tert-butyl-(R)-(1-(4-methoxybenzyloxy)pent-4-en-2-yloxy)dimethylsilane

Base Information

• Chemical Name: tert-butyl-(R)-(1-(4-methoxybenzyloxy)pent-4-en-2-yloxy)dimethylsilane
• CAS No.: 1012367-41-7
• Molecular Formula: C₁₉H₃₂O₃Si
• Molecular Weight: 336.547
• Mol file: 1012367-41-7.mol

Synonyms:tert-butyl-(R)-(1-(4-methoxybenzyloxy)pent-4-en-2-yloxy)dimethylsilane

Chemical Property of tert-butyl-(R)-(1-(4-methoxybenzyloxy)pent-4-en-2-yloxy)dimethylsilane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl-(R)-(1-(4-methoxybenzyloxy)pent-4-en-2-yloxy)dimethylsilane

There total 3 articles about tert-butyl-(R)-(1-(4-methoxybenzyloxy)pent-4-en-2-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: 86.0%

tert-butyldimethylsilyl chloride (18162-48-6) + (R)-1-[(4-methoxybenzyl)oxy]pent-4-en-2-ol (194342-84-2) → tert-butyl-(R)-(1-(4-methoxybenzyloxy)pent-4-en-2-yloxy)dimethylsilane (1012367-41-7)

Guidance literature:

With 1H-imidazole; In dichloromethane; at 0 - 20 ℃; for 16h; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.orglett.0c02190

Reference yield:

(R)-2-(((4-methoxybenzyl)oxy)methyl)oxirane (80910-01-6,108836-41-5,144069-33-0,134733-19-0) → tert-butyl-(R)-(1-(4-methoxybenzyloxy)pent-4-en-2-yloxy)dimethylsilane (1012367-41-7)

Guidance literature:

Multi-step reaction with 2 steps

1: copper(l) cyanide / tetrahydrofuran / 4 h / -78 - -40 °C

2: dmap; 1H-imidazole / dichloromethane / 3 h / 0 - 20 °C

With 1H-imidazole; dmap; copper(l) cyanide; In tetrahydrofuran; dichloromethane;

DOI:10.1055/s-0033-1338952

Reference yield:

p-methoxybenzyl chloride (824-94-2) → tert-butyl-(R)-(1-(4-methoxybenzyloxy)pent-4-en-2-yloxy)dimethylsilane (1012367-41-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.42 h / 0 °C / Schlenk technique; Inert atmosphere

1.2: 16 h / 0 - 20 °C / Schlenk technique; Inert atmosphere

2.1: copper(l) iodide / tetrahydrofuran / 3 h / -78 °C / Schlenk technique; Inert atmosphere

3.1: 1H-imidazole / dichloromethane / 16 h / 0 - 20 °C / Schlenk technique; Inert atmosphere

With 1H-imidazole; copper(l) iodide; sodium hydride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; mineral oil;

DOI:10.1021/acs.orglett.0c02190

upstream raw materials:

tert-butyldimethylsilyl chloride

(R)-1-[(4-methoxybenzyl)oxy]pent-4-en-2-ol

(R)-2-(((4-methoxybenzyl)oxy)methyl)oxirane

p-methoxybenzyl chloride

Downstream raw materials:

N-[(2S,3R)-3-(tert-butyldimethylsilyloxy)-1-phenylhex-5-en-2-yl]-2-methylpropane-2-sulfinamide

((1S,2R)-1-Benzyl-2-hydroxy-pent-4-enyl)-carbamic acid benzyl ester

((1S,2R)-1-Benzyl-2-methoxymethoxy-pent-4-enyl)-methyl-carbamic acid benzyl ester

C₂₈H₄₁NO₇SSi