(S)-2-aminomethyl-4-methyl-pentanoic acid

Base Information

• Chemical Name: (S)-2-aminomethyl-4-methyl-pentanoic acid
• CAS No.: 203854-56-2
• Molecular Formula: C7 H15 NO2
• Molecular Weight: 145.2
• Mol file: 203854-56-2.mol

Synonyms:(2S)-([amino]methyl)-4-methylpentanoic acid;(R)-2-(aminomethyl)-4-methylpentanoic acid;(S)-2-(Aminomethyl)-4-methylpentanoic acid;

Chemical Property of (S)-2-aminomethyl-4-methyl-pentanoic acid

Chemical Property:

• Melting Point: 226-228 °C
• Boiling Point: 249.1±23.0 °C(Predicted)
• PKA: 3.51±0.21(Predicted)
• PSA: 63.32000
• Density: 1.014±0.06 g/cm3(Predicted)
• LogP: 1.39230
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature

Purity/Quality:

97% ^*data from raw suppliers

(S)-2-(Aminomethyl)-4-methylpentanoicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-aminomethyl-4-methyl-pentanoic acid

There total 8 articles about (S)-2-aminomethyl-4-methyl-pentanoic acid 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:

(4S)-isobutyl-2-((S)-1-phenylethyl)-isoxazolidin-5-one (501330-95-6) → (2S)-([amino]methyl)-4-methylpentanoic acid (203854-56-2)

Guidance literature:

With ammonium formate; 10percent Pd/C; In methanol; at 60 ℃;

DOI:10.1021/jo026738b

Reference yield:

benzyl 4-methyl-2-methylenepentanoate (118053-31-9) → (2S)-([amino]methyl)-4-methylpentanoic acid (203854-56-2)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine / dimethylformamide / 24 h / 20 °C

2: LiHMDS / tetrahydrofuran / 0.5 h / -78 °C

3: HCOONH₄ / 10percent Pd/C / methanol / 60 °C

With ammonium formate; triethylamine; lithium hexamethyldisilazane; 10percent Pd/C; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; 1: Michael addition;

DOI:10.1021/jo026738b

Reference yield:

2-acetyl-4-methyl-pentanoic acid benzyl ester (501330-86-5) → (2S)-([amino]methyl)-4-methylpentanoic acid (203854-56-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 94 percent / LiHMDS / tetrahydrofuran / 6 h / 20 °C

2: triethylamine / dimethylformamide / 24 h / 20 °C

3: LiHMDS / tetrahydrofuran / 0.5 h / -78 °C

4: HCOONH₄ / 10percent Pd/C / methanol / 60 °C

With ammonium formate; triethylamine; lithium hexamethyldisilazane; 10percent Pd/C; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; 2: Michael addition;

DOI:10.1021/jo026738b

upstream raw materials:

(4S)-isobutyl-2-((S)-1-phenylethyl)-isoxazolidin-5-one

benzyl 4-methyl-2-methylenepentanoate

2-acetyl-4-methyl-pentanoic acid benzyl ester

(2S)-([{(benzyloxy)carbonyl}amino]methyl)-4-methylpentanoic acid

Downstream raw materials:

(2S)-isobutyl-3-(9H-fluoren-9-ylmethoxycarbonylamino)-propionic acid

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