Technology Process of (2S)-N-[(3S,5S)-3,5-dimethyl-6-(tert-butyldiphenylsilyloxy)-hex-1-yl]-2-methylbutyramide
There total 7 articles about (2S)-N-[(3S,5S)-3,5-dimethyl-6-(tert-butyldiphenylsilyloxy)-hex-1-yl]-2-methylbutyramide which
guide to synthetic route it.
The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:
synthetic route:
- Guidance literature:
-
Multi-step reaction with 4 steps
1: Et3N; DMAP / CH2Cl2 / 0 - 20 °C
2: 87 percent / NaN3 / dimethylformamide / 20 °C
3: H2 / Pd/C / ethyl acetate / 1.5 h / 20 °C / 760.05 Torr
4: 826 mg / diethyl phosphorocyanidate; Et3N / dimethylformamide / 0 - 20 °C
With
dmap; sodium azide; diethyl cyanophosphonate; hydrogen; triethylamine;
palladium on activated charcoal;
In
dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2004.06.014
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C
1.2: tetrahydrofuran; hexane / -78 - 20 °C
2.1: 63 percent / LiAlH4 / tetrahydrofuran / 1.5 h / Heating
3.1: 9-borabicyclo[3.3.1]nonane dimer / tetrahydrofuran / 0.67 h / sonication
3.2: 71 percent / aq. NaOH; aq. H2O2 / tetrahydrofuran / -5 °C
4.1: Et3N; DMAP / CH2Cl2 / 0 - 20 °C
5.1: 87 percent / NaN3 / dimethylformamide / 20 °C
6.1: H2 / Pd/C / ethyl acetate / 1.5 h / 20 °C / 760.05 Torr
7.1: 826 mg / diethyl phosphorocyanidate; Et3N / dimethylformamide / 0 - 20 °C
With
dmap; lithium aluminium tetrahydride; n-butyllithium; sodium azide; diethyl cyanophosphonate; hydrogen; triethylamine; dimeric 9-borabicyclo[3.3.1]nonane;
palladium on activated charcoal;
In
tetrahydrofuran; hexane; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2004.06.014
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: 9-borabicyclo[3.3.1]nonane dimer / tetrahydrofuran / 0.67 h / sonication
1.2: 71 percent / aq. NaOH; aq. H2O2 / tetrahydrofuran / -5 °C
2.1: Et3N; DMAP / CH2Cl2 / 0 - 20 °C
3.1: 87 percent / NaN3 / dimethylformamide / 20 °C
4.1: H2 / Pd/C / ethyl acetate / 1.5 h / 20 °C / 760.05 Torr
5.1: 826 mg / diethyl phosphorocyanidate; Et3N / dimethylformamide / 0 - 20 °C
With
dmap; sodium azide; diethyl cyanophosphonate; hydrogen; triethylamine; dimeric 9-borabicyclo[3.3.1]nonane;
palladium on activated charcoal;
In
tetrahydrofuran; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2004.06.014
