Technology Process of (3S,4S,5E,7S,9R)-1-[(tert-butyldiphenylsilyl)oxy]-9-[(4-methoxybenzyl)oxy]-3,4,7-tri[(methoxymethyl)oxy]-5-decene
There total 21 articles about (3S,4S,5E,7S,9R)-1-[(tert-butyldiphenylsilyl)oxy]-9-[(4-methoxybenzyl)oxy]-3,4,7-tri[(methoxymethyl)oxy]-5-decene which
guide to synthetic route it.
The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:
synthetic route:
- Guidance literature:
-
With
N-ethyl-N,N-diisopropylamine;
In
dichloromethane;
at 40 ℃;
DOI:10.1021/ol050148t
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: 43 percent / t-BuOOH; D-(-)-DIPT; Ti(O-i-Pr)4 / CH2Cl2 / 13 h / -20 °C
2.1: Br2 / CH2Cl2 / 0.25 h / cooling
3.1: 1.47 g / Bu4NF / tetrahydrofuran / 0.25 h / cooling
4.1: MeLi / NiCl2(dppf) / diethyl ether; tetrahydrofuran / 0.25 h / 0 °C
4.2: 76 percent / diethyl ether; tetrahydrofuran / 20 °C
5.1: 70 percent / NaHCO3; m-CPBA / CH2Cl2 / 0.83 h / 0 °C
6.1: 68 percent / Pd(PPh3)4 / tetrahydrofuran / 0.5 h / 8 - 11 °C
7.1: 82 percent / MeLi / tetrahydrofuran; diethyl ether / 2 h / 20 °C
8.1: 99 percent / ethyldiisopropylamine / CH2Cl2 / 40 °C
With
titanium(IV) isopropylate; tert.-butylhydroperoxide; tetrabutyl ammonium fluoride; methyllithium; bromine; sodium hydrogencarbonate; D-(-)-diisopropyl tartrate; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid;
tetrakis(triphenylphosphine) palladium(0); [1,1'-bis(diphenylphosphino)ferrocene]nickel(II) chloride; potassium iodide;
In
tetrahydrofuran; diethyl ether; dichloromethane;
1.1: Sharpless epoxidation;
DOI:10.1021/jo0623890
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: 85 percent / LiAlH4 / tetrahydrofuran / 4 h / 20 °C
2.1: NaH; NaI / tetrahydrofuran; H2O; various solvent(s) / 0.5 h / 55 °C
3.1: tetrahydrofuran / 2.5 h / -35 - 20 °C
4.1: tetrahydrofuran / Heating
5.1: 422 mg / tetrahydrofuran / 48 h / 20 °C
6.1: MeLi / NiCl2(dppf) / diethyl ether; tetrahydrofuran / 0.25 h / 0 °C
6.2: 76 percent / diethyl ether; tetrahydrofuran / 20 °C
7.1: 70 percent / NaHCO3; m-CPBA / CH2Cl2 / 0.83 h / 0 °C
8.1: 68 percent / Pd(PPh3)4 / tetrahydrofuran / 0.5 h / 8 - 11 °C
9.1: 82 percent / MeLi / tetrahydrofuran; diethyl ether / 2 h / 20 °C
10.1: 99 percent / ethyldiisopropylamine / CH2Cl2 / 40 °C
With
lithium aluminium tetrahydride; methyllithium; sodium hydride; sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; sodium iodide;
tetrakis(triphenylphosphine) palladium(0); [1,1'-bis(diphenylphosphino)ferrocene]nickel(II) chloride; potassium iodide;
In
tetrahydrofuran; diethyl ether; dichloromethane; water;
DOI:10.1021/jo0623890
