methyl (4-nitrophenyl 5-acetamido-4-(1-triazolyl)-3,4,5-trideoxy-D-glycero-α-D-galacto-non-2-ulopyranosid)onate

Base Information

Chemical Name:methyl (4-nitrophenyl 5-acetamido-4-(1-triazolyl)-3,4,5-trideoxy-D-glycero-α-D-galacto-non-2-ulopyranosid)onate
CAS No.:1453411-80-7
Molecular Formula:C₂₀H₂₅N₅O₁₀
Molecular Weight:495.446
Hs Code.:

Synonyms:methyl (4-nitrophenyl 5-acetamido-4-(1-triazolyl)-3,4,5-trideoxy-D-glycero-α-D-galacto-non-2-ulopyranosid)onate

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Chemical Property of methyl (4-nitrophenyl 5-acetamido-4-(1-triazolyl)-3,4,5-trideoxy-D-glycero-α-D-galacto-non-2-ulopyranosid)onate

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Technology Process of methyl (4-nitrophenyl 5-acetamido-4-(1-triazolyl)-3,4,5-trideoxy-D-glycero-α-D-galacto-non-2-ulopyranosid)onate

There total 6 articles about methyl (4-nitrophenyl 5-acetamido-4-(1-triazolyl)-3,4,5-trideoxy-D-glycero-α-D-galacto-non-2-ulopyranosid)onate 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:

: C₂₆H₃₁N₅O₁₃

: 1453411-80-7
methyl (4-nitrophenyl 5-acetamido-4-(1-triazolyl)-3,4,5-trideoxy-D-glycero-α-D-galacto-non-2-ulopyranosid)onate

Guidance literature:: C₂₆H₃₁N₅O₁₃; With sodium methylate; In methanol; at 0 ℃; for 0.5h;

In methanol;
DOI:10.1021/ja405916q

Reference yield:

: 108740-39-2,6931-68-6,72690-21-2,73208-82-9,108740-37-0,108740-38-1,119241-63-3,119241-64-4,119241-65-5,147129-72-4,147129-73-5,74006-95-4
(1S,2R)-1-((2R,3R,4S,6R)-3-acetamido-4,6-diacetoxy-6-(methoxycarbonyl)tetrahydro-2H-pyran-2-yl)propane-1,2,3-triyl triacetate

: 1453411-80-7
methyl (4-nitrophenyl 5-acetamido-4-(1-triazolyl)-3,4,5-trideoxy-D-glycero-α-D-galacto-non-2-ulopyranosid)onate

Guidance literature:: Multi-step reaction with 6 steps

1.1: trimethylsilyl trifluoromethanesulfonate / ethyl acetate / 3 h / 50 °C / Inert atmosphere

2.1: trimethylsilylazide / tert-butyl alcohol / 12 h / 80 °C / Inert atmosphere

3.1: lithium chloride / 2 h / 0.2 Torr / Molecular sieve

4.1: N-ethyl-N,N-diisopropylamine / acetonitrile / 20 h / 0 - 20 °C

5.1: toluene / 3 h / 65 °C / Inert atmosphere

6.1: sodium methylate / methanol / 0.5 h / 0 °C

6.2: Amberlite IR-120 resin (NH₄⁺ form)

With trimethylsilyl trifluoromethanesulfonate; trimethylsilylazide; sodium methylate; N-ethyl-N,N-diisopropylamine; lithium chloride; In methanol; ethyl acetate; toluene; acetonitrile; tert-butyl alcohol;
DOI:10.1021/ja405916q

Reference yield:

: 163860-77-3
methyl (5-acetamido-7,8,9-tri-O-acetyl-4-azido-3,4,5-trideoxy-D-glycero-β-D-galacto-non-2-ulopyranosyl)onate chloride

: 1453411-80-7
methyl (4-nitrophenyl 5-acetamido-4-(1-triazolyl)-3,4,5-trideoxy-D-glycero-α-D-galacto-non-2-ulopyranosid)onate

Guidance literature:: Multi-step reaction with 3 steps

1.1: N-ethyl-N,N-diisopropylamine / acetonitrile / 20 h / 0 - 20 °C

2.1: toluene / 3 h / 65 °C / Inert atmosphere

3.1: sodium methylate / methanol / 0.5 h / 0 °C

3.2: Amberlite IR-120 resin (NH₄⁺ form)

With sodium methylate; N-ethyl-N,N-diisopropylamine; In methanol; toluene; acetonitrile;
DOI:10.1021/ja405916q