Technology Process of (4Z,8E)-(10S,11S)-10-Benzyloxymethoxy-13-(tert-butyl-dimethyl-silanyloxy)-11-[2-(4-methoxy-benzyloxy)-ethyl]-4,8-dimethyl-trideca-4,8-dienal
There total 14 articles about (4Z,8E)-(10S,11S)-10-Benzyloxymethoxy-13-(tert-butyl-dimethyl-silanyloxy)-11-[2-(4-methoxy-benzyloxy)-ethyl]-4,8-dimethyl-trideca-4,8-dienal 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:
-
Multi-step reaction with 13 steps
1: 93 percent / dl-camphorsulfonic acid (CSA)
2: 1.) LDA / 1.) THF, -78 deg C
3: 1.) diisobutylaluminium hydride, 2.) sodium borohydride / 1.) THF, -78 deg C
4: imidazole
5: i-Pr2NEt
6: lithium aluminium hydride
7: NaH
8: MgBr2 / diethyl ether / 20 °C
9: COCl2, Et3N / dimethylsulfoxide
10: 85 percent / tetrahydrofuran / -78 °C
11: Hg(OAc)2 / 48 h / 135 °C
12: 76 percent / tetrahydrofuran / -78 °C
13: Hg(OAc)2 / 48 h / 135 °C
With
1H-imidazole; sodium tetrahydroborate; lithium aluminium tetrahydride; camphor-10-sulfonic acid; mercury(II) diacetate; sodium hydride; diisobutylaluminium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; magnesium bromide; lithium diisopropyl amide;
In
tetrahydrofuran; diethyl ether; dimethyl sulfoxide;
DOI:10.1016/S0040-4039(01)93503-8
- Guidance literature:
-
Multi-step reaction with 14 steps
1: 95 percent / dl-camphorsulfonic acid (CSA) / methanol / 20 °C
2: 93 percent / dl-camphorsulfonic acid (CSA)
3: 1.) LDA / 1.) THF, -78 deg C
4: 1.) diisobutylaluminium hydride, 2.) sodium borohydride / 1.) THF, -78 deg C
5: imidazole
6: i-Pr2NEt
7: lithium aluminium hydride
8: NaH
9: MgBr2 / diethyl ether / 20 °C
10: COCl2, Et3N / dimethylsulfoxide
11: 85 percent / tetrahydrofuran / -78 °C
12: Hg(OAc)2 / 48 h / 135 °C
13: 76 percent / tetrahydrofuran / -78 °C
14: Hg(OAc)2 / 48 h / 135 °C
With
1H-imidazole; sodium tetrahydroborate; lithium aluminium tetrahydride; camphor-10-sulfonic acid; mercury(II) diacetate; sodium hydride; diisobutylaluminium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; magnesium bromide; lithium diisopropyl amide;
In
tetrahydrofuran; methanol; diethyl ether; dimethyl sulfoxide;
DOI:10.1016/S0040-4039(01)93503-8
- Guidance literature:
-
Multi-step reaction with 12 steps
1: 1.) LDA / 1.) THF, -78 deg C
2: 1.) diisobutylaluminium hydride, 2.) sodium borohydride / 1.) THF, -78 deg C
3: imidazole
4: i-Pr2NEt
5: lithium aluminium hydride
6: NaH
7: MgBr2 / diethyl ether / 20 °C
8: COCl2, Et3N / dimethylsulfoxide
9: 85 percent / tetrahydrofuran / -78 °C
10: Hg(OAc)2 / 48 h / 135 °C
11: 76 percent / tetrahydrofuran / -78 °C
12: Hg(OAc)2 / 48 h / 135 °C
With
1H-imidazole; sodium tetrahydroborate; lithium aluminium tetrahydride; mercury(II) diacetate; sodium hydride; diisobutylaluminium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; magnesium bromide; lithium diisopropyl amide;
In
tetrahydrofuran; diethyl ether; dimethyl sulfoxide;
DOI:10.1016/S0040-4039(01)93503-8
