Technology Process of (-)-(4aS,6R,8aS)-4a,5,6,7,8,8a-hexahydro-6-benzyloxy-2-methoxy-5,5,8a-trimethyl-1(4H)-naphthalenone
There total 9 articles about (-)-(4aS,6R,8aS)-4a,5,6,7,8,8a-hexahydro-6-benzyloxy-2-methoxy-5,5,8a-trimethyl-1(4H)-naphthalenone which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
sodium hydride;
In
N,N-dimethyl-formamide;
at 25 ℃;
for 1.5h;
DOI:10.1248/cpb.41.1698
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 92 percent / NaH / dimethylformamide / 5 h / 25 °C
2: 88 percent / 10percent aq. HCl / tetrahydrofuran / 3 h / 25 °C
3: 1.) 1M lithium bis(trimethylsilyl)amide / 1.) THF, -78 deg C, 1 h, 2.) THF, 25 deg C, 1 h
4: m-chloroperbenzoic acid, sodium bicarbonate / CH2Cl2 / 1 h / 0 °C
5: 1M n-Bu4NF / CH2Cl2 / 1 h / 0 °C
6: 80 percent / a) TFAA, DMSO, b) Et3N / CH2Cl2 / a) -78 deg C 15 min, b) 25 deg C, 1 h
7: 100 percent / NaH / dimethylformamide / 1.5 h / 25 °C
With
hydrogenchloride; tetrabutyl ammonium fluoride; sodium hydride; sodium hydrogencarbonate; dimethyl sulfoxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic anhydride; lithium hexamethyldisilazane;
In
tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1248/cpb.41.1698
-
-
155486-89-8
(-)-(4aS,6R,8aS)-3,4,4a,5,6,7,8,8a-octahydro-6-benzyloxy-5,5,8a-trimethyl-1(2H)-naphthalenone
- Guidance literature:
-
Multi-step reaction with 5 steps
1: 1.) 1M lithium bis(trimethylsilyl)amide / 1.) THF, -78 deg C, 1 h, 2.) THF, 25 deg C, 1 h
2: m-chloroperbenzoic acid, sodium bicarbonate / CH2Cl2 / 1 h / 0 °C
3: 1M n-Bu4NF / CH2Cl2 / 1 h / 0 °C
4: 80 percent / a) TFAA, DMSO, b) Et3N / CH2Cl2 / a) -78 deg C 15 min, b) 25 deg C, 1 h
5: 100 percent / NaH / dimethylformamide / 1.5 h / 25 °C
With
tetrabutyl ammonium fluoride; sodium hydride; sodium hydrogencarbonate; dimethyl sulfoxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic anhydride; lithium hexamethyldisilazane;
In
dichloromethane; N,N-dimethyl-formamide;
DOI:10.1248/cpb.41.1698
