Icosanoic acid (2R,3R,4R,5R)-4-icosanoyloxy-5-methoxy-2-trityloxymethyl-tetrahydro-furan-3-yl ester

Base Information

• Chemical Name: Icosanoic acid (2R,3R,4R,5R)-4-icosanoyloxy-5-methoxy-2-trityloxymethyl-tetrahydro-furan-3-yl ester
• CAS No.: 404918-73-6
• Molecular Formula: C₆₅H₁₀₂O₇
• Molecular Weight: 995.521
• Mol file: 404918-73-6.mol

Synonyms:Icosanoic acid (2R,3R,4R,5R)-4-icosanoyloxy-5-methoxy-2-trityloxymethyl-tetrahydro-furan-3-yl ester

Chemical Property of Icosanoic acid (2R,3R,4R,5R)-4-icosanoyloxy-5-methoxy-2-trityloxymethyl-tetrahydro-furan-3-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Icosanoic acid (2R,3R,4R,5R)-4-icosanoyloxy-5-methoxy-2-trityloxymethyl-tetrahydro-furan-3-yl ester

There total 3 articles about Icosanoic acid (2R,3R,4R,5R)-4-icosanoyloxy-5-methoxy-2-trityloxymethyl-tetrahydro-furan-3-yl ester 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:

(-)-Methyl-5-O-trityl-β-D-ribofuranosid (50908-04-8) + Arachidic acid (506-30-9) → Icosanoic acid (2R,3R,4R,5R)-4-icosanoyloxy-5-methoxy-2-trityloxymethyl-tetrahydro-furan-3-yl ester (404918-73-6)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; at 40 ℃; for 48h;

DOI:10.1021/ja025542q

Reference yield:

trityl chloride (76-83-5) → Icosanoic acid (2R,3R,4R,5R)-4-icosanoyloxy-5-methoxy-2-trityloxymethyl-tetrahydro-furan-3-yl ester (404918-73-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / pyridine / 3 h / 120 °C

2: DMAP; DCC / dimethylformamide / 48 h / 40 °C

With pyridine; dmap; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide;

DOI:10.1021/ja025542q

Reference yield:

1-O-methyl-D-ribofuranose (7473-45-2) → Icosanoic acid (2R,3R,4R,5R)-4-icosanoyloxy-5-methoxy-2-trityloxymethyl-tetrahydro-furan-3-yl ester (404918-73-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / pyridine / 3 h / 120 °C

2: DMAP; DCC / dimethylformamide / 48 h / 40 °C

With pyridine; dmap; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide;

DOI:10.1021/ja025542q

upstream raw materials:

(-)-Methyl-5-O-trityl-β-D-ribofuranosid

Arachidic acid

trityl chloride

1-O-methyl-D-ribofuranose