Technology Process of (1S,2S,4R)-2-Benzenesulfonylmethyl-1,3,3-trimethyl-7-oxa-bicyclo[2.2.1]heptane
There total 12 articles about (1S,2S,4R)-2-Benzenesulfonylmethyl-1,3,3-trimethyl-7-oxa-bicyclo[2.2.1]heptane which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 12 steps
1: toluene / 50 h / Heating
2: H2 / Pd/C
3: 78 percent / Na, liq. ammonia / tetrahydrofuran / -78 °C
4: sodium nitrite, acetic acid, acetic anhydride
5: KOH
6: 2N hydrochloric acid / pH= 7
7: CBr4, PPh3 / tetrahydrofuran / 0 °C
8: Ph3SnH, AIBN / benzene / Heating
9: LiAlH4 / diethyl ether / 0 °C
10: pyridine / 0 °C
11: ethanol / Ambient temperature
12: MCPBA / CH2Cl2 / Ambient temperature
With
pyridine; hydrogenchloride; potassium hydroxide; lithium aluminium tetrahydride; 2,2'-azobis(isobutyronitrile); carbon tetrabromide; triphenylstannane; ammonia; hydrogen; sodium; acetic anhydride; acetic acid; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; sodium nitrite;
palladium on activated charcoal;
In
tetrahydrofuran; diethyl ether; ethanol; dichloromethane; toluene; benzene;
DOI:10.1246/cl.1981.29
- Guidance literature:
-
Multi-step reaction with 11 steps
1: H2 / Pd/C
2: 78 percent / Na, liq. ammonia / tetrahydrofuran / -78 °C
3: sodium nitrite, acetic acid, acetic anhydride
4: KOH
5: 2N hydrochloric acid / pH= 7
6: CBr4, PPh3 / tetrahydrofuran / 0 °C
7: Ph3SnH, AIBN / benzene / Heating
8: LiAlH4 / diethyl ether / 0 °C
9: pyridine / 0 °C
10: ethanol / Ambient temperature
11: MCPBA / CH2Cl2 / Ambient temperature
With
pyridine; hydrogenchloride; potassium hydroxide; lithium aluminium tetrahydride; 2,2'-azobis(isobutyronitrile); carbon tetrabromide; triphenylstannane; ammonia; hydrogen; sodium; acetic anhydride; acetic acid; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; sodium nitrite;
palladium on activated charcoal;
In
tetrahydrofuran; diethyl ether; ethanol; dichloromethane; benzene;
DOI:10.1246/cl.1981.29
- Guidance literature:
-
With
3-chloro-benzenecarboperoxoic acid;
In
dichloromethane;
Yield given;
Ambient temperature;
DOI:10.1246/cl.1981.29