(2S)-14-(t-butyldimethylsiloxy)-1-(t-butyldiphenylsiloxy)-2-(p-methoxybenzyloxy)tetradecane

Base Information

• Chemical Name: (2S)-14-(t-butyldimethylsiloxy)-1-(t-butyldiphenylsiloxy)-2-(p-methoxybenzyloxy)tetradecane
• CAS No.: 914936-41-7
• Molecular Formula: C₄₄H₇₀O₄Si₂
• Molecular Weight: 719.208
• Mol file: 914936-41-7.mol

Synonyms:(2S)-14-(t-butyldimethylsiloxy)-1-(t-butyldiphenylsiloxy)-2-(p-methoxybenzyloxy)tetradecane

Chemical Property of (2S)-14-(t-butyldimethylsiloxy)-1-(t-butyldiphenylsiloxy)-2-(p-methoxybenzyloxy)tetradecane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S)-14-(t-butyldimethylsiloxy)-1-(t-butyldiphenylsiloxy)-2-(p-methoxybenzyloxy)tetradecane

There total 10 articles about (2S)-14-(t-butyldimethylsiloxy)-1-(t-butyldiphenylsiloxy)-2-(p-methoxybenzyloxy)tetradecane 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: 90.0%

(2S)-1-(t-butyldiphenylsiloxy)-4-iodo-2-(p-methoxybenzyloxy)butane (914936-39-3) + C16H35BrMgOSi → (2S)-14-(t-butyldimethylsiloxy)-1-(t-butyldiphenylsiloxy)-2-(p-methoxybenzyloxy)tetradecane (914936-41-7)

Guidance literature:

With [2,2]bipyridinyl; copper(l) iodide; In tetrahydrofuran; at -20 - 20 ℃;

DOI:10.1021/ol062011o

Reference yield: 89.0%

C28H52O4Si (1244784-75-5) + tert-butylchlorodiphenylsilane (58479-61-1) → (2S)-14-(t-butyldimethylsiloxy)-1-(t-butyldiphenylsiloxy)-2-(p-methoxybenzyloxy)tetradecane (914936-41-7)

Guidance literature:

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

Reference yield:

(2S,4S)-4-hydroxymethyl-2-(p-methoxymethyl)-1,3-dioxane (103708-37-8) → (2S)-14-(t-butyldimethylsiloxy)-1-(t-butyldiphenylsiloxy)-2-(p-methoxybenzyloxy)tetradecane (914936-41-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 83 percent / imidazole / dimethylformamide / 1.5 h / 20 °C

2: 92 percent / DIBAL / CH₂Cl₂ / 4.5 h / -78 °C

3: 96 percent / imidazole; triphenylphosphine; iodine / benzene / 5 h / 20 °C

4: 90 percent / cuprous(I) iodide; 2,2'-bipyridyl / tetrahydrofuran / -20 - 20 °C

With 1H-imidazole; [2,2]bipyridinyl; copper(l) iodide; iodine; diisobutylaluminium hydride; triphenylphosphine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; benzene;

DOI:10.1021/ol062011o

upstream raw materials:

(2S)-1-(t-butyldiphenylsiloxy)-4-iodo-2-(p-methoxybenzyloxy)butane

(2S,4S)-4-hydroxymethyl-2-(p-methoxymethyl)-1,3-dioxane

tert-butylchlorodiphenylsilane

(2S,4S)-tert-butyl-[2-(4-methoxy-phenyl)-[1,3]dioxan-4-ylmethoxy]-diphenyl-silane

Downstream raw materials:

(2S)-1-(t-butyldiphenylsiloxy)-2-(p-methoxybenzyloxy)-24,28-di(tetrahydro-2H-pyran-2-yloxy)octacosane

(2S)-1-(t-butyldiphenylsiloxy)-2-(p-methoxybenzyloxy)-28-(tetrahydro-2H-pyran-2-yloxy)octacosane-24-ol

(2S)-2-(p-methoxybenzyloxy)-24,28-di(tetrahydro-2H-pyran-2-yloxy)octacosanoic acid

(2S)-2-(p-methoxybenzyloxy)-24,28-di(tetrahydro-2H-pyran-2-yloxy)octacosanol