Technology Process of (3R,7S)-3-Benzyloxy-5-methylene-7-triisopropylsilanyloxy-dec-9-enal
There total 11 articles about (3R,7S)-3-Benzyloxy-5-methylene-7-triisopropylsilanyloxy-dec-9-enal which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 91 percent / 1-(2,4,6-triisopropylbenzenesulfonyl)imidazole, NaH
2: 89 percent / TsOH / CH2Cl2
3: 93 percent / K2CO3 / methanol
4: 1.) Me3SnCuLiBr; 2.) MeLi; 3.) lithium 2-thienylcyanocuprate / 1.) THF, -78 deg C
5: KH / tetrahydrofuran
6: TsOH / methanol
7: imidazole
8: DDQ
9: Swern oxidn.
With
1H-imidazole; Me3SnCu*LiBr; Swern oxidn; methyllithium; potassium hydride; sodium hydride; potassium carbonate; toluene-4-sulfonic acid; thien-2-yl(cyano)copper lithium; 2,3-dicyano-5,6-dichloro-p-benzoquinone; 1-[(2,4,6-triisopropylphenyl)sulfonyl]-1H-imidazole;
In
tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/S0040-4039(98)00686-8
- Guidance literature:
-
Multi-step reaction with 10 steps
1: 1.) CuI; 2.) TsOH / 2.) MeOH
2: 91 percent / 1-(2,4,6-triisopropylbenzenesulfonyl)imidazole, NaH
3: 89 percent / TsOH / CH2Cl2
4: 93 percent / K2CO3 / methanol
5: 1.) Me3SnCuLiBr; 2.) MeLi; 3.) lithium 2-thienylcyanocuprate / 1.) THF, -78 deg C
6: KH / tetrahydrofuran
7: TsOH / methanol
8: imidazole
9: DDQ
10: Swern oxidn.
With
1H-imidazole; copper(l) iodide; Me3SnCu*LiBr; Swern oxidn; methyllithium; potassium hydride; sodium hydride; potassium carbonate; toluene-4-sulfonic acid; thien-2-yl(cyano)copper lithium; 2,3-dicyano-5,6-dichloro-p-benzoquinone; 1-[(2,4,6-triisopropylphenyl)sulfonyl]-1H-imidazole;
In
tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/S0040-4039(98)00686-8
- Guidance literature:
-
Multi-step reaction with 10 steps
1: 82 percent / aq. AcOH
2: 91 percent / 1-(2,4,6-triisopropylbenzenesulfonyl)imidazole, NaH
3: 89 percent / TsOH / CH2Cl2
4: 93 percent / K2CO3 / methanol
5: 1.) Me3SnCuLiBr; 2.) MeLi; 3.) lithium 2-thienylcyanocuprate / 1.) THF, -78 deg C
6: KH / tetrahydrofuran
7: TsOH / methanol
8: imidazole
9: DDQ
10: Swern oxidn.
With
1H-imidazole; Me3SnCu*LiBr; Swern oxidn; methyllithium; potassium hydride; sodium hydride; potassium carbonate; toluene-4-sulfonic acid; acetic acid; thien-2-yl(cyano)copper lithium; 2,3-dicyano-5,6-dichloro-p-benzoquinone; 1-[(2,4,6-triisopropylphenyl)sulfonyl]-1H-imidazole;
In
tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/S0040-4039(98)00686-8