Technology Process of (4E,8E)-(2S,3R,6S,7S)-2,6,8-Trimethyl-1-trityloxy-deca-4,8-diene-3,7-diol
There total 9 articles about (4E,8E)-(2S,3R,6S,7S)-2,6,8-Trimethyl-1-trityloxy-deca-4,8-diene-3,7-diol 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
phosphorous acid trimethyl ester;
In
methanol;
Yield given;
DOI:10.1021/jo00104a001
- Guidance literature:
-
Multi-step reaction with 8 steps
1: DMAP, Et3N / CH2Cl2
3: 92 percent / LDA, TBSCl / 1.) THF, -78 deg C, 2.) HMPA, -78 to 65 deg C
4: N,N-carbonyldiimidazole
5: t-BuLi / diethyl ether / -78 - -40 °C
6: 80 percent / NaBH4, CeCl3 / dimethylsulfoxide
7: m-CPBA / CH2Cl2 / -78 °C
8: P(OMe)3 / methanol
With
dmap; sodium tetrahydroborate; cerium(III) chloride; tert.-butyl lithium; tert-butyldimethylsilyl chloride; triethylamine; 3-chloro-benzenecarboperoxoic acid; 1,1'-carbonyldiimidazole; lithium diisopropyl amide; phosphorous acid trimethyl ester;
In
methanol; diethyl ether; dichloromethane; dimethyl sulfoxide;
DOI:10.1021/jo00104a001
- Guidance literature:
-
Multi-step reaction with 10 steps
1: PhCH2OLi / tetrahydrofuran / 0 °C
2: DIBAL / tetrahydrofuran / -78 °C
3: DMAP, Et3N / CH2Cl2
5: 92 percent / LDA, TBSCl / 1.) THF, -78 deg C, 2.) HMPA, -78 to 65 deg C
6: N,N-carbonyldiimidazole
7: t-BuLi / diethyl ether / -78 - -40 °C
8: 80 percent / NaBH4, CeCl3 / dimethylsulfoxide
9: m-CPBA / CH2Cl2 / -78 °C
10: P(OMe)3 / methanol
With
dmap; sodium tetrahydroborate; cerium(III) chloride; lithium benzyloxide; tert.-butyl lithium; diisobutylaluminium hydride; tert-butyldimethylsilyl chloride; triethylamine; 3-chloro-benzenecarboperoxoic acid; 1,1'-carbonyldiimidazole; lithium diisopropyl amide; phosphorous acid trimethyl ester;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; dimethyl sulfoxide;
DOI:10.1021/jo00104a001
