Technology Process of (S,E)-1-benzyloxy-11-hydroxy-7-(methoxymethoxy)undec-3-en-5-one
There total 10 articles about (S,E)-1-benzyloxy-11-hydroxy-7-(methoxymethoxy)undec-3-en-5-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
manganese(IV) oxide; oxygen;
In
dichloromethane;
at 20 ℃;
for 12h;
DOI:10.3390/12020194
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: 90 percent / molecular sieves 4 Angtroem; Ti(Oi-Pr)4; t-BuOOH / (+)-diethyl tartrate / CH2Cl2; benzene / -20 °C
2.1: 95 percent / Red-Al / tetrahydrofuran / 0 - 20 °C
3.1: 88 percent / pyridine / 0 - 20 °C
4.1: 82 percent / i-Pr2NEt / 2 h / 0 - 20 °C
5.1: 100 percent / DIBAL-H / diethyl ether; hexane / 2 h / -60 °C
6.1: oxalyl chloride; DMSO; triethylamine / CH2Cl2 / -78 - 20 °C
7.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C
7.2: 88 percent / tetrahydrofuran; hexane / 2 h / -78 - 20 °C
8.1: 80 percent / LiAlH4 / tetrahydrofuran / 2 h / Heating
9.1: 87 percent / TBAF / tetrahydrofuran / 0 - 20 °C
10.1: 81 percent / MnO2; O2 / CH2Cl2 / 12 h / 20 °C
With
pyridine; titanium(IV) isopropylate; tert.-butylhydroperoxide; manganese(IV) oxide; lithium aluminium tetrahydride; n-butyllithium; oxalyl dichloride; 4 A molecular sieve; tetrabutyl ammonium fluoride; oxygen; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; sodium bis(2-methoxyethoxy)aluminium dihydride;
(+)-Weinsaeure-diethylester;
In
tetrahydrofuran; diethyl ether; hexane; dichloromethane; benzene;
1.1: Katsuki-Sharpless asymmetric epoxidation;
DOI:10.3390/12020194
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C
1.2: 88 percent / tetrahydrofuran; hexane / 2 h / -78 - 20 °C
2.1: 80 percent / LiAlH4 / tetrahydrofuran / 2 h / Heating
3.1: 87 percent / TBAF / tetrahydrofuran / 0 - 20 °C
4.1: 81 percent / MnO2; O2 / CH2Cl2 / 12 h / 20 °C
With
manganese(IV) oxide; lithium aluminium tetrahydride; n-butyllithium; tetrabutyl ammonium fluoride; oxygen;
In
tetrahydrofuran; hexane; dichloromethane;
DOI:10.3390/12020194
