Technology Process of (3'R,4'R,5'S,6'S)-5-(2-(Benzyloxy)ethyl)-4'-benzenesulfonamidobicyclo<2.2.1>heptane
There total 11 articles about (3'R,4'R,5'S,6'S)-5-(2-(Benzyloxy)ethyl)-4'-benzenesulfonamidobicyclo<2.2.1>heptane which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 4 steps
1: H2 / 5percent Pt / C / ethyl acetate / 2 h / 1861.7 Torr / Ambient temperature
2: 87.9 percent / 30percent H2O2, LiOH*H2O / tetrahydrofuran; H2O / 10 h / 3 °C
4: Et3N / CH2Cl2 / 1.)0 deg C, 30 min., 2.)r.t., 1,5 h
With
lithium hydroxide; hydrogen; dihydrogen peroxide; triethylamine;
platinum on activated charcoal;
In
tetrahydrofuran; dichloromethane; water; ethyl acetate;
DOI:10.1021/jo00304a019
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 89 percent / 1.)diisobutylaluminum hydride, 2.)methanol / toluene / Ambient temperature
2: oxalyl chloride - DMSO, Et3N / CH2Cl2 / 0.75 h / -70 - -65 °C
3: 181.2 g / CH2Cl2 / 1.)-70 -> -65 deg C, 15 min., 2.)r.t., 4 h
4: 1N NaOH / tetrahydrofuran / 5 h / Ambient temperature
6: Et2AlCl / CH2Cl2 / 5 h / -78 °C
7: 87.9 percent / 30percent H2O2, LiOH*H2O / tetrahydrofuran; H2O / 10 h / 3 °C
9: Et3N / CH2Cl2 / 1.)0 deg C, 30 min., 2.)r.t., 1,5 h
With
methanol; lithium hydroxide; sodium hydroxide; oxalyl dichloride; dihydrogen peroxide; diethylaluminium chloride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine;
In
tetrahydrofuran; dichloromethane; water; toluene;
DOI:10.1021/jo00304a019
- Guidance literature:
-
Multi-step reaction with 8 steps
1: oxalyl chloride - DMSO, Et3N / CH2Cl2 / 0.75 h / -70 - -65 °C
2: 181.2 g / CH2Cl2 / 1.)-70 -> -65 deg C, 15 min., 2.)r.t., 4 h
3: 1N NaOH / tetrahydrofuran / 5 h / Ambient temperature
5: Et2AlCl / CH2Cl2 / 5 h / -78 °C
6: 87.9 percent / 30percent H2O2, LiOH*H2O / tetrahydrofuran; H2O / 10 h / 3 °C
8: Et3N / CH2Cl2 / 1.)0 deg C, 30 min., 2.)r.t., 1,5 h
With
lithium hydroxide; sodium hydroxide; oxalyl dichloride; dihydrogen peroxide; diethylaluminium chloride; dimethyl sulfoxide; triethylamine;
In
tetrahydrofuran; dichloromethane; water;
DOI:10.1021/jo00304a019