tert-butyl((3S,4R)-1-(4-methoxybenzyloxy)-4-methylhept-6-en-3-yloxy)dimethylsilane

Base Information

Chemical Name:tert-butyl((3S,4R)-1-(4-methoxybenzyloxy)-4-methylhept-6-en-3-yloxy)dimethylsilane
CAS No.:1453203-69-4
Molecular Formula:C₂₂H₃₈O₃Si
Molecular Weight:378.627
Hs Code.:

Synonyms:tert-butyl((3S,4R)-1-(4-methoxybenzyloxy)-4-methylhept-6-en-3-yloxy)dimethylsilane

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Chemical Property of tert-butyl((3S,4R)-1-(4-methoxybenzyloxy)-4-methylhept-6-en-3-yloxy)dimethylsilane

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Technology Process of tert-butyl((3S,4R)-1-(4-methoxybenzyloxy)-4-methylhept-6-en-3-yloxy)dimethylsilane

There total 6 articles about tert-butyl((3S,4R)-1-(4-methoxybenzyloxy)-4-methylhept-6-en-3-yloxy)dimethylsilane 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: 98.0%

: 314273-41-1
(3S,4R)-3-(tert-butyldimethylsilyloxy)-4-methylhept-6-en-1-ol

: 1453203-69-4
tert-butyl((3S,4R)-1-(4-methoxybenzyloxy)-4-methylhept-6-en-3-yloxy)dimethylsilane

Guidance literature:: With ytterbium(III) triflate; In toluene; at 20 ℃; for 0.5h; Inert atmosphere;
DOI:10.1016/j.tet.2013.07.026

Reference yield:

: 1453203-90-1
(2R,3R)-1-(4-methoxybenzyloxy)-3-methylhex-5-en-2-ol

: 1453203-69-4
tert-butyl((3S,4R)-1-(4-methoxybenzyloxy)-4-methylhept-6-en-3-yloxy)dimethylsilane

Guidance literature:: Multi-step reaction with 6 steps

1.1: 1H-imidazole; dmap / N,N-dimethyl-formamide / 16 h / Inert atmosphere

2.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone; sodium hydrogencarbonate; water / dichloromethane / 1.5 h / Inert atmosphere

3.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / ethyl acetate / 5 h / 80 °C / Inert atmosphere

4.1: potassium tert-butylate / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

4.2: 16 h / Inert atmosphere

5.1: diisobutylaluminium hydride / dichloromethane / 0.67 h / 0 - 20 °C / Inert atmosphere

6.1: ytterbium(III) triflate / toluene / 0.5 h / 20 °C / Inert atmosphere

With 1H-imidazole; dmap; potassium tert-butylate; water; diisobutylaluminium hydride; sodium hydrogencarbonate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; ytterbium(III) triflate; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; toluene; 4.1: |Wittig Olefination / 4.2: |Wittig Olefination;
DOI:10.1016/j.tet.2013.07.026

Reference yield:

: 1453203-59-2
tert-butyl((2R,3R)-1-(4-methoxybenzyloxy)-3-methylhex-5-en-2-yloxy)dimethylsilane

: 1453203-69-4
tert-butyl((3S,4R)-1-(4-methoxybenzyloxy)-4-methylhept-6-en-3-yloxy)dimethylsilane

Guidance literature:: Multi-step reaction with 5 steps

1.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone; sodium hydrogencarbonate; water / dichloromethane / 1.5 h / Inert atmosphere

2.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / ethyl acetate / 5 h / 80 °C / Inert atmosphere

3.1: potassium tert-butylate / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

3.2: 16 h / Inert atmosphere

4.1: diisobutylaluminium hydride / dichloromethane / 0.67 h / 0 - 20 °C / Inert atmosphere

5.1: ytterbium(III) triflate / toluene / 0.5 h / 20 °C / Inert atmosphere

With potassium tert-butylate; water; diisobutylaluminium hydride; sodium hydrogencarbonate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; ytterbium(III) triflate; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; dichloromethane; ethyl acetate; toluene; 3.1: |Wittig Olefination / 3.2: |Wittig Olefination;
DOI:10.1016/j.tet.2013.07.026