Technology Process of 2,5,7,12-Tetraoxapentadec-9-en-15-oic acid,
8-[(1S)-1-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]-13-methyl-11-oxo-,
(1S,2R)-2-[(4-methoxyphenyl)methoxy]-1-methyl-3-butenyl ester,
(8R,9E,13R)-
There total 10 articles about 2,5,7,12-Tetraoxapentadec-9-en-15-oic acid,
8-[(1S)-1-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]-13-methyl-11-oxo-,
(1S,2R)-2-[(4-methoxyphenyl)methoxy]-1-methyl-3-butenyl ester,
(8R,9E,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:
-
(4R,5S)-(E)-5-(t-butyl(dimethyl)silyloxy)-4-(β-methoxyethoxy)methoxy-2-hexenoic acid;
With
2,4,6-trichlorobenzoyl chloride; triethylamine;
In
toluene;
at 20 ℃;
(3R,4S)-3-(4-methoxybenzyloxy)-1-penten-4-yl (3R)-3-hydroxybutanoate;
With
dmap;
In
toluene;
DOI:10.1021/jo035435u
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: 70 percent / N,N-diisopropylethylamine / CH2Cl2 / 24 h / 20 °C
2.1: 90 percent / osmium tetroxide; N-methylmorpholine N-oxide / H2O; acetone / 6 h / 20 °C
3.1: 81 percent / sodium periodate; tetra-n-butylammonium bromide / CH2Cl2; H2O / 3 h / 20 °C
4.1: DBU; LiCl / acetonitrile / 0.5 h / 20 °C
4.2: 95 percent / acetonitrile / 1 h / 20 °C
5.1: 99 percent / NaOH / methanol; tetrahydrofuran; H2O / 12 h / 20 °C
6.1: 2,4,6-trichlorobenzoyl chloride; triethylamine / toluene / 20 °C
6.2: 94 percent / 4-(dimethylamino)pyridine / toluene
With
sodium hydroxide; sodium periodate; osmium(VIII) oxide; 2,4,6-trichlorobenzoyl chloride; tetrabutylammomium bromide; 4-methylmorpholine N-oxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; N-ethyl-N,N-diisopropylamine; lithium chloride;
In
tetrahydrofuran; methanol; dichloromethane; water; acetone; toluene; acetonitrile;
4.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1021/jo035435u
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: 47 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 24 h / 20 °C
2.1: 96 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 6 h / 20 °C
3.1: 69 percent / 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride; 4-(dimethylamino)pyridine / CH2Cl2 / 20 °C
4.1: 71 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 20 °C
5.1: 2,4,6-trichlorobenzoyl chloride; triethylamine / toluene / 20 °C
5.2: 94 percent / 4-(dimethylamino)pyridine / toluene
With
dmap; 2,4,6-trichlorobenzoyl chloride; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine;
In
tetrahydrofuran; dichloromethane; toluene;
DOI:10.1021/jo035435u