Technology Process of benzyl (3R/S)-6-(tert-butoxycarbonyl)-3-[N-(tert-butoxycarbonyl)amino]-4-oxo-hexanoate
There total 7 articles about benzyl (3R/S)-6-(tert-butoxycarbonyl)-3-[N-(tert-butoxycarbonyl)amino]-4-oxo-hexanoate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(3S)-6-(tert-butoxycarbonyl)-3-[N-(tert-butoxycarbonyl)amino]-4-oxo-hexanoic acid;
With
caesium carbonate;
In
methanol;
pH=8;
benzyl bromide;
In
N,N-dimethyl-formamide;
at 20 ℃;
for 6h;
DOI:10.1021/jm040780c
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: butyllithium / hexane; tetrahydrofuran / 0.5 h / -78 °C
1.2: 48 percent / hexane; tetrahydrofuran / 1 h / -78 °C
2.1: 53 percent / lithium chloride; triethylamine / acetonitrile / 1 h / 0 °C
3.1: 59 percent / H2 / Pd/C / ethyl acetate / 3 h / 20 °C
4.1: 62 percent / pyridinium dichromate / dimethylformamide / 2.5 h
5.1: aq. Cs2CO3 / methanol / pH 8
5.2: 72 percent / dimethylformamide / 6 h / 20 °C
With
dipyridinium dichromate; n-butyllithium; hydrogen; caesium carbonate; triethylamine; lithium chloride;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; hexane; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;
2.1: Horner-Wadsworth-Emmons reaction;
DOI:10.1021/jm040780c
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: 53 percent / lithium chloride; triethylamine / acetonitrile / 1 h / 0 °C
2.1: 59 percent / H2 / Pd/C / ethyl acetate / 3 h / 20 °C
3.1: 62 percent / pyridinium dichromate / dimethylformamide / 2.5 h
4.1: aq. Cs2CO3 / methanol / pH 8
4.2: 72 percent / dimethylformamide / 6 h / 20 °C
With
dipyridinium dichromate; hydrogen; caesium carbonate; triethylamine; lithium chloride;
palladium on activated charcoal;
In
methanol; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;
1.1: Horner-Wadsworth-Emmons reaction;
DOI:10.1021/jm040780c
