DL-alpha-Methylleucine

Base Information

• Chemical Name: DL-alpha-Methylleucine
• CAS No.: 144-24-1
• Deprecated CAS: 5632-91-7
• Molecular Formula: C7H15NO2
• Molecular Weight: 145.202
• Hs Code.: 29224985
• European Community (EC) Number: 205-621-2
• NSC Number: 16592
• UNII: T2MJ2EEP1K
• DSSTox Substance ID: DTXSID30932183
• Nikkaji Number: J347.978A
• Mol file: 144-24-1.mol

Synonyms:DL-alpha-Methylleucine;144-24-1;2-amino-2,4-dimethylpentanoic acid;Norvaline, 2,4-dimethyl-, DL-;dl-2-Methyl leucine;H-alpha-Me-DL-Leu-OH;USAF DO-57;Leucine, 2-methyl-;2-Methyl-DL-leucine;alpha-Methylleucine;DL-Leucine, 2-methyl-;EINECS 205-621-2;T2MJ2EEP1K;Alpha-i-butyl-alpha-methylglycine;2-Amino-2,4-dimethylvaleric acid;NSC 16592;NSC-16592;Leucine,2-methyl-;2,4-dimethylnorvaline;a-Me-L-Leu-OH;alpha-Me-DL-Leu-OEta;H--Me-DL-Leu-OH;DL--METHYLLEUCINE;H-alfa-Me-DL-Leu-OH;UNII-T2MJ2EEP1K;alpha-methyl-D,L-leucine;DL- alpha -Methylleucine;Norvaline, 2,4-dimethyl-;SCHEMBL181332;(S)-ALPHA-METHYLLEUCINE;DTXSID30932183;.ALPHA.-METHYL-DL-LEUCINE;.ALPHA.-METHYLLEUCINE, DL-;NSC16592;MFCD00038403;2-METHYLLEUCINE, (+/-)-;AKOS000192593;CB 1640;FD21916;(+/-)-2,4-DIMETHYLNORVALINE;BRN 1755256;LS-87850;LS-97523;(RS)-2-Amino-2,4-dimethylpentanoic acid;H-alfa-Me-DL-Leu-OH (H-DL-aMeLeu-OH);CS-0207003;FT-0642606;FT-0761036;EN300-1263706;J-007937

Chemical Property of DL-alpha-Methylleucine

Chemical Property:

• Appearance/Colour: white (fluffy) crystalline powder
• Vapor Pressure: 0.0167mmHg at 25°C
• Melting Point: 300 °C
• Refractive Index: 1.465
• Boiling Point: 236 °C at 760 mmHg
• PKA: 2.59±0.41(Predicted)
• Flash Point: 96.5 °C
• PSA: 63.32000
• Density: 1.016 g/cm³
• LogP: 1.53480
• Storage Temp.: Store at RT.
• XLogP3: -1.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 145.110278721
• Heavy Atom Count: 10
• Complexity: 134

Purity/Quality:

≥98%, ^*data from raw suppliers

DL-α-Methylleucine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CC(C)(C(=O)O)N

Technology Process of DL-alpha-Methylleucine

There total 4 articles about DL-alpha-Methylleucine 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:

5-methyl-5-isobutyl-hydantoin (27886-67-5) → 2-amino-2,4-dimethylpentanoic acid (144-24-1)

Guidance literature:

With barium dihydroxide;

DOI:10.1021/jo01358a022

Reference yield:

2,4-Dimethyl-2-{[1-phenyl-meth-(E)-ylidene]-amino}-pentanoic acid methyl ester → 2-amino-2,4-dimethylpentanoic acid (144-24-1)

Guidance literature:

With hydrogenchloride; Yield given. Multistep reaction; 1.) ether, 12 h, room temp.; 2.) reflux, 4 h;

DOI:10.1016/S0040-4020(01)86041-5

Reference yield:

2,4-Dimethyl-2-{[1-phenyl-meth-(E)-ylidene]-amino}-pentanenitrile (60307-38-2) → 2-amino-2,4-dimethylpentanoic acid (144-24-1)

Guidance literature:

With hydrogenchloride;

upstream raw materials:

5-methyl-5-isobutyl-hydantoin

ammonium cyanide

4-methyl-2-pentanone

2,4-Dimethyl-2-{[1-phenyl-meth-(E)-ylidene]-amino}-pentanenitrile

Downstream raw materials:

2-((tert-butoxycarbonyl)amino)-2,4-dimethylpentanoic acid

Boc-D-C^αMeLeu-OH

2-amino-2,4-dimethyl-valeric acid ethyl ester

Refernces

• 1、 Auterhoff,Hansen. "Circular dichroism and configuration of alpha-amine acids". . p. 336 - 340. Retrieved 2007/10/04.