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

Base Information

• Chemical Name: (2S)-2-(p-methoxybenzyloxy)-24,28-di(tetrahydro-2H-pyran-2-yloxy)octacosanoic acid
• CAS No.: 915024-80-5
• Molecular Formula: C₄₆H₈₀O₈
• Molecular Weight: 761.136
• Mol file: 915024-80-5.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 14 articles about (2S)-2-(p-methoxybenzyloxy)-24,28-di(tetrahydro-2H-pyran-2-yloxy)octacosanoic acid 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:

(2S)-2-(p-methoxybenzyloxy)-24,28-di(tetrahydro-2H-pyran-2-yloxy)octacosanol (915024-78-1) → (2S)-2-(p-methoxybenzyloxy)-24,28-di(tetrahydro-2H-pyran-2-yloxy)octacosanoic acid (915024-80-5)

Guidance literature:

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; sodium chlorite; In phosphate buffer; water; acetonitrile; at 20 ℃; for 8.5h;

DOI:10.1021/ol062011o

Reference yield:

(2S)-1-(t-butyldiphenylsiloxy)-2-(p-methoxybenzyloxy)-28-(tetrahydro-2H-pyran-2-yloxy)octacosane-24-ol (914936-51-9) → (2S)-2-(p-methoxybenzyloxy)-24,28-di(tetrahydro-2H-pyran-2-yloxy)octacosanoic acid (915024-80-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 86 percent / p-toluenesulfonic acid monohydrate / CH₂Cl₂ / 2 h / 20 °C

2: 96 percent / acetic acid; TBAF / tetrahydrofuran / 22.5 h / 20 °C

3: TEMPO; sodium chlorite; sodium hypochlorite / acetonitrile; aq. phosphate buffer; H₂O / 8.5 h / 20 °C

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; sodium chlorite; tetrabutyl ammonium fluoride; toluene-4-sulfonic acid; acetic acid; In tetrahydrofuran; phosphate buffer; dichloromethane; water; acetonitrile;

DOI:10.1021/ol062011o

Reference yield:

(2S)-1-(t-butyldiphenylsiloxy)-2-(p-methoxybenzyloxy)-24,28-di(tetrahydro-2H-pyran-2-yloxy)octacosane (915024-77-0) → (2S)-2-(p-methoxybenzyloxy)-24,28-di(tetrahydro-2H-pyran-2-yloxy)octacosanoic acid (915024-80-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 96 percent / acetic acid; TBAF / tetrahydrofuran / 22.5 h / 20 °C

2: TEMPO; sodium chlorite; sodium hypochlorite / acetonitrile; aq. phosphate buffer; H₂O / 8.5 h / 20 °C

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; sodium chlorite; tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran; phosphate buffer; water; acetonitrile;

DOI:10.1021/ol062011o

upstream raw materials:

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

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

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

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

Downstream raw materials:

(2S)-24-hydroxy-2-(p-methoxybenzyloxy)octacosanolide

(2S)-2-(p-methoxybenzyloxy)-24-oxooctacosanolide

(2R)-2-(3,5-dinitrobenzoyloxy)-24-oxooctacosanolide

(2S)-24,28-dihydroxy-2-(p-methoxybenzyloxy)octacosanoic acid