Technology Process of {(4S,6R)-6-[(E)-(3S,4S)-4-(4-Methoxy-benzyloxy)-3,5-dimethyl-hex-1-enyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-acetaldehyde
There total 2 articles about {(4S,6R)-6-[(E)-(3S,4S)-4-(4-Methoxy-benzyloxy)-3,5-dimethyl-hex-1-enyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-acetaldehyde which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: KH / tetrahydrofuran / 16 h
1.2: pyridinium p-toluenesulfonic acid / acetone; H2O / 1 h / Heating
2.1: (+)-B-methoxydiisopinocampheylborane / diethyl ether / -78 - 20 °C
2.2: diethyl ether / 3 h / -90 - 20 °C
2.3: 71 percent / NaOH; H2O2 / diethyl ether; H2O / 1 h / Heating
3.1: HgClOAc; Yb(OTf)3 / -78 - 0 °C
3.2: DABCO; tris(2,4-di-tert-butylphenyl)phosphite; H2 / Rh(acac)(CO)2 / ethyl acetate / 24 h / 50 °C / 41372.9 Torr
With
(+)-Ipc2BOMe; potassium hydride; chloro(acetato)mercury(II); ytterbium(III) triflate;
In
tetrahydrofuran; diethyl ether;
2.1: Brown's asymmetric allylation;
DOI:10.1021/ja0035102
- Guidance literature:
-
Multi-step reaction with 2 steps
1.1: (+)-B-methoxydiisopinocampheylborane / diethyl ether / -78 - 20 °C
1.2: diethyl ether / 3 h / -90 - 20 °C
1.3: 71 percent / NaOH; H2O2 / diethyl ether; H2O / 1 h / Heating
2.1: HgClOAc; Yb(OTf)3 / -78 - 0 °C
2.2: DABCO; tris(2,4-di-tert-butylphenyl)phosphite; H2 / Rh(acac)(CO)2 / ethyl acetate / 24 h / 50 °C / 41372.9 Torr
With
(+)-Ipc2BOMe; chloro(acetato)mercury(II); ytterbium(III) triflate;
In
diethyl ether;
1.1: Brown's asymmetric allylation;
DOI:10.1021/ja0035102
- Guidance literature:
-
Multi-step reaction with 4 steps
1: diethyl ether / 0.5 h / 0 °C
2: 0.35 g / Dess-Martin periodinane / CH2Cl2 / 1 h
3: 92 percent / N-Bu4NF / tetrahydrofuran / 0 - 23 °C
With
tetrabutyl ammonium fluoride; Dess-Martin periodane;
In
tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1021/ja0035102
