(5S,1'R)-5-(1'-hydroxy-2'-phenylethyl)dihydrofuran-2(3H)-one

Base Information

• Chemical Name: (5S,1'R)-5-(1'-hydroxy-2'-phenylethyl)dihydrofuran-2(3H)-one
• CAS No.: 125225-51-6
• Molecular Formula: C₁₂H₁₄O₃
• Molecular Weight: 206.241
• Mol file: 125225-51-6.mol

Synonyms:(5S,1'R)-5-(1'-hydroxy-2'-phenylethyl)dihydrofuran-2(3H)-one

Chemical Property of (5S,1'R)-5-(1'-hydroxy-2'-phenylethyl)dihydrofuran-2(3H)-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of (5S,1'R)-5-(1'-hydroxy-2'-phenylethyl)dihydrofuran-2(3H)-one

There total 14 articles about (5S,1'R)-5-(1'-hydroxy-2'-phenylethyl)dihydrofuran-2(3H)-one 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: 71.0%

(S)-5-(1'-oxo-2'-phenylethyl)dihydrofuran-2(3H)-one (75989-44-5) → (5S,1'R)-5-(1'-hydroxy-2'-phenylethyl)dihydrofuran-2(3H)-one (125225-51-6) + (5S,1'S)-5-(1'-hydroxy-2'-phenylethyl)dihydrofuran-2(3H)-one (125225-52-7)

Guidance literature:

With L-Selectride; In tetrahydrofuran; at -78 ℃; for 0.5h; Yields of byproduct given;

DOI:10.1248/cpb.41.1378

Reference yield:

(furan-2-yloxy)-trimethylsilane (61550-02-5) + phenylacetaldehyde (122-78-1) → (S)-5-((R)-1-Hydroxy-2-phenyl-ethyl)-dihydro-furan-2-one (82819-49-6,82819-50-9,113298-43-4,113298-44-5,125225-51-6,125225-52-7,125225-53-8,125225-54-9) + (S)-5-((S)-1-Hydroxy-2-phenyl-ethyl)-dihydro-furan-2-one (82819-49-6,82819-50-9,113298-43-4,113298-44-5,125225-51-6,125225-52-7,125225-53-8,125225-54-9)

Guidance literature:

With sodium tetrahydroborate; tetrabutyl ammonium fluoride; nickel dichloride; Multistep reaction; 1) THF, -78 deg C, 2.5 h;

DOI:10.1016/S0040-4039(01)83855-7

Reference yield:

(furan-2-yloxy)-trimethylsilane (61550-02-5) + phenylacetaldehyde (122-78-1) → (S)-5-((R)-1-Hydroxy-2-phenyl-ethyl)-dihydro-furan-2-one (82819-49-6,82819-50-9,113298-43-4,113298-44-5,125225-51-6,125225-52-7,125225-53-8,125225-54-9) + (S)-5-((S)-1-Hydroxy-2-phenyl-ethyl)-dihydro-furan-2-one (82819-49-6,82819-50-9,113298-43-4,113298-44-5,125225-51-6,125225-52-7,125225-53-8,125225-54-9)

Guidance literature:

With sodium tetrahydroborate; tetrabutyl ammonium fluoride; nickel dichloride; Multistep reaction; 1) THF, -78 deg C, 2.5 h;

DOI:10.1016/S0040-4039(01)83855-7

upstream raw materials:

(furan-2-yloxy)-trimethylsilane

phenylacetaldehyde

Acetic acid (R)-1-((S)-5-oxo-tetrahydro-furan-2-yl)-2-phenyl-ethyl ester

(S)-5-(1'-oxo-2'-phenylethyl)dihydrofuran-2(3H)-one