Technology Process of (2-{(1S,2R,3S,4R)-3-[(S)-1-(4-Cyclohexyl-butylcarbamoyl)-2-methanesulfonyloxy-ethylcarbamoyl]-7-oxa-bicyclo[2.2.1]hept-2-ylmethyl}-phenyl)-acetic acid methyl ester
There total 13 articles about (2-{(1S,2R,3S,4R)-3-[(S)-1-(4-Cyclohexyl-butylcarbamoyl)-2-methanesulfonyloxy-ethylcarbamoyl]-7-oxa-bicyclo[2.2.1]hept-2-ylmethyl}-phenyl)-acetic acid methyl ester 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 9 steps
1: EtMgBr / 0 - 25 °C
2: H2, AcOH / 20percent Pd(OH)2-C / 760 Torr
3: pyridine / 0 - 25 °C
4: n-Bu4NF / tetrahydrofuran / 25 °C
5: 1.) Dess-Martin periodinane, 2.) K2CO3, NIS / 1.) CH2Cl2, 25 deg C, 2.) 25 deg C
6: K2CO3, MeOH / 25 °C
7: CrO3, H2SO4 / acetone / 25 °C
8: 1-hydroxybenzotriazole, Et3N, ethyl (3-(dimethylamino)propyl)carbodiimide hydrochloride / dimethylformamide / 0 - 25 °C
9: (iPr)2NEt / CH2Cl2 / 0 °C
With
pyridine; chromium(VI) oxide; methanol; N-iodo-succinimide; sulfuric acid; ethylmagnesium bromide; tetrabutyl ammonium fluoride; hydrogen; potassium carbonate; benzotriazol-1-ol; Dess-Martin periodane; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine;
palladium hydroxide - carbon;
In
tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jm00062a013
- Guidance literature:
-
Multi-step reaction with 9 steps
1: EtMgBr / 0 - 25 °C
2: H2, AcOH / 20percent Pd(OH)2-C / 760 Torr
3: pyridine / 0 - 25 °C
4: n-Bu4NF / tetrahydrofuran / 25 °C
5: 1.) Dess-Martin periodinane, 2.) K2CO3, NIS / 1.) CH2Cl2, 25 deg C, 2.) 25 deg C
6: K2CO3, MeOH / 25 °C
7: CrO3, H2SO4 / acetone / 25 °C
8: 1-hydroxybenzotriazole, Et3N, ethyl (3-(dimethylamino)propyl)carbodiimide hydrochloride / dimethylformamide / 0 - 25 °C
9: (iPr)2NEt / CH2Cl2 / 0 °C
With
pyridine; chromium(VI) oxide; methanol; N-iodo-succinimide; sulfuric acid; ethylmagnesium bromide; tetrabutyl ammonium fluoride; hydrogen; potassium carbonate; benzotriazol-1-ol; Dess-Martin periodane; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine;
palladium hydroxide - carbon;
In
tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jm00062a013
- Guidance literature:
-
Multi-step reaction with 8 steps
1: H2, AcOH / 20percent Pd(OH)2-C / 760 Torr
2: pyridine / 0 - 25 °C
3: n-Bu4NF / tetrahydrofuran / 25 °C
4: 1.) Dess-Martin periodinane, 2.) K2CO3, NIS / 1.) CH2Cl2, 25 deg C, 2.) 25 deg C
5: K2CO3, MeOH / 25 °C
6: CrO3, H2SO4 / acetone / 25 °C
7: 1-hydroxybenzotriazole, Et3N, ethyl (3-(dimethylamino)propyl)carbodiimide hydrochloride / dimethylformamide / 0 - 25 °C
8: (iPr)2NEt / CH2Cl2 / 0 °C
With
pyridine; chromium(VI) oxide; methanol; N-iodo-succinimide; sulfuric acid; tetrabutyl ammonium fluoride; hydrogen; potassium carbonate; benzotriazol-1-ol; Dess-Martin periodane; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine;
palladium hydroxide - carbon;
In
tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jm00062a013