(6E)-1-[4-(1,1-dimethylheptyl)-2-hydroxy-6-prop-2-enyloxyphenyl]-10-tert-butyldimethylsilyloxy-7-methyldec-6-en-8-yne-1,3-diol

Base Information

Chemical Name:(6E)-1-[4-(1,1-dimethylheptyl)-2-hydroxy-6-prop-2-enyloxyphenyl]-10-tert-butyldimethylsilyloxy-7-methyldec-6-en-8-yne-1,3-diol
CAS No.:303113-18-0
Molecular Formula:C₃₅H₅₈O₅Si
Molecular Weight:586.928
Hs Code.:

Synonyms:(6E)-1-[4-(1,1-dimethylheptyl)-2-hydroxy-6-prop-2-enyloxyphenyl]-10-tert-butyldimethylsilyloxy-7-methyldec-6-en-8-yne-1,3-diol

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Chemical Property of (6E)-1-[4-(1,1-dimethylheptyl)-2-hydroxy-6-prop-2-enyloxyphenyl]-10-tert-butyldimethylsilyloxy-7-methyldec-6-en-8-yne-1,3-diol

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Technology Process of (6E)-1-[4-(1,1-dimethylheptyl)-2-hydroxy-6-prop-2-enyloxyphenyl]-10-tert-butyldimethylsilyloxy-7-methyldec-6-en-8-yne-1,3-diol

There total 15 articles about (6E)-1-[4-(1,1-dimethylheptyl)-2-hydroxy-6-prop-2-enyloxyphenyl]-10-tert-butyldimethylsilyloxy-7-methyldec-6-en-8-yne-1,3-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: 97.0%

: 303113-17-9
(6E)-1-[4-(1,1-dimethylheptyl)-2-hydroxy-6-prop-2-enyloxyphenyl]-3-hydroxy-10-tert-butyldimethylsilyloxy-7-methyldec-6-en-8-yn-1-one

: 303113-18-0
(6E)-1-[4-(1,1-dimethylheptyl)-2-hydroxy-6-prop-2-enyloxyphenyl]-10-tert-butyldimethylsilyloxy-7-methyldec-6-en-8-yne-1,3-diol

Guidance literature:: With sodium tetrahydroborate; In methanol; at 20 ℃; for 0.0833333h;
DOI:10.1021/jo000716c

Reference yield:

: 39192-51-3
1-(3,5-dimethoxyphenyl)heptan-1-one

: 303113-18-0
(6E)-1-[4-(1,1-dimethylheptyl)-2-hydroxy-6-prop-2-enyloxyphenyl]-10-tert-butyldimethylsilyloxy-7-methyldec-6-en-8-yne-1,3-diol

Guidance literature:: Multi-step reaction with 6 steps

1.1: TiCl₄ / CH₂Cl₂ / 0.33 h / -30 °C

1.2: 59 percent / CH₂Cl₂ / -45 - 20 °C

2.1: 86 percent / ytterbium(III) trifluoromethanesulfonate / nitromethane / 10 h / 20 °C

3.1: BBr₃ / CH₂Cl₂ / 36 h / 20 °C

4.1: 6.98 g / tetrabutylammonium hydroxide / CH₂Cl₂; H₂O / 12 h / 20 °C

5.1: diisopropylamine; n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

5.2: 68 percent / tetrahydrofuran; hexane / 0.5 h / -78 °C

6.1: 97 percent / NaBH₄ / methanol / 0.08 h / 20 °C

With sodium tetrahydroborate; n-butyllithium; tetra(n-butyl)ammonium hydroxide; boron tribromide; titanium tetrachloride; diisopropylamine; ytterbium(III) triflate; In tetrahydrofuran; methanol; nitromethane; hexane; dichloromethane; water; 1.1: Metallation / 1.2: Methylation / 2.1: Acylation / 3.1: demethylation / 4.1: Alkylation / 5.1: deprotonation / 5.2: Addition / 6.1: Reduction;
DOI:10.1021/jo000716c

Reference yield:

: 60526-81-0
1-(1',1'-dimethylheptyl)-3,5-dimethoxybenzene

: 303113-18-0
(6E)-1-[4-(1,1-dimethylheptyl)-2-hydroxy-6-prop-2-enyloxyphenyl]-10-tert-butyldimethylsilyloxy-7-methyldec-6-en-8-yne-1,3-diol

Guidance literature:: Multi-step reaction with 5 steps

1.1: 86 percent / ytterbium(III) trifluoromethanesulfonate / nitromethane / 10 h / 20 °C

2.1: BBr₃ / CH₂Cl₂ / 36 h / 20 °C

3.1: 6.98 g / tetrabutylammonium hydroxide / CH₂Cl₂; H₂O / 12 h / 20 °C

4.1: diisopropylamine; n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

4.2: 68 percent / tetrahydrofuran; hexane / 0.5 h / -78 °C

5.1: 97 percent / NaBH₄ / methanol / 0.08 h / 20 °C

With sodium tetrahydroborate; n-butyllithium; tetra(n-butyl)ammonium hydroxide; boron tribromide; diisopropylamine; ytterbium(III) triflate; In tetrahydrofuran; methanol; nitromethane; hexane; dichloromethane; water; 1.1: Acylation / 2.1: demethylation / 3.1: Alkylation / 4.1: deprotonation / 4.2: Addition / 5.1: Reduction;
DOI:10.1021/jo000716c