tert-butyl(((3S,4S)-5-((4-methoxybenzyl)oxy)-4-methylpent-1-yn-3-yl)oxy)dimethylsilane

Base Information

Chemical Name:tert-butyl(((3S,4S)-5-((4-methoxybenzyl)oxy)-4-methylpent-1-yn-3-yl)oxy)dimethylsilane
CAS No.:1393364-33-4
Molecular Formula:C₂₀H₃₃IO₃Si
Molecular Weight:476.47
Hs Code.:

Synonyms:tert-butyl(((3S,4S)-5-((4-methoxybenzyl)oxy)-4-methylpent-1-yn-3-yl)oxy)dimethylsilane

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Chemical Property of tert-butyl(((3S,4S)-5-((4-methoxybenzyl)oxy)-4-methylpent-1-yn-3-yl)oxy)dimethylsilane

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Technology Process of tert-butyl(((3S,4S)-5-((4-methoxybenzyl)oxy)-4-methylpent-1-yn-3-yl)oxy)dimethylsilane

There total 8 articles about tert-butyl(((3S,4S)-5-((4-methoxybenzyl)oxy)-4-methylpent-1-yn-3-yl)oxy)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: 62.0%

: 1393364-40-3
tert-butyl(((3S,4S)-5-((4-methoxybenzyl)oxy)-4-methylpent-1-yn-3-yl)oxy)dimethylsilane

: 1393364-33-4
tert-butyl(((3S,4S)-5-((4-methoxybenzyl)oxy)-4-methylpent-1-yn-3-yl)oxy)dimethylsilane

Guidance literature:: tert-butyl(((3S,4S)-5-((4-methoxybenzyl)oxy)-4-methylpent-1-yn-3-yl)oxy)dimethylsilane; With zirconocene dichloride; diisobutylaluminium hydride; In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere;

With iodine; In tetrahydrofuran; at -78 ℃; for 1h; Inert atmosphere;
DOI:10.1039/c2cc34052f

Reference yield:

: 1393364-32-3
(3S,4S)-5-(4-methoxybenzyloxy)-4-methyl-1-(trimethylsilyl)pent-1-yn-3-ol

: 1393364-33-4
tert-butyl(((3S,4S)-5-((4-methoxybenzyl)oxy)-4-methylpent-1-yn-3-yl)oxy)dimethylsilane

Guidance literature:: Multi-step reaction with 3 steps

1.1: 2,6-dimethylpyridine / dichloromethane / 1 h / -78 °C

2.1: potassium carbonate / methanol / 1 h / 20 °C

3.1: zirconocene dichloride; diisobutylaluminium hydride / tetrahydrofuran / 0.5 h / -78 - 20 °C

3.2: 0.5 h / -78 °C

With 2,6-dimethylpyridine; zirconocene dichloride; diisobutylaluminium hydride; potassium carbonate; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/j.bmcl.2012.06.070

Reference yield:

: 1393364-39-0
tert-butyl(((3S,4S)-5-((4-methoxybenzyl)oxy)-4-methyl-1-(trimethylsilyl)pent-1-yn-3-yl)oxy)dimethylsilane

: 1393364-33-4
tert-butyl(((3S,4S)-5-((4-methoxybenzyl)oxy)-4-methylpent-1-yn-3-yl)oxy)dimethylsilane

Guidance literature:: Multi-step reaction with 2 steps

1.1: potassium carbonate / methanol / 1 h / 20 °C

2.1: zirconocene dichloride; diisobutylaluminium hydride / tetrahydrofuran / 0.5 h / -78 - 20 °C

2.2: 0.5 h / -78 °C

With zirconocene dichloride; diisobutylaluminium hydride; potassium carbonate; In tetrahydrofuran; methanol;
DOI:10.1016/j.bmcl.2012.06.070