Technology Process of tert-butyl (2S)-(3-acetoxypropane-1-sulfonyl)amino-3-[4-{(3S)-(pyrimidin-2-ylamino)piperidin-1-yl}benzoylamino]propionate
There total 13 articles about tert-butyl (2S)-(3-acetoxypropane-1-sulfonyl)amino-3-[4-{(3S)-(pyrimidin-2-ylamino)piperidin-1-yl}benzoylamino]propionate 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 8 steps
1: 77 percent / SOCl2 / methanol / -78 - 20 °C
2: LiAlH4 / tetrahydrofuran / 5 - 20 °C
3: 42 percent / NaHCO3 / 1-methyl-pyrrolidin-2-one / 23 h / 120 °C
4: 58 percent / (i-Pr)2NEt / 1-methyl-pyrrolidin-2-one / 20 h / 110 °C
5: 77 percent / NaOH / tetrahydrofuran; methanol; H2O / 6 h / 40 °C
6: (i-Pr)2NEt; BOP / dimethylformamide / 14 h / 20 °C
7: H2 / Pd/C / tetrahydrofuran / 12 h / 20 °C / 760 Torr
8: (i-Pr)2NEt / dimethylformamide / 3 h / 20 °C
With
sodium hydroxide; lithium aluminium tetrahydride; thionyl chloride; hydrogen; sodium hydrogencarbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine;
palladium on activated charcoal;
In
tetrahydrofuran; 1-methyl-pyrrolidin-2-one; methanol; water; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2005.10.055
- Guidance literature:
-
Multi-step reaction with 6 steps
1: 58 percent / (i-Pr)2NEt / 1-methyl-pyrrolidin-2-one / 20 h / 110 °C
2: 77 percent / NaOH / tetrahydrofuran; methanol; H2O / 6 h / 40 °C
3: (i-Pr)2NEt; BOP / dimethylformamide / 14 h / 20 °C
4: H2 / Pd/C / tetrahydrofuran / 12 h / 20 °C / 760 Torr
5: (i-Pr)2NEt / dimethylformamide / 3 h / 20 °C
With
sodium hydroxide; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine;
palladium on activated charcoal;
In
tetrahydrofuran; 1-methyl-pyrrolidin-2-one; methanol; water; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2005.10.055
- Guidance literature:
-
Multi-step reaction with 7 steps
1: LiAlH4 / tetrahydrofuran / 5 - 20 °C
2: 42 percent / NaHCO3 / 1-methyl-pyrrolidin-2-one / 23 h / 120 °C
3: 58 percent / (i-Pr)2NEt / 1-methyl-pyrrolidin-2-one / 20 h / 110 °C
4: 77 percent / NaOH / tetrahydrofuran; methanol; H2O / 6 h / 40 °C
5: (i-Pr)2NEt; BOP / dimethylformamide / 14 h / 20 °C
6: H2 / Pd/C / tetrahydrofuran / 12 h / 20 °C / 760 Torr
7: (i-Pr)2NEt / dimethylformamide / 3 h / 20 °C
With
sodium hydroxide; lithium aluminium tetrahydride; hydrogen; sodium hydrogencarbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine;
palladium on activated charcoal;
In
tetrahydrofuran; 1-methyl-pyrrolidin-2-one; methanol; water; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2005.10.055