Technology Process of (3E,5R,6R,7E,9S)-3,5,7,9-tetramethyl-6-(t-butyldimethylsilyloxy)-11-phenyl-3,7-undecadien-1-yne
There total 15 articles about (3E,5R,6R,7E,9S)-3,5,7,9-tetramethyl-6-(t-butyldimethylsilyloxy)-11-phenyl-3,7-undecadien-1-yne 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
potassium carbonate;
In
methanol;
at 23 ℃;
for 3h;
DOI:10.1021/ol048905v
-
-
770711-57-4
(3E,5R,6R,7E,9S)-1,1-dibromo-3,5,7,9-tetramethyl-6-(t-butyldimethylsilyloxy)-11-phenyl-1,3,7-undecatriene
- Guidance literature:
-
With
n-butyllithium;
In
tetrahydrofuran; hexane;
at -78 - 0 ℃;
for 0.75h;
DOI:10.1021/ol048905v
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: nBuLi / tetrahydrofuran; hexane / 12 h / -78 - 23 °C
2.1: Cp2Zr(H)Cl / tetrahydrofuran / 2 h / 60 °C
2.2: 87 percent / 3 h / 45 °C
3.1: tBuOK; nBuLi; (+)-Ipc2BOMe / tetrahydrofuran; hexane; diethyl ether / 15 h / -78 °C
3.2: 80 percent / NaOAc; H2O2 / H2O; tetrahydrofuran; diethyl ether / 15 h / 23 °C
4.1: 95 percent / imidazole; DMAP / dimethylformamide / 12 h / 23 °C
5.1: 4.18 g / AD-mix-α / 2-methyl-propan-2-ol; H2O / 48 h / 23 °C
6.1: 3.75 g / NaIO4 / tetrahydrofuran; H2O / 0.5 h / 23 °C
7.1: Ph3P; Zn / CH2Cl2 / 6 h / 23 °C
8.1: nBuLi; ZnBr2 / tetrahydrofuran; hexane / 0.92 h / -78 - -23 °C
8.2: 75 percent / DIBAH / tetrahydrofuran; hexane / 12 h / 23 °C
9.1: 100 percent / Pd(tBu3P)2 / tetrahydrofuran; toluene / 1 h / 23 °C
10.1: 98 percent / K2CO3 / methanol / 3 h / 23 °C
With
1H-imidazole; dmap; sodium periodate; AD-mix-α; Schwartz's reagent; n-butyllithium; bis(tri-t-butylphosphine)palladium(0); potassium tert-butylate; potassium carbonate; triphenylphosphine; (+)-B-methoxydiisocamphenylborane; zinc dibromide; zinc;
In
tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; water; N,N-dimethyl-formamide; toluene; tert-butyl alcohol;
3.1: Brown's asymmetric crotylboration;
DOI:10.1021/ol048905v
