5-acetamido-2,6-anhydro-3,5-dideoxy-4-[2-p-tolyl-N'-(methylsulfonyl)acetimidamido]-D-glycero-D-galacto-non-2-enonic acid

Base Information

Chemical Name:5-acetamido-2,6-anhydro-3,5-dideoxy-4-[2-p-tolyl-N'-(methylsulfonyl)acetimidamido]-D-glycero-D-galacto-non-2-enonic acid
CAS No.:1304780-18-4
Molecular Formula:C₂₀H₂₆FN₃O₉S
Molecular Weight:503.506
Hs Code.:

Synonyms:5-acetamido-2,6-anhydro-3,5-dideoxy-4-[2-p-tolyl-N'-(methylsulfonyl)acetimidamido]-D-glycero-D-galacto-non-2-enonic acid

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Chemical Property of 5-acetamido-2,6-anhydro-3,5-dideoxy-4-[2-p-tolyl-N'-(methylsulfonyl)acetimidamido]-D-glycero-D-galacto-non-2-enonic acid

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Technology Process of 5-acetamido-2,6-anhydro-3,5-dideoxy-4-[2-p-tolyl-N'-(methylsulfonyl)acetimidamido]-D-glycero-D-galacto-non-2-enonic acid

There total 8 articles about 5-acetamido-2,6-anhydro-3,5-dideoxy-4-[2-p-tolyl-N'-(methylsulfonyl)acetimidamido]-D-glycero-D-galacto-non-2-enonic acid 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:

: 5-acetamido-2,6-anhydro-3,5-dideoxy-4-[2-p-tolyl-N'-(methylsulfonyl)acetimidamido]-D-glycero-D-galacto-non-2-enonic acid methyl ester

: 1304780-18-4
5-acetamido-2,6-anhydro-3,5-dideoxy-4-[2-p-tolyl-N'-(methylsulfonyl)acetimidamido]-D-glycero-D-galacto-non-2-enonic acid

Guidance literature:: 5-acetamido-2,6-anhydro-3,5-dideoxy-4-[2-p-tolyl-N'-(methylsulfonyl)acetimidamido]-D-glycero-D-galacto-non-2-enonic acid methyl ester; With sodium hydroxide; In water; at 0 ℃; for 0.5h;

In water;
DOI:10.1016/j.bmc.2011.02.010

Reference yield:

: 1304780-13-9
methyl 5-acetamido-2,6-anhydro-3,5-dideoxy-8,9-O-isopropylidene-4-[2-(4-fluorophenyl)-N'-(methylsulfonyl)acetimidamido]-D-glycero-D-galacto-non-2-enonate

: 1304780-18-4
5-acetamido-2,6-anhydro-3,5-dideoxy-4-[2-p-tolyl-N'-(methylsulfonyl)acetimidamido]-D-glycero-D-galacto-non-2-enonic acid

Guidance literature:: Multi-step reaction with 2 steps

1.1: methanol; sodium methylate / 1 h / 0 °C

2.1: sodium hydroxide / water / 0.5 h / 0 °C

2.2: Amberlite IRC-120 (H⁺)

With methanol; sodium methylate; sodium hydroxide; In water; 1.1: Zemplen deacetylation;
DOI:10.1016/j.bmc.2011.02.010

Reference yield:

: 20298-35-5,22900-11-4,100678-43-1,109121-98-4,109122-00-1,119241-60-0,119241-61-1,119241-62-2
N-acetylneuraminic acid methyl ester

: 1304780-18-4
5-acetamido-2,6-anhydro-3,5-dideoxy-4-[2-p-tolyl-N'-(methylsulfonyl)acetimidamido]-D-glycero-D-galacto-non-2-enonic acid

Guidance literature:: Multi-step reaction with 7 steps

1.1: pyridine

2.1: trimethylsilyl trifluoromethanesulfonate / ethyl acetate / 3 h / 50 °C

3.1: trimethylsilylazide / tert-butyl alcohol / 9 h / Reflux

4.1: hydrogen / ethanol / 9 h / 20 °C

5.1: copper(l) iodide; triethylamine / chloroform / 1 h / 20 °C / Inert atmosphere

6.1: methanol; sodium methylate / 1 h / 0 °C

7.1: sodium hydroxide / water / 0.5 h / 0 °C

7.2: Amberlite IRC-120 (H⁺)

With pyridine; methanol; copper(l) iodide; trimethylsilyl trifluoromethanesulfonate; trimethylsilylazide; hydrogen; sodium methylate; triethylamine; sodium hydroxide; In ethanol; chloroform; water; ethyl acetate; tert-butyl alcohol; 6.1: Zemplen deacetylation;
DOI:10.1016/j.bmc.2011.02.010