4-[8-(4-methoxybenzyloxy)-1,7-di(tert-butyldiphenylsilyloxy)-(1S,7R,8R)-2,4-pentadecadiynyl]-2,2-dimethyl-(4R)-1,3-dioxolane

Base Information

Chemical Name:4-[8-(4-methoxybenzyloxy)-1,7-di(tert-butyldiphenylsilyloxy)-(1S,7R,8R)-2,4-pentadecadiynyl]-2,2-dimethyl-(4R)-1,3-dioxolane
CAS No.:463942-73-6
Molecular Formula:C₆₀H₇₆O₆Si₂
Molecular Weight:949.431
Hs Code.:

Synonyms:4-[8-(4-methoxybenzyloxy)-1,7-di(tert-butyldiphenylsilyloxy)-(1S,7R,8R)-2,4-pentadecadiynyl]-2,2-dimethyl-(4R)-1,3-dioxolane

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Chemical Property of 4-[8-(4-methoxybenzyloxy)-1,7-di(tert-butyldiphenylsilyloxy)-(1S,7R,8R)-2,4-pentadecadiynyl]-2,2-dimethyl-(4R)-1,3-dioxolane

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Technology Process of 4-[8-(4-methoxybenzyloxy)-1,7-di(tert-butyldiphenylsilyloxy)-(1S,7R,8R)-2,4-pentadecadiynyl]-2,2-dimethyl-(4R)-1,3-dioxolane

There total 13 articles about 4-[8-(4-methoxybenzyloxy)-1,7-di(tert-butyldiphenylsilyloxy)-(1S,7R,8R)-2,4-pentadecadiynyl]-2,2-dimethyl-(4R)-1,3-dioxolane 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: 91.0%

: 58479-61-1
tert-butylchlorodiphenylsilane

: 463942-72-5
1-[2,2-dimethyl-(4R)-1,3-dioxolan-4-yl]-8-(4-methoxybenzyloxy)-1-tert-butyldiphenylsilyloxy-(1S,7R,8R)-2,4-pentadecadiyn-7-ol

: 463942-73-6
4-[8-(4-methoxybenzyloxy)-1,7-di(tert-butyldiphenylsilyloxy)-(1S,7R,8R)-2,4-pentadecadiynyl]-2,2-dimethyl-(4R)-1,3-dioxolane

Guidance literature:: With 1H-imidazole; In dichloromethane; at 20 ℃; for 6h;
DOI:10.1016/S0040-4020(02)00423-4

Reference yield:

: 99745-00-3
(2S,3S)-2,3-epoxydecan-1-ol

: 463942-73-6
4-[8-(4-methoxybenzyloxy)-1,7-di(tert-butyldiphenylsilyloxy)-(1S,7R,8R)-2,4-pentadecadiynyl]-2,2-dimethyl-(4R)-1,3-dioxolane

Guidance literature:: Multi-step reaction with 6 steps

1.1: 84 percent / titanium(IV) isopropoxide / toluene / 2 h / Heating

2.1: 88 percent / imidazole / CH₂Cl₂ / 6 h / 20 °C

3.1: 80 percent / triethylamine / CH₂Cl₂ / 48 h / 20 °C

4.1: 92 percent / tetrabutylammonium fluoride / tetrahydrofuran / 3 h / 20 °C

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

5.2: BF₃*OEt₂ / tetrahydrofuran; hexane / 0.5 h / -78 °C

5.3: 75 percent / tetrahydrofuran; hexane / 1 h / -78 °C

6.1: 91 percent / imidazole / CH₂Cl₂ / 6 h / 20 °C

With 1H-imidazole; titanium(IV) isopropylate; n-butyllithium; tetrabutyl ammonium fluoride; triethylamine; In tetrahydrofuran; hexane; dichloromethane; toluene;
DOI:10.1016/S0040-4020(02)00423-4

Reference yield:

: 105-13-5
4-Methoxybenzyl alcohol

: 463942-73-6
4-[8-(4-methoxybenzyloxy)-1,7-di(tert-butyldiphenylsilyloxy)-(1S,7R,8R)-2,4-pentadecadiynyl]-2,2-dimethyl-(4R)-1,3-dioxolane

Guidance literature:: Multi-step reaction with 6 steps

1.1: 84 percent / titanium(IV) isopropoxide / toluene / 2 h / Heating

2.1: 88 percent / imidazole / CH₂Cl₂ / 6 h / 20 °C

3.1: 80 percent / triethylamine / CH₂Cl₂ / 48 h / 20 °C

4.1: 92 percent / tetrabutylammonium fluoride / tetrahydrofuran / 3 h / 20 °C

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

5.2: BF₃*OEt₂ / tetrahydrofuran; hexane / 0.5 h / -78 °C

5.3: 75 percent / tetrahydrofuran; hexane / 1 h / -78 °C

6.1: 91 percent / imidazole / CH₂Cl₂ / 6 h / 20 °C

With 1H-imidazole; titanium(IV) isopropylate; n-butyllithium; tetrabutyl ammonium fluoride; triethylamine; In tetrahydrofuran; hexane; dichloromethane; toluene;
DOI:10.1016/S0040-4020(02)00423-4