Technology Process of 8-Azabicyclo[3.2.1]octane-2,8-dicarboxylic acid,
4-(1-hydroxyethyl)-3-oxo-, 8-(1,1-dimethylethyl) 2-(phenylmethyl) ester,
(1R,5S)-
There total 5 articles about 8-Azabicyclo[3.2.1]octane-2,8-dicarboxylic acid,
4-(1-hydroxyethyl)-3-oxo-, 8-(1,1-dimethylethyl) 2-(phenylmethyl) ester,
(1R,5S)- 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:
-
benzyl (1R,5S)-8-tert-butoxycarbonyl-3-oxo-8-azabicyclo[3.2.1]octan-2-carboxylate;
With
sodium hydride;
In
tetrahydrofuran;
at 0 ℃;
for 1.5h;
With
lithium diisopropyl amide;
In
tetrahydrofuran; hexane;
for 6h;
acetaldehyde;
In
tetrahydrofuran; hexane;
for 0.333333h;
DOI:10.1016/S0957-4166(02)00657-2
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: H2 / 10 percent Pd/C / methanol; acetic acid / 20 h / 20 °C
2.1: 83 percent / triethylamine / CHCl3 / 0.5 h / 20 °C
3.1: 98 percent / 4-dimethylaminopyridine / toluene / 16 h / Heating
4.1: NaH / tetrahydrofuran / 1.5 h / 0 °C
4.2: lithium diisopropylamide / tetrahydrofuran; hexane / 6 h
4.3: 56 percent / tetrahydrofuran; hexane / 0.33 h
With
dmap; hydrogen; sodium hydride; triethylamine;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; chloroform; acetic acid; toluene;
DOI:10.1016/S0957-4166(02)00657-2
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: 38 percent / porcine liver esterase / aq. phosphate buffer; dimethylsulfoxide / 24 h / 20 °C / pH 8.0
2.1: H2 / 10 percent Pd/C / methanol; acetic acid / 20 h / 20 °C
3.1: 83 percent / triethylamine / CHCl3 / 0.5 h / 20 °C
4.1: 98 percent / 4-dimethylaminopyridine / toluene / 16 h / Heating
5.1: NaH / tetrahydrofuran / 1.5 h / 0 °C
5.2: lithium diisopropylamide / tetrahydrofuran; hexane / 6 h
5.3: 56 percent / tetrahydrofuran; hexane / 0.33 h
With
porcine liver esterase; dmap; hydrogen; sodium hydride; triethylamine;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; phosphate buffer; chloroform; acetic acid; dimethyl sulfoxide; toluene;
DOI:10.1016/S0957-4166(02)00657-2
