Technology Process of 4-nitrophenyl 5-acetamido-3,4,5-trideoxy-4-methoxy-D-glycero-α-D-galacto-non-2-ulopyranosylonic acid
There total 8 articles about 4-nitrophenyl 5-acetamido-3,4,5-trideoxy-4-methoxy-D-glycero-α-D-galacto-non-2-ulopyranosylonic acid which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
methyl (4-nitrophenyl 5-acetamido-3,4,5-trideoxy-4-methoxy-β-D-glycero-D-galacto-non-2-ulpyranosid)onate;
With
lithium hydroxide monohydrate;
In
tetrahydrofuran; water;
at 0 ℃;
for 0.5h;
In
tetrahydrofuran; water;
DOI:10.1021/ja405916q
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: Amberlite IR-120 resin (H+form) / 48 h / Reflux
2.1: toluene-4-sulfonic acid / 4 h / 20 °C / Molecular sieve
3.1: sodium hydride / acetonitrile / 0.25 h / 0 °C / Inert atmosphere
3.2: 0.33 h / 0 °C / Inert atmosphere
4.1: sodium hydroxide / water; methanol / 1 h / 20 °C
4.2: Amberlite IR-120 resin (H+ form) / 70 °C
5.1: 3 h / 20 °C / Inert atmosphere
6.1: acetyl chloride; acetic acid / methanol / 48 h / 0 - 20 °C / Sealed tube
7.1: N-ethyl-N,N-diisopropylamine / acetonitrile / 48 h / 0 - 20 °C
7.2: 0.5 h / 0 °C
7.3: Amberlite IR-120 resin (H+ form)
8.1: lithium hydroxide monohydrate / tetrahydrofuran; water / 0.5 h / 0 °C
8.2: Amberlite IR-120 resin (NH4+ form)
With
lithium hydroxide monohydrate; sodium hydride; toluene-4-sulfonic acid; acetic acid; N-ethyl-N,N-diisopropylamine; acetyl chloride; sodium hydroxide;
In
tetrahydrofuran; methanol; water; acetonitrile;
DOI:10.1021/ja405916q
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: toluene-4-sulfonic acid / 4 h / 20 °C / Molecular sieve
2.1: sodium hydride / acetonitrile / 0.25 h / 0 °C / Inert atmosphere
2.2: 0.33 h / 0 °C / Inert atmosphere
3.1: sodium hydroxide / water; methanol / 1 h / 20 °C
3.2: Amberlite IR-120 resin (H+ form) / 70 °C
4.1: 3 h / 20 °C / Inert atmosphere
5.1: acetyl chloride; acetic acid / methanol / 48 h / 0 - 20 °C / Sealed tube
6.1: N-ethyl-N,N-diisopropylamine / acetonitrile / 48 h / 0 - 20 °C
6.2: 0.5 h / 0 °C
6.3: Amberlite IR-120 resin (H+ form)
7.1: lithium hydroxide monohydrate / tetrahydrofuran; water / 0.5 h / 0 °C
7.2: Amberlite IR-120 resin (NH4+ form)
With
lithium hydroxide monohydrate; sodium hydride; toluene-4-sulfonic acid; acetic acid; N-ethyl-N,N-diisopropylamine; acetyl chloride; sodium hydroxide;
In
tetrahydrofuran; methanol; water; acetonitrile;
DOI:10.1021/ja405916q
