Technology Process of (2S,3S,4R)-1-O-(α-D-galactopyranosyl)-N-(11-(4-fluorophenyl)undecanoyl)-2-amino-1,3,4-octadecanetriol
There total 11 articles about (2S,3S,4R)-1-O-(α-D-galactopyranosyl)-N-(11-(4-fluorophenyl)undecanoyl)-2-amino-1,3,4-octadecanetriol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
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Multi-step reaction with 7 steps
1.1: potassium carbonate; copper(ll) sulfate pentahydrate; triflic azide / methanol; water / 20 °C / Inert atmosphere
2.1: pyridine / dichloromethane / 0 °C / Inert atmosphere
3.1: 2,6-di-tert-butyl-4-methylpyridine / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere; Molecular sieve
3.2: -10 °C / Inert atmosphere; Molecular sieve
4.1: hydrogen / ethyl acetate
5.1: N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / dichloromethane; N,N-dimethyl-formamide / 6 h / 40 °C / Inert atmosphere
6.1: potassium hydroxide / methanol / 20 °C / Inert atmosphere
7.1: 10 wt% Pd(OH)2 on carbon; hydrogen / chloroform; methanol / 17 h / 20 °C
With
pyridine; 2,6-di-tert-butyl-4-methylpyridine; copper(ll) sulfate pentahydrate; triflic azide; 10 wt% Pd(OH)2 on carbon; hydrogen; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; potassium hydroxide;
In
tetrahydrofuran; methanol; dichloromethane; chloroform; water; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/j.carres.2018.11.005
- Guidance literature:
-
Multi-step reaction with 3 steps
1: N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / dichloromethane; N,N-dimethyl-formamide / 6 h / 40 °C / Inert atmosphere
2: potassium hydroxide / methanol / 20 °C / Inert atmosphere
3: 10 wt% Pd(OH)2 on carbon; hydrogen / chloroform; methanol / 17 h / 20 °C
With
10 wt% Pd(OH)2 on carbon; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; potassium hydroxide;
In
methanol; dichloromethane; chloroform; N,N-dimethyl-formamide;
DOI:10.1016/j.carres.2018.11.005