purity/Quality:

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MSDS Files:

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Technology Process of 2-Thiosialic acid methyl ester peracetate

There total 2 articles about 2-Thiosialic acid methyl ester peracetate 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-2,3-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 0 - 20 ℃; for 48h;

DOI:10.1016/j.carres.2008.05.014

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: 86.0%

1-bromo-2-methyl-butane (10422-35-2,99032-67-4,534-00-9,5973-11-5) + 2-Thiosialic acid methyl ester peracetate (104556-69-6) → methyl <(2S)-2-methylbutyl 5-acetamido-4,7,8,9-tetra-O-acetyl-2,3,5-trideoxy-2-thio-D-glycero-α-D-galacto-2-nonulopyranosid>onate

Guidance literature:

With diethylamine; In N,N-dimethyl-formamide; for 4h; Ambient temperature;

DOI:10.1016/0008-6215(95)00128-G

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-2,3-didehydro-4,7,8,9-tetra-O-acetyl-N-acetylneuraminate

methyl (S-4-nitrobenzyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-2-thio-D-glycero-α-D-galacto-2-nonulopyranosid)onate

methyl (methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-2-thio-D-glycero-α-D-galacto-2-nonulopyranosid)onate^10,13

1,4-bis-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylthioonate prop-2-ynyl)benzene