1-benzyloxy-11,15-bis-(tert-butyl-dimethyl-silanyloxy)-3-methyl-13-triethylsilanyloxy-hexadeca-2,8-diene-5,7-diol

Base Information

Chemical Name:1-benzyloxy-11,15-bis-(tert-butyl-dimethyl-silanyloxy)-3-methyl-13-triethylsilanyloxy-hexadeca-2,8-diene-5,7-diol
CAS No.:916757-71-6
Molecular Formula:C₄₂H₈₀O₆Si₃
Molecular Weight:765.35
Hs Code.:

1-benzyloxy-11,15-bis-(<i>tert</i>-butyl-dimethyl-silanyloxy)-3-methyl-13-triethylsilanyloxy-hexadeca-2,8-diene-5,7-diol

Synonyms:1-benzyloxy-11,15-bis-(tert-butyl-dimethyl-silanyloxy)-3-methyl-13-triethylsilanyloxy-hexadeca-2,8-diene-5,7-diol

Suppliers and Price of 1-benzyloxy-11,15-bis-(tert-butyl-dimethyl-silanyloxy)-3-methyl-13-triethylsilanyloxy-hexadeca-2,8-diene-5,7-diol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 1-benzyloxy-11,15-bis-(tert-butyl-dimethyl-silanyloxy)-3-methyl-13-triethylsilanyloxy-hexadeca-2,8-diene-5,7-diol

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Pictogram(s):
Hazard Codes:

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Technology Process of 1-benzyloxy-11,15-bis-(tert-butyl-dimethyl-silanyloxy)-3-methyl-13-triethylsilanyloxy-hexadeca-2,8-diene-5,7-diol

There total 28 articles about 1-benzyloxy-11,15-bis-(tert-butyl-dimethyl-silanyloxy)-3-methyl-13-triethylsilanyloxy-hexadeca-2,8-diene-5,7-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:

Reference yield: 89.0%

: 1-benzyloxy-11,15-bis-(tert-butyl-dimethyl-silanyloxy)-5-hydroxy-3-methyl-13-triethylsilanyloxy-hexadeca-2,8-dien-7-one

: 916757-71-6
1-benzyloxy-11,15-bis-(tert-butyl-dimethyl-silanyloxy)-3-methyl-13-triethylsilanyloxy-hexadeca-2,8-diene-5,7-diol

Guidance literature:: 1-benzyloxy-11,15-bis-(tert-butyl-dimethyl-silanyloxy)-5-hydroxy-3-methyl-13-triethylsilanyloxy-hexadeca-2,8-dien-7-one; With diethyl methoxy borane; In tetrahydrofuran; methanol; at -78 ℃; for 0.25h;

With sodium tetrahydroborate; In tetrahydrofuran; methanol; at -78 ℃; for 3h;
DOI:10.1021/ja068053p

Reference yield: 89.0%

: 916757-70-5
1-benzyloxy-11,15-bis-(tert-butyl-dimethyl-silanyloxy)-5-hydroxy-3-methyl-13-triethylsilanyloxy-hexadeca-2,8-dien-7-one

: 916757-71-6
1-benzyloxy-11,15-bis-(tert-butyl-dimethyl-silanyloxy)-3-methyl-13-triethylsilanyloxy-hexadeca-2,8-diene-5,7-diol

Guidance literature:: With sodium tetrahydroborate; diethyl methoxy borane; In tetrahydrofuran; methanol; at -78 ℃; for 3h;
DOI:10.1002/anie.200601867

Reference yield:

: 71171-66-9,92775-37-6,116839-04-4,72150-39-1
(3R)-3-(tert-butyldimethylsilyloxy)butanal

: 916757-71-6
1-benzyloxy-11,15-bis-(tert-butyl-dimethyl-silanyloxy)-3-methyl-13-triethylsilanyloxy-hexadeca-2,8-diene-5,7-diol

Guidance literature:: Multi-step reaction with 7 steps

1.1: 20.5 g / diethyl ether / 5 h / -78 - 25 °C

2.1: 28.3 g / imidazole / dimethylformamide / 4 h / 25 °C

3.1: O₃ / CH₂Cl₂ / 4 h / -78 °C

3.2: 64 percent / PPh₃ / diethyl ether / 3 h / -78 - 25 °C

4.1: 18.5 g / diethyl ether / 5 h / -78 - 25 °C

5.1: imidazole / dimethylformamide / 4 h / 25 °C

6.1: 36 percent / Hoveyda-Grubbs' catalyst / CH₂Cl₂ / 18 h / 25 °C

7.1: Et₂BOMe / tetrahydrofuran; methanol / 0.25 h / -78 °C

7.2: 89 percent / NaBH₄ / tetrahydrofuran; methanol; various solvent(s) / 3 h / -78 °C

With 1H-imidazole; diethyl methoxy borane; ozone; Hoveyda-Grubbs catalyst second generation; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja068053p