(S)-3-(tert-butyldimethylsilyloxy)-5-(4-methoxybenzyloxy)pentan-1-ol

Base Information

• Chemical Name: (S)-3-(tert-butyldimethylsilyloxy)-5-(4-methoxybenzyloxy)pentan-1-ol
• CAS No.: 794588-83-3
• Molecular Formula: C₁₉H₃₄O₄Si
• Molecular Weight: 354.562
• Mol file: 794588-83-3.mol

Synonyms:(S)-3-(tert-butyldimethylsilyloxy)-5-(4-methoxybenzyloxy)pentan-1-ol

Chemical Property of (S)-3-(tert-butyldimethylsilyloxy)-5-(4-methoxybenzyloxy)pentan-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-3-(tert-butyldimethylsilyloxy)-5-(4-methoxybenzyloxy)pentan-1-ol

There total 1 articles about (S)-3-(tert-butyldimethylsilyloxy)-5-(4-methoxybenzyloxy)pentan-1-ol 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: 92.0%

(3R)-3-{[tert-butyl(dimethyl)silyl]oxy}-5-[(4-methoxybenzyl)oxy]pentanal (398478-52-9) → (S)-3-(tert-butyldimethylsilyloxy)-5-(4-methoxybenzyloxy)pentan-1-ol (794588-83-3)

Guidance literature:

With sodium tetrahydroborate; In ethanol; at 20 ℃; for 0.75h;

DOI:10.1016/j.tet.2004.06.146

Reference yield: 79.0%

1-(trifluoromethyl)allyl benzoate (1309435-38-8) + (S)-3-(tert-butyldimethylsilyloxy)-5-(4-methoxybenzyloxy)pentan-1-ol (794588-83-3) → (3S,4R,6R)-6-(tert-butyldimethylsilyloxy)-8-(4-methoxybenzyloxy)-3-(trifluoromethyl)oct-1-en-4-ol (1309435-50-4)

Guidance literature:

With C₄₉H₃₇Cl₂IrN₂O₆P₂; sodium carbonate; In tetrahydrofuran; water; at 20 - 70 ℃; for 72.5h; optical yield given as %de; enantioselective reaction; Inert atmosphere;

DOI:10.1002/anie.201008296

Reference yield: 78.0%

allyl bromide (106-95-6) + (S)-3-(tert-butyldimethylsilyloxy)-5-(4-methoxybenzyloxy)pentan-1-ol (794588-83-3) → [1-(2-allyloxyethyl)-3-(4-methoxybenzyloxy)propoxy]-tert-butyldimethylsilane (794588-84-4)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 20 ℃; for 20h;

DOI:10.1016/j.tet.2004.06.146

upstream raw materials:

(3R)-3-{[tert-butyl(dimethyl)silyl]oxy}-5-[(4-methoxybenzyl)oxy]pentanal

Downstream raw materials:

[1-(2-allyloxyethyl)-3-(4-methoxybenzyloxy)propoxy]-tert-butyldimethylsilane

1-allyloxy-5-(4-methoxybenzyloxy)pentan-3-ol

2-allylbenzoic acid 1-(2-allyloxyethyl)-3-(4-methoxybenzyloxy)propyl ester

2-allyl-6-hydroxybenzoic acid 1-(2-allyloxyethyl)-3-(4-methoxybenzyloxy)propyl ester