Technology Process of (2S,3S)-2-(biphenyl-4-ylmethoxy)-N,3-dihydroxy-2-methyl-3-(5-methylisoxazol-3-yl)propanamide
There total 7 articles about (2S,3S)-2-(biphenyl-4-ylmethoxy)-N,3-dihydroxy-2-methyl-3-(5-methylisoxazol-3-yl)propanamide which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
hydroxylamine hydrochloride; lithium methanolate;
In
methanol;
at 25 ℃;
for 5h;
Inert atmosphere;
DOI:10.1016/j.bmcl.2012.01.140
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: sodium hydride / tetrahydrofuran; N,N-dimethyl-formamide; mineral oil / 2 h / -20 - 50 °C / Inert atmosphere
2.1: water; lithium hydroxide / tetrahydrofuran / 18 h / 25 °C / Inert atmosphere
3.1: thionyl chloride / 1 h / 65 °C / Inert atmosphere
4.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere
4.2: 3.5 h / -78 - 25 °C / Inert atmosphere
5.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane; ethylbenzene / 0.5 h / -78 °C / Inert atmosphere
5.2: 1 h / -40 °C / Inert atmosphere
5.3: 2 h / -78 - -40 °C / Inert atmosphere
6.1: hydroxylamine hydrochloride; lithium methanolate / methanol / 5 h / 25 °C / Inert atmosphere
With
n-butyllithium; thionyl chloride; hydroxylamine hydrochloride; lithium methanolate; water; sodium hydride; lithium hydroxide; lithium diisopropyl amide;
In
tetrahydrofuran; methanol; hexane; n-heptane; ethylbenzene; N,N-dimethyl-formamide; mineral oil;
DOI:10.1016/j.bmcl.2012.01.140