(13S)-14-(t-butyldiphenylsiloxy)-13-(p-methoxybenzyloxy)tetradecanol

Base Information

• Chemical Name: (13S)-14-(t-butyldiphenylsiloxy)-13-(p-methoxybenzyloxy)tetradecanol
• CAS No.: 914936-85-9
• Molecular Formula: C₃₈H₅₆O₄Si
• Molecular Weight: 604.946
• Mol file: 914936-85-9.mol

Synonyms:(13S)-14-(t-butyldiphenylsiloxy)-13-(p-methoxybenzyloxy)tetradecanol

Chemical Property of (13S)-14-(t-butyldiphenylsiloxy)-13-(p-methoxybenzyloxy)tetradecanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (13S)-14-(t-butyldiphenylsiloxy)-13-(p-methoxybenzyloxy)tetradecanol

There total 11 articles about (13S)-14-(t-butyldiphenylsiloxy)-13-(p-methoxybenzyloxy)tetradecanol 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: 96.0%

(2S)-14-(t-butyldimethylsiloxy)-1-(t-butyldiphenylsiloxy)-2-(p-methoxybenzyloxy)tetradecane (914936-41-7) → (13S)-14-(t-butyldiphenylsiloxy)-13-(p-methoxybenzyloxy)tetradecanol (914936-85-9)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; at 20 ℃; for 6h;

DOI:10.1021/ol062011o

Reference yield:

(2S)-1-(t-butyldiphenylsiloxy)-4-iodo-2-(p-methoxybenzyloxy)butane (914936-39-3) → (13S)-14-(t-butyldiphenylsiloxy)-13-(p-methoxybenzyloxy)tetradecanol (914936-85-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / cuprous(I) iodide; 2,2'-bipyridyl / tetrahydrofuran / -20 - 20 °C

2: 96 percent / aq. HCl / tetrahydrofuran / 6 h / 20 °C

With hydrogenchloride; [2,2]bipyridinyl; copper(l) iodide; In tetrahydrofuran;

DOI:10.1021/ol062011o

Reference yield:

(2S,4S)-4-hydroxymethyl-2-(p-methoxymethyl)-1,3-dioxane (103708-37-8) → (13S)-14-(t-butyldiphenylsiloxy)-13-(p-methoxybenzyloxy)tetradecanol (914936-85-9)

Guidance literature:

Multi-step reaction with 5 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

5: 96 percent / aq. HCl / tetrahydrofuran / 6 h / 20 °C

With 1H-imidazole; hydrogenchloride; [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)-14-(t-butyldimethylsiloxy)-1-(t-butyldiphenylsiloxy)-2-(p-methoxybenzyloxy)tetradecane

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

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

tert-butylchlorodiphenylsilane

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