Technology Process of homo-ent-secodrial
There total 3 articles about homo-ent-secodrial which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
oxalyl dichloride; dimethyl sulfoxide; triethylamine;
In
dichloromethane;
at -60 ℃;
Inert atmosphere;
DOI:10.1002/ejoc.200901021
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: tert-butyldimethylsilyl chloride
2.1: 9-bora-bicyclo[3.3.1]nonane / tetrahydrofuran / 3 h / 25 °C / Inert atmosphere
2.2: 1 h / 25 °C / Inert atmosphere
3.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 2 h / 25 °C
4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2.5 h / 20 °C
5.1: oxalyl dichloride; dimethyl sulfoxide; triethylamine / dichloromethane / -60 °C / Inert atmosphere
With
oxalyl dichloride; di-isopropyl azodicarboxylate; tetrabutyl ammonium fluoride; tert-butyldimethylsilyl chloride; dimethyl sulfoxide; triethylamine; 9-bora-bicyclo[3.3.1]nonane; triphenylphosphine;
In
tetrahydrofuran; dichloromethane;
3.1: Mitsunobu reaction / 5.1: Swern oxidation;
DOI:10.1002/ejoc.200901021
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: potassium tert-butylate / toluene / 0.75 h / 20 °C / Inert atmosphere; Cooling with ice
2.1: lithium aluminium tetrahydride
3.1: tert-butyldimethylsilyl chloride
4.1: 9-bora-bicyclo[3.3.1]nonane / tetrahydrofuran / 3 h / 25 °C / Inert atmosphere
4.2: 1 h / 25 °C / Inert atmosphere
5.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 2 h / 25 °C
6.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2.5 h / 20 °C
7.1: oxalyl dichloride; dimethyl sulfoxide; triethylamine / dichloromethane / -60 °C / Inert atmosphere
With
lithium aluminium tetrahydride; oxalyl dichloride; di-isopropyl azodicarboxylate; potassium tert-butylate; tetrabutyl ammonium fluoride; tert-butyldimethylsilyl chloride; dimethyl sulfoxide; triethylamine; 9-bora-bicyclo[3.3.1]nonane; triphenylphosphine;
In
tetrahydrofuran; dichloromethane; toluene;
1.1: Wittig reaction / 5.1: Mitsunobu reaction / 7.1: Swern oxidation;
DOI:10.1002/ejoc.200901021