Technology Process of (1R,3S,4S,5R,6R,7R)-5,6-Bis(benzyloxy)-3-methoxy-2-oxabicyclo<2.2.1>heptane-7-acetic Acid tert-Butyl Ester
There total 14 articles about (1R,3S,4S,5R,6R,7R)-5,6-Bis(benzyloxy)-3-methoxy-2-oxabicyclo<2.2.1>heptane-7-acetic Acid tert-Butyl Ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 3 steps
1: 1) NaH / 1) THF, 0 deg C, 15 min, 2) THF, -78 deg C
2: N-iodosuccinimide / acetonitrile / 6 h / Ambient temperature
3: n-Bu3SnH, AIBN / toluene / Heating
With
N-iodo-succinimide; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; sodium hydride;
In
toluene; acetonitrile;
DOI:10.1021/jo00028a033
- Guidance literature:
-
Multi-step reaction with 6 steps
1: 65 percent / NaH, tetrabutylammonium iodide / tetrahydrofuran / 9 h / Ambient temperature
2: 89 percent / tetrabutylammonium fluoride / tetrahydrofuran / Ambient temperature
3: pyridinium chlorochromate, 4-Angstroem molecular sieves / CH2Cl2
4: 1) NaH / 1) THF, 0 deg C, 15 min, 2) THF, -78 deg C
5: N-iodosuccinimide / acetonitrile / 6 h / Ambient temperature
6: n-Bu3SnH, AIBN / toluene / Heating
With
N-iodo-succinimide; 2,2'-azobis(isobutyronitrile); 4 A molecular sieve; tetrabutyl ammonium fluoride; tri-n-butyl-tin hydride; tetra-(n-butyl)ammonium iodide; sodium hydride; pyridinium chlorochromate;
In
tetrahydrofuran; dichloromethane; toluene; acetonitrile;
DOI:10.1021/jo00028a033
- Guidance literature:
-
Multi-step reaction with 6 steps
1: 65 percent / NaH, tetrabutylammonium iodide / tetrahydrofuran / 9 h / Ambient temperature
2: 89 percent / tetrabutylammonium fluoride / tetrahydrofuran / Ambient temperature
3: pyridinium chlorochromate, 4-Angstroem molecular sieves / CH2Cl2
4: 1) NaH / 1) THF, 0 deg C, 15 min, 2) THF, -78 deg C
5: N-iodosuccinimide / acetonitrile / 6 h / Ambient temperature
6: n-Bu3SnH, AIBN / toluene / Heating
With
N-iodo-succinimide; 2,2'-azobis(isobutyronitrile); 4 A molecular sieve; tetrabutyl ammonium fluoride; tri-n-butyl-tin hydride; tetra-(n-butyl)ammonium iodide; sodium hydride; pyridinium chlorochromate;
In
tetrahydrofuran; dichloromethane; toluene; acetonitrile;
DOI:10.1021/jo00028a033
