Technology Process of 6-Dodecene-1,11-diol,
3,7-dimethyl-10-(1-methylethyl)-12-(phenylsulfinyl)-, (3S,6E,10S)-
There total 18 articles about 6-Dodecene-1,11-diol,
3,7-dimethyl-10-(1-methylethyl)-12-(phenylsulfinyl)-, (3S,6E,10S)- 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:
-
racemic methyl phenyl sulfoxide;
With
lithium diisopropyl amide;
In
tetrahydrofuran;
at 0 ℃;
for 1h;
2,2-dimethyl propionic acid (3S,10S,6E)-10-formyl-3,7,11-trimethyl-dodec-6-enyl ester;
In
tetrahydrofuran;
at -78 ℃;
for 1.75h;
With
sodium methylate;
In
methanol;
at 30 ℃;
for 48h;
DOI:10.1021/jo035193y
- Guidance literature:
-
2,2-dimethyl propionic acid (3S,10S,6E)-10-formyl-3,7,11-trimethyl-dodec-6-enyl ester;
With
lithium diisopropyl amide;
In
tetrahydrofuran; hexane;
at 0 ℃;
for 1h;
2,2-dimethyl propionic acid (3S,10S,6E)-10-formyl-3,7,11-trimethyl-dodec-6-enyl ester;
In
tetrahydrofuran; hexane;
at -78 - 0 ℃;
for 15.5h;
Further stages.;
DOI:10.1021/ol006220z
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: 95 percent / H2 / ((R)-(+)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl)chloro(; p-cymene)ruthenium chloride / methanol / 24 h / 72402.6 Torr
2.1: 95 percent / pyridine / CH2Cl2 / 3 h / 0 °C
3.1: 71 percent / Me2AlCl / CH2Cl2 / 0.25 h / -78 - 15 °C
4.1: 77 percent / oxalyl chloride; triethylamine; dimethylsulfoxide / CH2Cl2 / 5 h / 20 °C
5.1: 90 percent / NaBH4; CeCl3*7H2O / methanol / 0.5 h / -20 °C
6.1: 77 percent / H2 / ((S)-(-)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl)chloro(; p-cymene)ruthenium chloride / methanol / 120 h / 87917.5 Torr
7.1: 91 percent / tetrapropylammonium perruthenate; N-methylmorpholine N-oxide; molecular sieves 4 Angstroem / CH2Cl2 / 1 h / 0 - 23 °C
8.1: LDA / tetrahydrofuran; hexane / 1 h / 0 °C
8.2: hexane; tetrahydrofuran / 15.5 h / -78 - 0 °C
With
pyridine; sodium tetrahydroborate; cerium(III) chloride; tetrapropylammonium perruthennate; oxalyl dichloride; 4 A molecular sieve; hydrogen; dimethylaluminum chloride; dimethyl sulfoxide; 4-methylmorpholine N-oxide; triethylamine; lithium diisopropyl amide;
[ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; ((R)-(+)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl)chloro(; ((S)-(-)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl)chloro(;
In
tetrahydrofuran; methanol; hexane; dichloromethane;
1.1: Hydrogenation / 2.1: Esterification / 3.1: Prins reaction / 4.1: Swern oxidation / 5.1: Reduction / 6.1: Hydrogenation / 7.1: Oxidation / 8.1: Metallation / 8.2: condensation;
DOI:10.1021/ol006220z
