(R)-3-Tetradecanoyloxy-tetradecanoic acid (2R,4aR,6R,7R,8S,8aR)-6-(bis-benzyloxy-phosphoryloxy)-7-fluoro-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester

Base Information

• Chemical Name: (R)-3-Tetradecanoyloxy-tetradecanoic acid (2R,4aR,6R,7R,8S,8aR)-6-(bis-benzyloxy-phosphoryloxy)-7-fluoro-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester
• CAS No.: 141395-57-5
• Molecular Formula: C₅₅H₈₀FO₁₁P
• Molecular Weight: 967.206
• Mol file: 141395-57-5.mol

Synonyms:(R)-3-Tetradecanoyloxy-tetradecanoic acid (2R,4aR,6R,7R,8S,8aR)-6-(bis-benzyloxy-phosphoryloxy)-7-fluoro-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester

Chemical Property of (R)-3-Tetradecanoyloxy-tetradecanoic acid (2R,4aR,6R,7R,8S,8aR)-6-(bis-benzyloxy-phosphoryloxy)-7-fluoro-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-3-Tetradecanoyloxy-tetradecanoic acid (2R,4aR,6R,7R,8S,8aR)-6-(bis-benzyloxy-phosphoryloxy)-7-fluoro-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester

There total 6 articles about (R)-3-Tetradecanoyloxy-tetradecanoic acid (2R,4aR,6R,7R,8S,8aR)-6-(bis-benzyloxy-phosphoryloxy)-7-fluoro-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-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: 80.0%

(R)-3-(dodecanoyloxy)tetradecanoic acid (87357-76-4) + Phosphoric acid dibenzyl ester (2R,4aR,6R,7R,8S,8aS)-7-fluoro-8-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl ester (141395-52-0) → (R)-3-Tetradecanoyloxy-tetradecanoic acid (2R,4aR,6R,7R,8S,8aR)-6-(bis-benzyloxy-phosphoryloxy)-7-fluoro-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester (141395-57-5)

Guidance literature:

With dicyclohexyl-carbodiimide; dmap; In dichloromethane;

DOI:10.1016/S0040-4039(00)91596-X

Reference yield:

2-fluoro-D-glucose (86783-82-6) → (R)-3-Tetradecanoyloxy-tetradecanoic acid (2R,4aR,6R,7R,8S,8aR)-6-(bis-benzyloxy-phosphoryloxy)-7-fluoro-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester (141395-57-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 80 percent / p-TsOH / dimethylformamide

2: 46 percent / n-BuLi / tetrahydrofuran

3: 80 percent / dicyclohexyl carbodiimide / 4-dimethylamino pyridine / CH₂Cl₂

With n-butyllithium; toluene-4-sulfonic acid; dicyclohexyl-carbodiimide; dmap; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)91596-X

Reference yield:

benzaldehyde dimethyl acetal (1125-88-8) → (R)-3-Tetradecanoyloxy-tetradecanoic acid (2R,4aR,6R,7R,8S,8aR)-6-(bis-benzyloxy-phosphoryloxy)-7-fluoro-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester (141395-57-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 80 percent / p-TsOH / dimethylformamide

2: 46 percent / n-BuLi / tetrahydrofuran

3: 80 percent / dicyclohexyl carbodiimide / 4-dimethylamino pyridine / CH₂Cl₂

With n-butyllithium; toluene-4-sulfonic acid; dicyclohexyl-carbodiimide; dmap; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)91596-X

upstream raw materials:

(R)-3-(dodecanoyloxy)tetradecanoic acid

Phosphoric acid dibenzyl ester (2R,4aR,6R,7R,8S,8aS)-7-fluoro-8-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl ester

2-fluoro-D-glucose

benzaldehyde dimethyl acetal