(S)-4-Methyl-2-(methylamino)pentanoic acid

Base Information

• Chemical Name: (S)-4-Methyl-2-(methylamino)pentanoic acid
• CAS No.: 3060-46-6
• Molecular Formula: C7H15NO2
• Molecular Weight: 145.202
• Hs Code.: 2922499990
• UNII: 2YT9687ECD
• DSSTox Substance ID: DTXSID801031240
• Nikkaji Number: J943.977C
• Wikidata: Q76149002
• Mol file: 3060-46-6.mol

Synonyms:N-Methyl-L-leucine;3060-46-6;(S)-4-Methyl-2-(methylamino)pentanoic acid;L-Leucine, N-methyl-;N-Methylleucine;MeLeu;methyl-L-leucine;(2S)-4-methyl-2-(methylamino)pentanoic acid;N-Me-Leu-OH;2YT9687ECD;H-ALPHA-METHYL-L-LEUCINE;(2S)-4-methyl-2-(methylazaniumyl)pentanoate;N-methyl-l-leu;L-N-Methylleucine;H-MeLeu-OH;D0F6OK;UNII-2YT9687ECD;SCHEMBL93452;MLE;XJODGRWDFZVTKW-LURJTMIESA-N;DTXSID801031240;AM9276;MFCD00065919;AKOS006282756;CS-W008140;FD21865;HY-W008140;4125-95-5;AC-24158;AS-19192;(S)-4-Methyl-2-(methylamino)pentanoicacid;EN300-220170

Chemical Property of (S)-4-Methyl-2-(methylamino)pentanoic acid

Chemical Property:

• Vapor Pressure: 0.0303mmHg at 25°C
• Melting Point: 300 °C
• Refractive Index: 1.446
• Boiling Point: 226.1 °C at 760 mmHg
• PKA: 2.48±0.21(Predicted)
• Flash Point: 90.6 °C
• PSA: 49.33000
• Density: 0.979 g/cm³
• LogP: 1.09600
• Storage Temp.: Store at RT.
• XLogP3: -1.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 145.110278721
• Heavy Atom Count: 10
• Complexity: 112

Purity/Quality:

99%, ^*data from raw suppliers

N-Methyl-L-leucine hydrochloride98+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CC(C(=O)O)NC
• Isomeric SMILES: CC(C)C[C@@H](C(=O)O)NC

Technology Process of (S)-4-Methyl-2-(methylamino)pentanoic acid

There total 23 articles about (S)-4-Methyl-2-(methylamino)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: 70.0%

(S)-2-(2-Aza-bicyclo[2.2.1]hept-5-en-2-yl)-4-methyl-pentanoic acid → N-methyl-L-leucine (3060-46-6) + cyclopenta-1,3-diene (542-92-7,25568-84-7,7313-32-8)

Guidance literature:

With triethylsilane; trifluoroacetic acid; In chloroform; for 15h; Ambient temperature;

DOI:10.1021/jo00235a021

Reference yield:

amantamide → L-valine (72-18-4,25609-85-2,7004-03-7,921-10-8) + L-leucine (61-90-5,21675-61-6,25248-98-0,70-45-1) + L-isoleucine (73-32-5,959215-79-3,18875-42-8) + N-methyl-L-leucine (3060-46-6) + N-methyl-D-phenylalanine (56564-52-4) + glycine (56-40-6,18875-39-3,25718-94-9) + (-)-α-methylamino-β-methylbutyric acid (88930-14-7) + L-proline (147-85-3,25191-13-3,37159-97-0,4305-67-3,4607-28-7)

Guidance literature:

With hydrogenchloride; In water; at 110 ℃; for 24h;

DOI:10.1021/acs.orglett.9b00163

Reference yield:

carriebowmide → L-alanin (56-41-7,25191-17-7,18875-37-1) + (R)-2-Hydroxy-3-methylbutyric acid (17407-56-6) + N-methyl-L-leucine (3060-46-6) + L-phenylalanine (63-91-2,25191-15-5,658-69-5,67675-33-6) + N-methyl-D-phenylalanine (56564-52-4)

Guidance literature:

With hydrogenchloride; water; at 115 ℃; for 18h;

DOI:10.1021/np800453t

upstream raw materials:

ohmyungsamycin A

Cyclosporin L

hydrogenchloride

N-methyl-N-tosyl-L-leucine

Downstream raw materials:

N-methylisoamylamine

N-(1-acetyl-3-methyl-butyl)-N-methyl-acetamide

2-(tert-butoxycarbonyl-methyl-amino)-4-methyl-pentanoic acid

N-methyl-L-leucine benzyl ester

Refernces

• 1、 Fernández, Rogelio,Bayu, Asep,Hadi, Tri Aryono,Bueno, Santiago,Pérez, Marta,Cuevas, Carmen,Putra, Masteria Yunovilsa. "Unique polyhalogenated peptides from the marine sponge Ircinia sp.". . . Retrieved 2020/08/28.
• 2、 Li, Yan,Yue, Qun,Jayanetti, Dinith R.,Swenson, Dale C.,Bartholomeusz, Geoffrey A.,An, Zhiqiang,Gloer, James B.,Bills, Gerald F.. "Anti-Cryptococcus Phenalenones and Cyclic Tetrapeptides from Auxarthron pseudauxarthron". supporting information. p. 2101 - 2109. Retrieved 2017/08/04.