Technology Process of (2S,3R,5S,6S,7R)-6-Benzyloxy-3,5,7-trimethyl-thiocane-2-carbaldehyde
There total 3 articles about (2S,3R,5S,6S,7R)-6-Benzyloxy-3,5,7-trimethyl-thiocane-2-carbaldehyde which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 2 steps
1: 66 percent / p-toluenesulfonylhydrazide, Et3N, ethylene glycol / bis-(2-methoxy-ethyl) ether / 4.5 h / 190 °C
2: 1.) oxalyl chloride, DMSO, 2.) Et3N / 1.) CH2CL2, -78 deg C, 20 min, 2.) -78 deg C, 20 min
With
oxalyl dichloride; ethylene glycol; dimethyl sulfoxide; triethylamine; toluene-4-sulfonic acid hydrazide;
In
diethylene glycol dimethyl ether;
DOI:10.1021/ja00204a015
- Guidance literature:
-
Multi-step reaction with 3 steps
1: 1.) NaI, 2,6-lutidine, 2.) LiAlH4 / 1.) room temp., 2.) ether, 0 deg C, to room temp., 34 min
2: 66 percent / p-toluenesulfonylhydrazide, Et3N, ethylene glycol / bis-(2-methoxy-ethyl) ether / 4.5 h / 190 °C
3: 1.) oxalyl chloride, DMSO, 2.) Et3N / 1.) CH2CL2, -78 deg C, 20 min, 2.) -78 deg C, 20 min
With
2,6-dimethylpyridine; lithium aluminium tetrahydride; oxalyl dichloride; ethylene glycol; dimethyl sulfoxide; triethylamine; toluene-4-sulfonic acid hydrazide; sodium iodide;
In
diethylene glycol dimethyl ether;
DOI:10.1021/ja00204a015
- Guidance literature:
-
With
oxalyl dichloride; dimethyl sulfoxide; triethylamine;
Yield given. Multistep reaction;
1.) CH2CL2, -78 deg C, 20 min, 2.) -78 deg C, 20 min;
DOI:10.1021/ja00204a015
