Technology Process of 2-{(1R,2S,3R,4S)-3-[2-(2-Methoxycarbonyl-2-methyl-propyl)-benzyl]-7-oxa-bicyclo[2.2.1]hept-2-yl}-oxazole-4-carboxylic acid benzyl ester
There total 11 articles about 2-{(1R,2S,3R,4S)-3-[2-(2-Methoxycarbonyl-2-methyl-propyl)-benzyl]-7-oxa-bicyclo[2.2.1]hept-2-yl}-oxazole-4-carboxylic acid benzyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
1,8-diazabicyclo[5.4.0]undec-7-ene; copper(ll) bromide;
In
chloroform; ethyl acetate;
at 25 ℃;
DOI:10.1021/jm00062a013
- Guidance literature:
-
Multi-step reaction with 10 steps
1: EtMgBr / tetrahydrofuran / 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 / tetrahydrofuran / 0 - 25 °C
9: PPh3, CCl4, (iPr)2NEt / acetonitrile; CH2Cl2 / 25 °C
10: CuBr2, DBU / ethyl acetate; CHCl3 / 25 °C
With
pyridine; chromium(VI) oxide; methanol; tetrachloromethane; N-iodo-succinimide; sulfuric acid; ethylmagnesium bromide; tetrabutyl ammonium fluoride; hydrogen; potassium carbonate; benzotriazol-1-ol; Dess-Martin periodane; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; copper(ll) bromide;
palladium hydroxide - carbon;
In
tetrahydrofuran; dichloromethane; chloroform; ethyl acetate; acetone; acetonitrile;
DOI:10.1021/jm00062a013
- Guidance literature:
-
Multi-step reaction with 10 steps
1: EtMgBr / tetrahydrofuran / 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 / tetrahydrofuran / 0 - 25 °C
9: PPh3, CCl4, (iPr)2NEt / acetonitrile; CH2Cl2 / 25 °C
10: CuBr2, DBU / ethyl acetate; CHCl3 / 25 °C
With
pyridine; chromium(VI) oxide; methanol; tetrachloromethane; N-iodo-succinimide; sulfuric acid; ethylmagnesium bromide; tetrabutyl ammonium fluoride; hydrogen; potassium carbonate; benzotriazol-1-ol; Dess-Martin periodane; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; copper(ll) bromide;
palladium hydroxide - carbon;
In
tetrahydrofuran; dichloromethane; chloroform; ethyl acetate; acetone; acetonitrile;
DOI:10.1021/jm00062a013