Technology Process of (6E,8E,10E)-(2R,4R)-5,12-Bis-benzyloxy-2,4,10-trimethyl-dodeca-6,8,10-trien-1-ol
There total 10 articles about (6E,8E,10E)-(2R,4R)-5,12-Bis-benzyloxy-2,4,10-trimethyl-dodeca-6,8,10-trien-1-ol 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:
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101376-80-1,101469-61-8,125590-91-2
((6E,8E,10E)-(2R,4R)-5,12-Bis-benzyloxy-2,4,10-trimethyl-dodeca-6,8,10-trienyloxy)-tert-butyl-dimethyl-silane
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101376-81-2,101469-62-9,125590-05-8
(6E,8E,10E)-(2R,4R)-5,12-Bis-benzyloxy-2,4,10-trimethyl-dodeca-6,8,10-trien-1-ol
- Guidance literature:
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With
tetrabutyl ammonium fluoride;
In
tetrahydrofuran;
at 23 ℃;
DOI:10.1021/jo00359a060
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101376-81-2,101469-62-9,125590-05-8
(6E,8E,10E)-(2R,4R)-5,12-Bis-benzyloxy-2,4,10-trimethyl-dodeca-6,8,10-trien-1-ol
- Guidance literature:
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Multi-step reaction with 8 steps
1: (COCl)2, Me2SO, Et3N / CH2Cl2
2: -78 °C
3: Bu4NF / tetrahydrofuran / 0 - 23 °C
4: n-BuLi / tetrahydrofuran / -78 °C
5: tetrahydrofuran / -40 °C
6: red-Al / diethyl ether / 0 - 23 °C
7: n-BuLi, HMPA / tetrahydrofuran
8: Bu4NF / tetrahydrofuran / 23 °C
With
N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; oxalyl dichloride; tetrabutyl ammonium fluoride; dimethyl sulfoxide; triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride;
In
tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1021/jo00359a060
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101376-81-2,101469-62-9,125590-05-8
(6E,8E,10E)-(2R,4R)-5,12-Bis-benzyloxy-2,4,10-trimethyl-dodeca-6,8,10-trien-1-ol
- Guidance literature:
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Multi-step reaction with 10 steps
1: CH2Cl2
2: DIBAH / diethyl ether / -78 °C
3: (COCl)2, Me2SO, Et3N / CH2Cl2
4: -78 °C
5: Bu4NF / tetrahydrofuran / 0 - 23 °C
6: n-BuLi / tetrahydrofuran / -78 °C
7: tetrahydrofuran / -40 °C
8: red-Al / diethyl ether / 0 - 23 °C
9: n-BuLi, HMPA / tetrahydrofuran
10: Bu4NF / tetrahydrofuran / 23 °C
With
N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; oxalyl dichloride; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride;
In
tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1021/jo00359a060