Technology Process of (3'S,4S,9'S,11'S)-2,2',5,8'-tetraoxo-1-phenyl-11'-({[2-({[(prop-2-en-1-yloxy)carbonyl]oxy}methyl)phenyl]methyl}amino)-3-(pyridin-4-ylmethyl)-1',7'-diazaspiro[imidazolidine-4,5'-tricyclo[7.3.0.03,7]dodecane]-11'-carboxylic acid
There total 12 articles about (3'S,4S,9'S,11'S)-2,2',5,8'-tetraoxo-1-phenyl-11'-({[2-({[(prop-2-en-1-yloxy)carbonyl]oxy}methyl)phenyl]methyl}amino)-3-(pyridin-4-ylmethyl)-1',7'-diazaspiro[imidazolidine-4,5'-tricyclo[7.3.0.03,7]dodecane]-11'-carboxylic acid 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:
-
2-formylbenzyl allyl chloroformate; (3'S,4S,9'S,11'S)-11'-amino-2,2',5,8'-tetraoxo-1-phenyl-3-(pyridin-4-ylmethyl)-1',7'-diazaspiro[imidazolidine-4,5'-tricyclo[7.3.0.03,7]dodecane]-11'-carboxylic acid;
In
methanol;
at 20 ℃;
for 0.5h;
With
sodium cyanoborohydride;
In
methanol;
at 20 ℃;
for 12h;
DOI:10.1021/ja3069648
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: hydrogen; palladium on activated charcoal / tetrahydrofuran / 20 °C
2.1: di-tert-butyl dicarbonate; dmap / tetrahydrofuran / 1.5 h / 20 °C
2.2: 0.5 h / 20 °C
3.1: N-ethyl-N,N-diisopropylamine; dmap / tetrahydrofuran / 24 h / 20 °C
4.1: chlorotriisopropylsilane; trifluoroacetic acid / 4 h / 20 °C
5.1: triethylamine / tetrahydrofuran / 0 - 20 °C
6.1: HATU; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 3 h / 20 °C / Inert atmosphere
6.2: 24 h / 20 °C
7.1: tetrakis(triphenylphosphine) palladium(0); phenylsilane / dichloromethane; N,N-dimethyl-formamide / 24 h / 20 °C
8.1: methanol / 0.5 h / 20 °C
8.2: 12 h / 20 °C
With
dmap; tetrakis(triphenylphosphine) palladium(0); chlorotriisopropylsilane; di-tert-butyl dicarbonate; palladium on activated charcoal; phenylsilane; hydrogen; triethylamine; N-ethyl-N,N-diisopropylamine; HATU; trifluoroacetic acid;
In
tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja3069648
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: methanol / 0.5 h / 20 °C
1.2: 12 h / 20 °C
2.1: triethylamine / tetrahydrofuran / 24 h / 20 °C
3.1: hydrogen bromide / dichloromethane; acetic acid / 1.5 h / 20 °C
4.1: HATU; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 3 h / 20 °C / Inert atmosphere
4.2: 24 h / 20 °C
5.1: tetrakis(triphenylphosphine) palladium(0); phenylsilane / dichloromethane; N,N-dimethyl-formamide / 24 h / 20 °C
6.1: methanol / 0.5 h / 20 °C
6.2: 12 h / 20 °C
With
tetrakis(triphenylphosphine) palladium(0); phenylsilane; hydrogen bromide; triethylamine; N-ethyl-N,N-diisopropylamine; HATU;
In
tetrahydrofuran; methanol; dichloromethane; acetic acid; N,N-dimethyl-formamide;
DOI:10.1021/ja3069648
