(R)-[1-(4-methoxybenzyloxy)-3-((tert-butyl)dimethylsilyloxy)hex-5-en-3-yloxy]dimethylsilane

Base Information

• Chemical Name: (R)-[1-(4-methoxybenzyloxy)-3-((tert-butyl)dimethylsilyloxy)hex-5-en-3-yloxy]dimethylsilane
• CAS No.: 325172-40-5
• Molecular Formula: C₂₀H₃₄O₃Si
• Molecular Weight: 350.574
• Mol file: 325172-40-5.mol

Synonyms:(R)-[1-(4-methoxybenzyloxy)-3-((tert-butyl)dimethylsilyloxy)hex-5-en-3-yloxy]dimethylsilane

Chemical Property of (R)-[1-(4-methoxybenzyloxy)-3-((tert-butyl)dimethylsilyloxy)hex-5-en-3-yloxy]dimethylsilane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-[1-(4-methoxybenzyloxy)-3-((tert-butyl)dimethylsilyloxy)hex-5-en-3-yloxy]dimethylsilane

There total 6 articles about (R)-[1-(4-methoxybenzyloxy)-3-((tert-butyl)dimethylsilyloxy)hex-5-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: 100.0%

tert-butyldimethylsilyl chloride (18162-48-6) + (3R)-1-[(4-methoxybenzyl)oxy]hex-5-en-3-ol (325172-29-0) → (R)-[1-(4-methoxybenzyloxy)-3-((tert-butyl)dimethylsilyloxy)hex-5-en-3-yloxy]dimethylsilane (325172-40-5)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 18h;

DOI:10.1016/j.tet.2021.132569

Reference yield: 93.0%

t-butyldimethylsiyl triflate (69739-34-0) + (3R)-1-[(4-methoxybenzyl)oxy]hex-5-en-3-ol (325172-29-0) → (R)-[1-(4-methoxybenzyloxy)-3-((tert-butyl)dimethylsilyloxy)hex-5-en-3-yloxy]dimethylsilane (325172-40-5)

Guidance literature:

With 2,6-dimethylpyridine; In dichloromethane; at 0 ℃; for 0.5h; Inert atmosphere;

DOI:10.1021/ol200223q

Reference yield:

3-(p-methoxybenzyloxy)propanal (128461-65-4) → (R)-[1-(4-methoxybenzyloxy)-3-((tert-butyl)dimethylsilyloxy)hex-5-en-3-yloxy]dimethylsilane (325172-40-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: diethyl ether / -78 °C

1.2: 96 percent / NaOOH / diethyl ether

2.1: 94 percent / imidazole; DMAP / dimethylformamide

With 1H-imidazole; dmap; In diethyl ether; N,N-dimethyl-formamide;

DOI:10.1002/1521-3773(20001201)39:23<4308::AID-ANIE4308>3.0.CO;2-4

upstream raw materials:

tert-butyldimethylsilyl chloride

(3R)-1-[(4-methoxybenzyl)oxy]hex-5-en-3-ol

3-(p-methoxybenzyloxy)propanal

t-butyldimethylsiyl triflate

Downstream raw materials:

(R)-((R,E)-1-((2S,5S,6R)-6-((S)-2-methoxy-4-(4-methoxybenzyloxy)butyl)-5-methyltetrahydro-2H-pyran-2-yl)-6-methylhept-3-en-2-yl) 3-(tert-butyldimethylsilyloxy)hex-5-enoate

C₂₅H₄₄O₅Si

C₂₅H₄₄O₅Si

C₃₅H₅₉BO₅Si