Technology Process of (E)-(2R,3S)-6-Benzyloxy-2,3-bis-(tert-butyl-dimethyl-silanyloxy)-hex-4-enal
There total 8 articles about (E)-(2R,3S)-6-Benzyloxy-2,3-bis-(tert-butyl-dimethyl-silanyloxy)-hex-4-enal which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 3 steps
1: 99 percent / Et3N / CH2Cl2 / 0.33 h / 0 - 20 °C
2: 83 percent / DDQ, H2O / CH2Cl2
3: 1.) DMSO, oxalyl chloride, 2.) Et3N
With
oxalyl dichloride; water; dimethyl sulfoxide; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone;
In
dichloromethane;
DOI:10.1021/jo00075a024
- Guidance literature:
-
Multi-step reaction with 5 steps
1: 90 percent / NaH / dimethylformamide / 2 h / -40 - 0 °C
2: 90 percent / 90percent aq. AcOH / methanol / 10 h / 85 °C
3: 99 percent / Et3N / CH2Cl2 / 0.33 h / 0 - 20 °C
4: 83 percent / DDQ, H2O / CH2Cl2
5: 1.) DMSO, oxalyl chloride, 2.) Et3N
With
oxalyl dichloride; water; sodium hydride; acetic acid; dimethyl sulfoxide; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone;
In
methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo00075a024
- Guidance literature:
-
Multi-step reaction with 6 steps
1: 72 percent / DIBAL / hexane; tetrahydrofuran / 3 h / -78 °C
2: 90 percent / NaH / dimethylformamide / 2 h / -40 - 0 °C
3: 90 percent / 90percent aq. AcOH / methanol / 10 h / 85 °C
4: 99 percent / Et3N / CH2Cl2 / 0.33 h / 0 - 20 °C
5: 83 percent / DDQ, H2O / CH2Cl2
6: 1.) DMSO, oxalyl chloride, 2.) Et3N
With
oxalyl dichloride; water; sodium hydride; diisobutylaluminium hydride; acetic acid; dimethyl sulfoxide; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone;
In
tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo00075a024