(R)-3-Tetradecanoyloxy-tetradecanoic acid (2R,4aR,6R,7S,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,7S,8S,8aR)-6-(bis-benzyloxy-phosphoryloxy)-7-fluoro-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester
CAS No.:141395-60-0
Molecular Formula:C₅₅H₈₀FO₁₁P
Molecular Weight:967.206
Hs Code.:

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

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

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

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Technology Process of (R)-3-Tetradecanoyloxy-tetradecanoic acid (2R,4aR,6R,7S,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,7S,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%

: 87357-76-4
(R)-3-(dodecanoyloxy)tetradecanoic acid

: 141395-54-2
Phosphoric acid dibenzyl ester (2R,4aR,6R,7S,8S,8aS)-7-fluoro-8-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl ester

: 141395-60-0
(R)-3-Tetradecanoyloxy-tetradecanoic acid (2R,4aR,6R,7S,8S,8aR)-6-(bis-benzyloxy-phosphoryloxy)-7-fluoro-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester

Guidance literature:: With dicyclohexyl-carbodiimide; dmap; In dichloromethane;
DOI:10.1016/S0040-4039(00)91596-X

Reference yield:

: 7226-42-8,7226-44-0,31077-89-1,31077-91-5,35526-14-8,38711-38-5,83697-45-4,108794-43-0,108805-89-6,141395-48-4,141395-49-5,31077-90-4
1,3,4,6-tetra-O-acetyl-2-deoxy-2-fluoro-α-D-mannopyranoside

: 141395-60-0
(R)-3-Tetradecanoyloxy-tetradecanoic acid (2R,4aR,6R,7S,8S,8aR)-6-(bis-benzyloxy-phosphoryloxy)-7-fluoro-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 100 percent / MeONa / methanol

2: 80 percent / p-TsOH / dimethylformamide

3: 36.3 percent / n-BuLi / tetrahydrofuran

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

With n-butyllithium; sodium methylate; toluene-4-sulfonic acid; dicyclohexyl-carbodiimide; dmap; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)91596-X

Reference yield:

: 1125-88-8
benzaldehyde dimethyl acetal

: 141395-60-0
(R)-3-Tetradecanoyloxy-tetradecanoic acid (2R,4aR,6R,7S,8S,8aR)-6-(bis-benzyloxy-phosphoryloxy)-7-fluoro-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 80 percent / p-TsOH / dimethylformamide

2: 36.3 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