DL-alpha-Methylleucine methyl ester

Base Information

• Chemical Name: DL-alpha-Methylleucine methyl ester
• CAS No.: 90104-01-1
• Molecular Formula: C8H17 N O2
• Molecular Weight: 159.228
• Mol file: 90104-01-1.mol

Synonyms:DL-Leucine,2-methyl-, methyl ester; DL-2-Methylleucine methyl ester

Chemical Property of DL-alpha-Methylleucine methyl ester

Chemical Property:

• PSA: 52.32000
• LogP: 1.62320

Purity/Quality:

99% ^*data from raw suppliers

METHYL-2-AMINO-2,4-DIMETHYLPENTANOATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of DL-alpha-Methylleucine methyl ester

There total 5 articles about DL-alpha-Methylleucine 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: 98.0%

methyl 2,4-dimethyl-2-nitropentanoate (18197-82-5) → methyl 2-amino-2,4-dimethylpentanoate (90104-01-1)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; at 20 ℃; for 12h;

DOI:10.1021/jo0709450

Reference yield: 71.0%

methyl 2-(2-benzoyl-2-methylhydrazinyl)-2,4-dimethylpentanoate (1029435-33-3) → methyl 2-amino-2,4-dimethylpentanoate (90104-01-1) + N-methylbenzamide (88070-48-8)

Guidance literature:

methyl 2-(2-benzoyl-2-methylhydrazinyl)-2,4-dimethylpentanoate; With samarium diiodide; In tetrahydrofuran; methanol; at -78 - 20 ℃; for 2h; Inert atmosphere;

With acetic acid; In tetrahydrofuran; methanol; at 20 ℃; Inert atmosphere;

DOI:10.1021/ol800733b

Reference yield:

DL-leucine methyl ester (18869-43-7) → methyl 2-amino-2,4-dimethylpentanoate (90104-01-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 90 percent / F₂; MeCN; H₂O / CH₂Cl₂ / 0 °C

2: 85 percent / aq. tetrabutylammonium hydroxide / CH₂Cl₂ / 72 h / 20 °C

3: 98 percent / H₂ / Pd/C / methanol / 12 h / 20 °C

With tetra(n-butyl)ammonium hydroxide; water; hydrogen; fluorine; acetonitrile; palladium on activated charcoal; In methanol; dichloromethane;

DOI:10.1021/jo0709450

upstream raw materials:

methyl 2,4-dimethyl-2-nitropentanoate

DL-leucine methyl ester

methyl 2-nitro-4-methylpentanoate

methyl 2-(2-benzoyl-2-methylhydrazinyl)-2,4-dimethylpentanoate

Downstream raw materials:

methyl 2-benzamido-2,4-dimethylpentanoate

Refernces

• 1、 Friestad, Gregory K.,Ji, An. "Mn-mediated coupling of alkyl iodides and ketimines: A radical addition route to α,α-disubstituted α-aminoesters". supporting information; experimental part. p. 2311 - 2313. Retrieved 2009/05/11.