(2S,4S)-2,4-Dimethylhexanoic acid methyl ester

Base Information

• Chemical Name: (2S,4S)-2,4-Dimethylhexanoic acid methyl ester
• CAS No.: 14251-45-7
• Molecular Formula: C₉H₁₈O₂
• Molecular Weight: 158.241
• Mol file: 14251-45-7.mol

Synonyms:(2S,4S)-2,4-Dimethylhexanoic acid methyl ester

Chemical Property of (2S,4S)-2,4-Dimethylhexanoic acid methyl ester

Chemical Property:

• PSA: 26.30000
• LogP: 2.23170

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,4S)-2,4-Dimethylhexanoic acid methyl ester

There total 7 articles about (2S,4S)-2,4-Dimethylhexanoic acid methyl ester 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:

(2S,4S)-2,4-dimethylhexanoic acid (42330-37-0) → (+)-(2S,4S)-methyl 2,4-dimethylhexanoate (14251-45-7)

Guidance literature:

With potassium carbonate;

Reference yield:

(S)-2-methylbutyraldehyde (1730-97-8) → (+)-(2S,4S)-methyl 2,4-dimethylhexanoate (14251-45-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: di-n-butylboron triflate; Et₃N / CH₂Cl₂ / -78 °C

1.2: 2.38 g / CH₂Cl₂; pentane / -78 °C

2.1: 80 percent / LiOH; H₂O₂ / H₂O; methanol / 0 °C

3.1: 91 percent / tetrahydrofuran / Heating

4.1: Bu₃SnH / hexane / 5 h / Heating

With lithium hydroxide; di-n-butylboryl trifluoromethanesulfonate; dihydrogen peroxide; tri-n-butyl-tin hydride; triethylamine; In tetrahydrofuran; methanol; hexane; dichloromethane; water;

DOI:10.1271/bbb.65.919

Reference yield:

(S)-3-((2S,3R,4S)-3-Hydroxy-2,4-dimethyl-hexanoyl)-4-isopropyl-oxazolidin-2-one (206651-86-7) → (+)-(2S,4S)-methyl 2,4-dimethylhexanoate (14251-45-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 80 percent / LiOH; H₂O₂ / H₂O; methanol / 0 °C

2: 91 percent / tetrahydrofuran / Heating

3: Bu₃SnH / hexane / 5 h / Heating

With lithium hydroxide; dihydrogen peroxide; tri-n-butyl-tin hydride; In tetrahydrofuran; methanol; hexane; water;

DOI:10.1271/bbb.65.919

upstream raw materials:

diazomethane

(2S,4S)-2,4-dimethylhexanoic acid

(2S,3R,4S)-3-(Imidazole-1-carbothioyloxy)-2,4-dimethyl-hexanoic acid methyl ester

(S)-2-methylbutyraldehyde