3-((2R,3S,4R,5R,6R)-3,4,5-Triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yl)-propionic acid pentafluorophenyl ester

Base Information

• Chemical Name: 3-((2R,3S,4R,5R,6R)-3,4,5-Triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yl)-propionic acid pentafluorophenyl ester
• CAS No.: 682349-94-6
• Molecular Formula: C₂₃H₂₃F₅O₁₁
• Molecular Weight: 570.421
• Mol file: 682349-94-6.mol

Synonyms:3-((2R,3S,4R,5R,6R)-3,4,5-Triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yl)-propionic acid pentafluorophenyl ester

Chemical Property of 3-((2R,3S,4R,5R,6R)-3,4,5-Triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yl)-propionic acid pentafluorophenyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of 3-((2R,3S,4R,5R,6R)-3,4,5-Triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yl)-propionic acid pentafluorophenyl ester

There total 1 articles about 3-((2R,3S,4R,5R,6R)-3,4,5-Triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yl)-propionic acid pentafluorophenyl 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%

(2,3,4,5,6-pentafluorophenyl) prop-2-enoate (71195-85-2) + 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl iodide (13035-49-9,14227-51-1,74638-65-6,75788-42-0,75801-94-4) → 3-((2R,3S,4R,5R,6R)-3,4,5-Triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yl)-propionic acid pentafluorophenyl ester (682349-94-6)

Guidance literature:

With air; N-ethylpiperidine hypophosphite; triethyl borane; In dichloromethane; at 0 ℃; for 0.0833333h;

DOI:10.1016/j.tetlet.2004.01.082

Reference yield: 97.0%

H-Phe-OEt (3081-24-1) + 3-((2R,3S,4R,5R,6R)-3,4,5-Triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yl)-propionic acid pentafluorophenyl ester (682349-94-6) → (S)-3-Phenyl-2-[3-((2R,3S,4R,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yl)-propionylamino]-propionic acid ethyl ester

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃;

DOI:10.1016/j.tetlet.2004.01.082

upstream raw materials:

(2,3,4,5,6-pentafluorophenyl) prop-2-enoate

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl iodide