4H-Pyran-4-one, 2,3-dihydro-2-phenyl-, (2S)-

Base Information

• Chemical Name: 4H-Pyran-4-one, 2,3-dihydro-2-phenyl-, (2S)-
• CAS No.: 124578-13-8
• Molecular Formula: C₁₁H₁₀O₂
• Molecular Weight: 174.199
• Mol file: 124578-13-8.mol

Synonyms:

Chemical Property of 4H-Pyran-4-one, 2,3-dihydro-2-phenyl-, (2S)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4H-Pyran-4-one, 2,3-dihydro-2-phenyl-, (2S)-

There total 22 articles about 4H-Pyran-4-one, 2,3-dihydro-2-phenyl-, (2S)- 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: 100.0%

danishefsky's diene (54125-02-9) + benzaldehyde (100-52-7) → (2S)-2-phenyl-2,3-dihydro-4H-pyran-4-one (40989-96-6,80127-42-0,88198-68-9,124578-13-8)

Guidance literature:

With [(S,S)-N,N'-bis(3,5-di-tert-butylsalicylidene)-1,2-cyclo-hexanediaminato^(2-)]Mn(II)sulfophenyl-helical silica supported; In dichloromethane; at 0 ℃; for 6h; Reagent/catalyst; enantiospecific reaction; Ionic liquid; Molecular sieve;

DOI:10.1016/j.tet.2015.08.045

Reference yield: 99.0%

(6-methoxy-2-phenyl-3,6-dihydro-2H-pyran-4-yloxy)-trimethyl-silane → (2S)-2-phenyl-2,3-dihydro-4H-pyran-4-one (40989-96-6,80127-42-0,88198-68-9,124578-13-8)

Guidance literature:

With trifluorormethanesulfonic acid; for 0.5h; optical yield given as %ee;

DOI:10.1021/ol2007378

Reference yield: 92.0%

danishefsky's diene (54125-02-9) + benzaldehyde (100-52-7) → (R)-2-phenyl-2,3-dihydro-4H-pyran-4-one (88198-68-9) + (2S)-2-phenyl-2,3-dihydro-4H-pyran-4-one (40989-96-6,80127-42-0,88198-68-9,124578-13-8)

Guidance literature:

danishefsky's diene; benzaldehyde; With C₃₆H₄₀ClCrN₂O₂S₂; In tert-butyl methyl ether; at -40 ℃; for 68h; Schlenk tube; Inert atmosphere;

With trifluoroacetic acid; In dichloromethane; for 0.5h; optical yield given as %ee; enantioselective reaction;

DOI:10.1002/ejoc.200701218

upstream raw materials:

danishefsky's diene

benzaldehyde

(E)-5-methoxy-1-phenyl-1-(trimethylsilyloxy)pent-4-en-3-one

(E)-3-(tert-butyldimethylsilyloxy)-1-methoxy-1,3-butadiene

Downstream raw materials:

(2S,6S)-diphenyltetrahydropyran-4-one

(3S,7S)-3-(1-oxo-1-phenylethyl)-7-phenyltetrahydropyran-5-one