(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl 3-phenylpropanoate

Base Information

• Chemical Name: (2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl 3-phenylpropanoate
• CAS No.: 881546-45-8
• Molecular Formula: C₁₅H₂₀O₇
• Molecular Weight: 312.32
• Mol file: 881546-45-8.mol

Synonyms:(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl 3-phenylpropanoate

Chemical Property of (2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl 3-phenylpropanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl 3-phenylpropanoate

There total 5 articles about (2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl 3-phenylpropanoate 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: 82.0%

alpha-D-glucopyranose (492-62-6) + 3-Phenylpropionic acid (501-52-0) → (2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl 3-phenylpropanoate (881546-45-8)

Guidance literature:

With di-isopropyl azodicarboxylate; triphenylphosphine; In 1,4-dioxane; at 20 ℃; for 0.5h; stereoselective reaction; Inert atmosphere;

DOI:10.1021/acs.orglett.0c01549

Reference yield: 62.0%

C12H17NO7 (170428-69-0) + 3-Phenylpropionic acid (501-52-0) → (2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl 3-phenylpropanoate (881546-45-8)

Guidance literature:

In toluene; at 70 ℃; for 8h; optical yield given as %de; diastereoselective reaction;

DOI:10.1016/j.tetlet.2011.08.104

Reference yield:

C20H25NO11 (170428-45-2) → (2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl 3-phenylpropanoate (881546-45-8)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium methylate / methanol / 0.25 h / 20 °C / Reflux

2: toluene / 8 h / 70 °C

With sodium methylate; In methanol; toluene;

DOI:10.1016/j.tetlet.2011.08.104

upstream raw materials:

C₂₀H₂₅NO₁₁

C₂₀H₂₅NO₁₁

C₁₂H₁₇NO₇

3-Phenylpropionic acid