Technology Process of (2S,3S,6R,7R,8S,9S,10S)-1,9,11-Tris-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-7-(4-methoxy-benzyloxy)-2,6,8,10-tetramethyl-undecan-5-one
There total 15 articles about (2S,3S,6R,7R,8S,9S,10S)-1,9,11-Tris-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-7-(4-methoxy-benzyloxy)-2,6,8,10-tetramethyl-undecan-5-one 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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870773-92-5
(2S,3S,6R,7R,8S,9S,10S)-1,9,11-Tris-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-7-(4-methoxy-benzyloxy)-2,6,8,10-tetramethyl-undecan-5-one
- Guidance literature:
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(3R,4R,5S,6S,7S)-6,8-Bis-(tert-butyl-dimethyl-silanyloxy)-4-(4-methoxy-benzyloxy)-3,5,7-trimethyl-octan-2-one;
With
dicyclohexylboron chloride; triethylamine;
In
diethyl ether;
at -78 ℃;
(2S)-3-(tert-butyl-dimethyl-silyloxy)-2-methyl-propanal;
In
diethyl ether;
at -78 ℃;
DOI:10.1016/j.tetlet.2006.01.105
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870773-92-5
(2S,3S,6R,7R,8S,9S,10S)-1,9,11-Tris-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-7-(4-methoxy-benzyloxy)-2,6,8,10-tetramethyl-undecan-5-one
- Guidance literature:
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Multi-step reaction with 7 steps
1.1: 87 percent / tetrahydrofuran / -78 - -20 °C
2.1: 85 percent / PPTS / CH2Cl2 / 20 °C
3.1: DIBAL-H / CH2Cl2 / -78 °C
4.1: (COCl)2; DMSO; Et3N / CH2Cl2 / -78 °C
5.1: tetrahydrofuran / -78 °C
6.1: (COCl)2; DMSO; Et3N / CH2Cl2 / -78 °C
7.1: c-Hex2BCl; Et3N / diethyl ether / -78 °C
7.2: 81 percent / diethyl ether / -78 °C
With
oxalyl dichloride; dicyclohexylboron chloride; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine;
In
tetrahydrofuran; diethyl ether; dichloromethane;
4.1: Swern oxidation / 6.1: Swern oxidation;
DOI:10.1016/j.tetlet.2006.01.105
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870773-92-5
(2S,3S,6R,7R,8S,9S,10S)-1,9,11-Tris-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-7-(4-methoxy-benzyloxy)-2,6,8,10-tetramethyl-undecan-5-one
- Guidance literature:
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Multi-step reaction with 8 steps
1.1: m-CPBA / CH2Cl2 / 0 °C
2.1: 87 percent / tetrahydrofuran / -78 - -20 °C
3.1: 85 percent / PPTS / CH2Cl2 / 20 °C
4.1: DIBAL-H / CH2Cl2 / -78 °C
5.1: (COCl)2; DMSO; Et3N / CH2Cl2 / -78 °C
6.1: tetrahydrofuran / -78 °C
7.1: (COCl)2; DMSO; Et3N / CH2Cl2 / -78 °C
8.1: c-Hex2BCl; Et3N / diethyl ether / -78 °C
8.2: 81 percent / diethyl ether / -78 °C
With
oxalyl dichloride; dicyclohexylboron chloride; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; 3-chloro-benzenecarboperoxoic acid;
In
tetrahydrofuran; diethyl ether; dichloromethane;
5.1: Swern oxidation / 7.1: Swern oxidation;
DOI:10.1016/j.tetlet.2006.01.105
