Technology Process of 2,6-Tridecadien-1-ol,
13-(2,5-dimethoxy-3-nitrophenyl)-5-[[(1,1-dimethylethyl)dimethylsilyl]oxy]
-4,9,10,13-tetramethoxy-6,8,12-trimethyl-,
(2Z,4S,5S,6E,8S,9R,10S,12S,13R)-
There total 17 articles about 2,6-Tridecadien-1-ol,
13-(2,5-dimethoxy-3-nitrophenyl)-5-[[(1,1-dimethylethyl)dimethylsilyl]oxy]
-4,9,10,13-tetramethoxy-6,8,12-trimethyl-,
(2Z,4S,5S,6E,8S,9R,10S,12S,13R)- 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
diisobutylaluminium hydride;
In
tetrahydrofuran; hexane;
at -78 ℃;
for 1h;
DOI:10.1021/ol036092p
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: 97 percent / imidazole / dimethylformamide / 0 - 20 °C
2.1: N-methylmorpholine N-oxide; OsO4 / 2-methyl-propan-2-ol; tetrahydrofuran; H2O / 3 h / 20 °C
3.1: 145 mg / K2CO3; Pb(OAc)4 / benzene / 5.5 h / 20 °C
4.1: 18-crown-6-ether; KN(TMS)2 / toluene; tetrahydrofuran / 0.08 h / -78 °C
4.2: 208 mg / tetrahydrofuran; toluene / 3 h / -78 °C
5.1: 92 percent / DIBAL-H / tetrahydrofuran; hexane / 1 h / -78 °C
With
1H-imidazole; lead(IV) acetate; osmium(VIII) oxide; 18-crown-6 ether; potassium hexamethylsilazane; diisobutylaluminium hydride; potassium carbonate; 4-methylmorpholine N-oxide;
In
tetrahydrofuran; hexane; water; N,N-dimethyl-formamide; toluene; tert-butyl alcohol; benzene;
4.1: Horner-Emmons olefination / 4.2: Horner-Emmons olefination;
DOI:10.1021/ol036092p
- Guidance literature:
-
Multi-step reaction with 12 steps
1.1: TMSOTf
2.1: OsO4; NMO
3.1: Pb(OAc)4; K2CO3
4.1: 78 percent / toluene
5.1: 80 percent / DIBAL-H / tetrahydrofuran
6.1: 91 percent / DMSO; oxalyl chloride
7.1: 77 percent / boron trifluoride etherate / tetrahydrofuran; cyclohexane / -78 - -5 °C
8.1: 97 percent / imidazole / dimethylformamide / 0 - 20 °C
9.1: N-methylmorpholine N-oxide; OsO4 / 2-methyl-propan-2-ol; tetrahydrofuran; H2O / 3 h / 20 °C
10.1: 145 mg / K2CO3; Pb(OAc)4 / benzene / 5.5 h / 20 °C
11.1: 18-crown-6-ether; KN(TMS)2 / toluene; tetrahydrofuran / 0.08 h / -78 °C
11.2: 208 mg / tetrahydrofuran; toluene / 3 h / -78 °C
12.1: 92 percent / DIBAL-H / tetrahydrofuran; hexane / 1 h / -78 °C
With
1H-imidazole; lead(IV) acetate; osmium(VIII) oxide; N-methyl-2-indolinone; oxalyl dichloride; 18-crown-6 ether; trimethylsilyl trifluoromethanesulfonate; boron trifluoride diethyl etherate; potassium hexamethylsilazane; diisobutylaluminium hydride; potassium carbonate; dimethyl sulfoxide; 4-methylmorpholine N-oxide;
In
tetrahydrofuran; hexane; cyclohexane; water; N,N-dimethyl-formamide; toluene; tert-butyl alcohol; benzene;
4.1: Wittig reaction / 6.1: Swern oxidation / 11.1: Horner-Emmons olefination / 11.2: Horner-Emmons olefination;
DOI:10.1021/ol036092p
