Technology Process of (E)-3-[(1R,2R,7S)-2,7,9-Tris-benzyloxy-1-(2-[1,3]dithian-2-yl-ethyl)-nonyloxy]-acrylic acid ethyl ester
There total 12 articles about (E)-3-[(1R,2R,7S)-2,7,9-Tris-benzyloxy-1-(2-[1,3]dithian-2-yl-ethyl)-nonyloxy]-acrylic acid ethyl ester 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
4-methyl-morpholine;
In
dichloromethane;
at 20 ℃;
DOI:10.1021/ol034323m
- Guidance literature:
-
Multi-step reaction with 12 steps
1.1: BF3*Et2O / tetrahydrofuran / -78 °C
2.1: K2CO3; MeOH / 20 °C
3.1: 99 percent / NaH; n-Bu4NI / dimethylformamide / 0 °C
4.1: n-BuLi / tetrahydrofuran
4.2: N,N-dimethylpropyleneurea / tetrahydrofuran / -15 °C
5.1: TBAF / tetrahydrofuran / 20 °C
6.1: 95 percent / H2 / (Ph3P)3RhCl / benzene / 20 °C
7.1: Et3N / CH2Cl2 / -15 °C
8.1: CuBr / diethyl ether / -15 - 20 °C
9.1: OsO4; NaIO4 / tetrahydrofuran; H2O / 20 °C
9.2: 76 percent / CSA / methanol / 0 °C
10.1: 98 percent / NaH; Bu4NI / dimethylformamide / 0 - 20 °C
11.1: 97 percent / Zn(OTf)2 / 1,2-dichloro-ethane / 50 °C
12.1: 94 percent / N-methylmorpholine / CH2Cl2 / 20 °C
With
4-methyl-morpholine; methanol; sodium periodate; osmium(VIII) oxide; n-butyllithium; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; hydrogen; tetra-(n-butyl)ammonium iodide; zinc trifluoromethanesulfonate; sodium hydride; potassium carbonate; triethylamine; copper(I) bromide;
Wilkinson's catalyst;
In
tetrahydrofuran; diethyl ether; dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; benzene;
DOI:10.1021/ol034323m
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: 99 percent / NaH; n-Bu4NI / dimethylformamide / 0 °C
2.1: n-BuLi / tetrahydrofuran
2.2: N,N-dimethylpropyleneurea / tetrahydrofuran / -15 °C
3.1: TBAF / tetrahydrofuran / 20 °C
4.1: 95 percent / H2 / (Ph3P)3RhCl / benzene / 20 °C
5.1: Et3N / CH2Cl2 / -15 °C
6.1: CuBr / diethyl ether / -15 - 20 °C
7.1: OsO4; NaIO4 / tetrahydrofuran; H2O / 20 °C
7.2: 76 percent / CSA / methanol / 0 °C
8.1: 98 percent / NaH; Bu4NI / dimethylformamide / 0 - 20 °C
9.1: 97 percent / Zn(OTf)2 / 1,2-dichloro-ethane / 50 °C
10.1: 94 percent / N-methylmorpholine / CH2Cl2 / 20 °C
With
4-methyl-morpholine; sodium periodate; osmium(VIII) oxide; n-butyllithium; tetrabutyl ammonium fluoride; hydrogen; tetra-(n-butyl)ammonium iodide; zinc trifluoromethanesulfonate; sodium hydride; triethylamine; copper(I) bromide;
Wilkinson's catalyst;
In
tetrahydrofuran; diethyl ether; dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; benzene;
DOI:10.1021/ol034323m
