Technology Process of tert-butyl (1S)-5-diazo-1-benzyl-4-oxopentylcarbamate
There total 4 articles about tert-butyl (1S)-5-diazo-1-benzyl-4-oxopentylcarbamate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: DIBAL-H / toluene / 0.5 h / -78 °C
1.2: toluene; methanol / 12 h / -78 °C
2.1: 10 percent aq. NaOH / methanol / 18 h / 20 °C
3.1: 87 percent / H2 / 10 percent Pd/C / ethyl acetate / 3 h / 2327.17 Torr
4.1: Et3N / tetrahydrofuran / 0.33 h / -10 °C
5.1: tetrahydrofuran / 18 h / 20 °C
With
sodium hydroxide; hydrogen; diisobutylaluminium hydride; triethylamine;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; ethyl acetate; toluene;
1.1: Reduction / 1.2: Wittig reaction / 2.1: Hydrolysis / 3.1: Hydrogenation / 4.1: Condensation / 5.1: Substitution;
DOI:10.1139/v00-066
- Guidance literature:
-
Multi-step reaction with 4 steps
1: 10 percent aq. NaOH / methanol / 18 h / 20 °C
2: 87 percent / H2 / 10 percent Pd/C / ethyl acetate / 3 h / 2327.17 Torr
3: Et3N / tetrahydrofuran / 0.33 h / -10 °C
4: tetrahydrofuran / 18 h / 20 °C
With
sodium hydroxide; hydrogen; triethylamine;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; ethyl acetate;
1: Hydrolysis / 2: Hydrogenation / 3: Condensation / 4: Substitution;
DOI:10.1139/v00-066
- Guidance literature:
-
Multi-step reaction with 3 steps
1: 87 percent / H2 / 10 percent Pd/C / ethyl acetate / 3 h / 2327.17 Torr
2: Et3N / tetrahydrofuran / 0.33 h / -10 °C
3: tetrahydrofuran / 18 h / 20 °C
With
hydrogen; triethylamine;
palladium on activated charcoal;
In
tetrahydrofuran; ethyl acetate;
1: Hydrogenation / 2: Condensation / 3: Substitution;
DOI:10.1139/v00-066
