Technology Process of 1-benzyl 5-(tert-butyl) (S)-2-({[(benzyloxy)carbonyl]amino}methyl)pentanedioate
There total 7 articles about 1-benzyl 5-(tert-butyl) (S)-2-({[(benzyloxy)carbonyl]amino}methyl)pentanedioate 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:
-
With
tetra-(n-butyl)ammonium iodide; sodium hydrogencarbonate;
In
N,N-dimethyl-formamide;
at 20 ℃;
for 20h;
DOI:10.1002/hlca.200490142
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: 24 percent / NEt3; DMAP; N-hydroxysuccinimide / toluene / 24 h / Heating
2.1: tBuCOCl; NEt3 / tetrahydrofuran / 2 h / -30 °C
2.2: 90 percent / LiCl / tetrahydrofuran / -30 - 20 °C
3.1: LHDMS / tetrahydrofuran / 1 h / -78 °C
3.2: 55 percent / tetrahydrofuran / 20 h / -50 °C
4.1: 89 percent / H2 / Pd/C / tetrahydrofuran / 1.5 h
5.1: Et3N; DPPA / toluene
5.2: 75 percent / toluene / 16 h / Heating
6.1: 93 percent / LiOH*H2O; H2O2 / tetrahydrofuran; H2O / 2 h / 0 °C
7.1: 93 percent / NaHCO3; Bu4NI / dimethylformamide / 20 h / 20 °C
With
dmap; lithium hydroxide; 1-hydroxy-pyrrolidine-2,5-dione; diphenyl-phosphinic acid; hydrogen; dihydrogen peroxide; pivaloyl chloride; tetra-(n-butyl)ammonium iodide; sodium hydrogencarbonate; triethylamine; lithium hexamethyldisilazane;
palladium on activated charcoal;
In
tetrahydrofuran; water; N,N-dimethyl-formamide; toluene;
DOI:10.1002/hlca.200490142
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: tBuCOCl; NEt3 / tetrahydrofuran / 2 h / -30 °C
1.2: 90 percent / LiCl / tetrahydrofuran / -30 - 20 °C
2.1: LHDMS / tetrahydrofuran / 1 h / -78 °C
2.2: 55 percent / tetrahydrofuran / 20 h / -50 °C
3.1: 89 percent / H2 / Pd/C / tetrahydrofuran / 1.5 h
4.1: Et3N; DPPA / toluene
4.2: 75 percent / toluene / 16 h / Heating
5.1: 93 percent / LiOH*H2O; H2O2 / tetrahydrofuran; H2O / 2 h / 0 °C
6.1: 93 percent / NaHCO3; Bu4NI / dimethylformamide / 20 h / 20 °C
With
lithium hydroxide; diphenyl-phosphinic acid; hydrogen; dihydrogen peroxide; pivaloyl chloride; tetra-(n-butyl)ammonium iodide; sodium hydrogencarbonate; triethylamine; lithium hexamethyldisilazane;
palladium on activated charcoal;
In
tetrahydrofuran; water; N,N-dimethyl-formamide; toluene;
DOI:10.1002/hlca.200490142