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Glidobactin A synthesis
- Product Name:Glidobactin A
- CAS Number:108351-50-4
- Molecular formula:C27H44N4O6.H2O
- Molecular Weight:538.681
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Yield:-
Steps:
Multi-step reaction with 9 steps
1.1: α-ketoglutaric acid; ferrous(II) sulfate heptahydrate; ascorbic acid; GlbB; oxygen / aq. phosphate buffer / 23 °C / pH 8 / Microbiological reaction
2.1: sodium hydroxide / ethanol / 12 h / 20 °C / pH 11
3.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / dichloromethane / 2 h / 0 °C / Inert atmosphere
4.1: trimethylaluminum / tetrahydrofuran; toluene / 0.5 h / -20 °C / Inert atmosphere
4.2: 28 h / -20 - 20 °C / Inert atmosphere
5.1: lithium aluminium tetrahydride / diethyl ether / 0.5 h / 0 °C
6.1: acetonitrile / 2 h / 60 °C
7.1: chlorotriisopropylsilane; phenol / water / 20 °C
8.1: 4‐(4,6dimethoxy‐1,3,5‐triazin‐2‐yl)‐4‐methylmorpholinium tetrafluoroborate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 36 h / 20 °C / Inert atmosphere
9.1: N-ethyl-N,N-diisopropylamine; 3-[(diethoxyphosphinyl)oxy]-1,2,3-benzotriazin-4(3H)-one / N,N-dimethyl-formamide / 12 h / 0 - 20 °C
References:
Amatuni, Alexander;Shuster, Anton;Adibekian, Alexander;Renata, Hans [Cell Chemical Biology,2020,vol. 27,# 10,p. 1318 - 18,1326]
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