Technology Process of (2R,6S,10R,14R)-16-<(tert-butyldiphenylsilyl)oxy>-2,6,10,14-tetramethyl-1-bromohexadecane
There total 27 articles about (2R,6S,10R,14R)-16-<(tert-butyldiphenylsilyl)oxy>-2,6,10,14-tetramethyl-1-bromohexadecane 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
tetrabutylammomium bromide;
In
tetrahydrofuran;
for 2h;
Heating;
DOI:10.1021/jo00244a017
- Guidance literature:
-
Multi-step reaction with 14 steps
1: Et3N, DMAP / CH2Cl2
2: pyridine / CH2Cl2
4: H2 / PtO2 / ethanol / 760 Torr
5: LDA / tetrahydrofuran
6: Hunig's base, DMAP / CH2Cl2 / 0 - 20 °C
8: pyridine / CH2Cl2
9: n-Bu4NI / tetrahydrofuran / 5 h / Heating
10: 1.) n-BuLi / 1.) HMPA, THF, from -78 to 30 deg C, 2.) HMPA, THF, from -25 deg C to RT
11: 6percent Na(Hg), MeOH
12: 1percent HCl / diethyl ether; tetrahydrofuran / 0 h
13: pyridine / CH2Cl2
14: n-Bu4N+*Br- / tetrahydrofuran / Heating
With
pyridine; hydrogenchloride; methanol; dmap; n-butyllithium; sodium amalgam; tetrabutylammomium bromide; hydrogen; tetra-(n-butyl)ammonium iodide; triethylamine; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide;
platinum(IV) oxide;
In
tetrahydrofuran; diethyl ether; ethanol; dichloromethane;
DOI:10.1021/jo00372a051
- Guidance literature:
-
Multi-step reaction with 13 steps
1: pyridine / CH2Cl2
3: H2 / PtO2 / ethanol / 760 Torr
4: LDA / tetrahydrofuran
5: Hunig's base, DMAP / CH2Cl2 / 0 - 20 °C
7: pyridine / CH2Cl2
8: n-Bu4NI / tetrahydrofuran / 5 h / Heating
9: 1.) n-BuLi / 1.) HMPA, THF, from -78 to 30 deg C, 2.) HMPA, THF, from -25 deg C to RT
10: 6percent Na(Hg), MeOH
11: 1percent HCl / diethyl ether; tetrahydrofuran / 0 h
12: pyridine / CH2Cl2
13: n-Bu4N+*Br- / tetrahydrofuran / Heating
With
pyridine; hydrogenchloride; methanol; dmap; n-butyllithium; sodium amalgam; tetrabutylammomium bromide; hydrogen; tetra-(n-butyl)ammonium iodide; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide;
platinum(IV) oxide;
In
tetrahydrofuran; diethyl ether; ethanol; dichloromethane;
DOI:10.1021/jo00372a051