1,1,1,3,3,3-hexafluoropropan-2-yl (R)-3-hydroxy-2-methylene-5-phenylpentanoate

Base Information

• Chemical Name: 1,1,1,3,3,3-hexafluoropropan-2-yl (R)-3-hydroxy-2-methylene-5-phenylpentanoate
• CAS No.: 875628-14-1
• Molecular Formula: C₁₅H₁₄F₆O₃
• Molecular Weight: 356.265
• Mol file: 875628-14-1.mol

Synonyms:1,1,1,3,3,3-hexafluoropropan-2-yl (R)-3-hydroxy-2-methylene-5-phenylpentanoate

Chemical Property of 1,1,1,3,3,3-hexafluoropropan-2-yl (R)-3-hydroxy-2-methylene-5-phenylpentanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,1,1,3,3,3-hexafluoropropan-2-yl (R)-3-hydroxy-2-methylene-5-phenylpentanoate

There total 3 articles about 1,1,1,3,3,3-hexafluoropropan-2-yl (R)-3-hydroxy-2-methylene-5-phenylpentanoate 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: 40.0%

3-phenyl-propionaldehyde (104-53-0) + 1,1,1,3,3,3-hexafluoroisopropyl acrylate (2160-89-6) → 1,1,1,3,3,3-hexafluoropropan-2-yl (R)-3-hydroxy-2-methylene-5-phenylpentanoate (875628-14-1) + 2,6-diphenethyl-5-methylene-1,3-dioxane-4-one

Guidance literature:

With 4-(3-ethyl-4-oxa-1-azatricyclo[4,4,0,0(3,8)]dec-5-yl)quinolin-6-ol; In N,N-dimethyl-formamide; at -55 ℃; for 15h;

DOI:10.1002/adsc.200505138

Reference yield: 38.0%

3-phenyl-propionaldehyde (104-53-0) + 1,1,1,3,3,3-hexafluoroisopropyl acrylate (2160-89-6) → 2,6-diphenethyl-5-methylene-1,3-dioxan-4-one + 2,6-diphenethyl-5-methylene-1,3-dioxan-4-one + 1,1,1,3,3,3-hexafluoropropan-2-yl (R)-3-hydroxy-2-methylene-5-phenylpentanoate (875628-14-1)

Guidance literature:

With (3R,8R,9S)-10,11-dihydro-3,9-epoxy-6'-hydroxy-cinchonane; In N,N-dimethyl-formamide; at -55 ℃; for 17h;

DOI:10.1016/j.tet.2005.09.072

Reference yield:

3-phenyl-propionaldehyde (104-53-0) + 1,1,1,3,3,3-hexafluoroisopropyl acrylate (2160-89-6) → 1,1,1,3,3,3-hexafluoropropan-2-yl (R)-3-hydroxy-2-methylene-5-phenylpentanoate (875628-14-1) + 1,1,1,3,3,3-hexafluoropropan-2-yl (S)-3-hydroxy-2-methylene-5-phenylpentanoate + (6R)-2,6-diphenethyl-5-methylene-1,3-dioxan-4-one + (6S)-2,6-diphenethyl-5-methylene-1,3-dioxan-4-one + 2(R),6(R)-2,6-di-(2-phenylethyl)-5-methylene-1,3-dioxan-4-one

Guidance literature:

With α-isocupreine; In N,N-dimethyl-formamide; at -55 ℃; for 15h; Overall yield = 45 %; enantioselective reaction; Inert atmosphere;

DOI:10.1002/chem.201302665

upstream raw materials:

3-phenyl-propionaldehyde

1,1,1,3,3,3-hexafluoroisopropyl acrylate