(2RS,3SR) methyl 3-hydroxy-2-methyl-3-phenylbutanoate

Base Information

• Chemical Name: (2RS,3SR) methyl 3-hydroxy-2-methyl-3-phenylbutanoate
• CAS No.: 14366-98-4
• Molecular Formula: C₁₂H₁₆O₃
• Molecular Weight: 208.257
• Mol file: 14366-98-4.mol

Synonyms:(2RS,3SR) methyl 3-hydroxy-2-methyl-3-phenylbutanoate

Chemical Property of (2RS,3SR) methyl 3-hydroxy-2-methyl-3-phenylbutanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2RS,3SR) methyl 3-hydroxy-2-methyl-3-phenylbutanoate

There total 8 articles about (2RS,3SR) methyl 3-hydroxy-2-methyl-3-phenylbutanoate 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: 15.0%

acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) + acetophenone (98-86-2) → 1-Phenylethanol (98-85-1,13323-81-4) + (2RS,3RS)-methyl 2-methyl-3-hydroxy-3-phenylbutyrate (14366-99-5) + (2RS,3SR) methyl 3-hydroxy-2-methyl-3-phenylbutanoate (14366-98-4)

Guidance literature:

With N,N,N,N,-tetramethylethylenediamine; Triethoxysilane; zinc diacetate; In tetrahydrofuran; at 20 ℃; for 24h; Optical yield = 86.667 percent de; enantioselective reaction; Inert atmosphere;

DOI:10.1002/adsc.201901457

Reference yield:

acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) + acetophenone (98-86-2) → ent-threo-methyl 3-hydroxy-2-methyl-3-phenylbutanoate + (2S,3S)-methyl 3-hydroxy-2-methyl-3-phenylbutanoate (879365-85-2) + (2RS,3SR) methyl 3-hydroxy-2-methyl-3-phenylbutanoate (14366-98-4)

Guidance literature:

With (PPh₃)₃CuF; (S)-2,2'-dimethoxy-6,6'-[(3,5-iPr₂C₆H₃)phosphino]biphenyl; phenylsilane; In toluene; at -50 ℃; for 1h;

DOI:10.1002/anie.200503791

Reference yield:

2-chloro-propionic acid methyl ester (17639-93-9) + acetophenone (98-86-2) → methyl 3-hydroxy-2-methyl-3-phenyl-butanoate (14366-98-4,14366-99-5,57956-39-5) + methyl 3-hydroxy-2-methyl-3-phenyl-butanoate (14366-98-4,14366-99-5,57956-39-5)

Guidance literature:

With [2,2]bipyridinyl; tetrabutylammonium tetrafluoroborate; ethylene dibromide; In N,N-dimethyl-formamide; at 20 ℃; Electrolysis; nickel sponge cathode; iron sacrificial rod anode;

DOI:10.1021/ol0273046

upstream raw materials:

propanoic acid methyl ester

acetophenone

acrylic acid methyl ester

2-chloro-propionic acid methyl ester

Downstream raw materials:

3-Hydroxy-2-methyl-3-phenyl-thiobutyric acid S-pyridin-2-yl ester

2-Methyl-3-methylsulfanylmethoxy-1,3-diphenyl-butan-1-one

2-Methyl-3-methylsulfanylmethoxy-3-phenyl-thiobutyric acid S-pyridin-2-yl ester

2-Methyl-3-methylsulfanylmethoxy-1,3-diphenyl-butan-1-one