57224-50-7

Usage

Chemical Properties

White to off-white powder

Uses

Gamma-methyl-L-leucine

InChI:InChI=1/C7H15NO2/c1-7(2,3)4-5(8)6(9)10/h5H,4,8H2,1-3H3,(H,9,10)/t5-/m0/s1

Upstream product

• 3027-05-2 N,N'-diacetylpiperazin-2,5-dione 
• 630-19-3 pivalaldehyde 
• 3060-50-2 2,2-diphenylglycine 
• 34906-87-1 4,4-dimethyl-2-oxo-pentanoic acid 
• 88319-40-8 N-formyl-D-neopentylglycine 
• 88319-40-8 N-formyl-L-neopentylglycine 
• 88319-39-5 2-carbamoyl-4,4-dimethylpentanoic acid 
• 479353-90-7 2-amino-4,4-dimethyl-pentanenitrile 
• 60122-72-7 4,4-Dimethyl-2(R)-aminopentanoic acid 
• 88319-38-4 2-cyano-4,4-dimethylpentanoic acid 
• 7065-46-5 3,3-dimethylbutanoic acid chloride 
• 2987-16-8 3,3-dimethylbutyrylaldehyde 
• 39168-28-0 (E)-2-cyano-4,4-dimethyl-pent-2-enoic acid 
• 219916-61-7 (3S,6S)-3-isopropyl-6-neopentylpiperazine-2,5-dione 

Downstream Products

• 112695-98-4 N-(tert-butoxycarbonyl)-L-tert-leucine 
• 1308662-04-5 toluene-4-sulfonic acid (S)-2-tert-butoxycarbonylamino-4,4-dimethyl-pentyl ester 
• 1308662-42-1 2-(3-{[(6-Chloro-2-fluoro-3-methoxy-benzyl)-((S)-1 dimethylaminomethyl-3,3-dimethyl-butyl)-amino]-methyl}-benzyl)-1,1-dioxo-1λ6-isothiazolidine-3-carboxylic acid 
• 1308662-41-0 2-{3-[((S)-1-Dimethylaminomethyl-3,3-dimethyl-butylamino)-methyl]-benzyl}1,1-dioxo-1λ6-isothiazolidine-3-carboxylic acid ethyl ester 
• 1308662-17-0 2-(3-{[(6-Chloro-2-fluoro-3-methoxy-benzyl)-((S)-1-dimethylaminomethyl-3,3-dimethyl-butyl)-amino]-methyl}-benzyl)-1,1-dioxo-1λ6-isothiazolidine-3-carboxylic acid ethyl ester 
• 1308662-39-6 2-{3-dimethylamino-5-[((S)-1-dimethylaminomethyl-3,3-dimethyl-butylamino)-methyl]-benzyl}-1,1-dioxo-1λ6-isothiazolidine-3-carboxylic acid methyl ester 
• 1379661-35-4 (S)-1-(3,5-bis(trifluoromethyl)phenyl)-3-(1-(dibutylamino)-4,4-dimethylpentan-2-yl)thiourea 
• 459836-81-8 N-benzoyl-L-β-tert-butylalanine 
• 1374146-76-5 4-neopentyl-2-phenyloxazol-5(4H)-one 
• 1562416-44-7 N-benzoyl-L-β-tert-butylalanine methyl ester 
• 1562416-45-8 C₁₅H₂₁NO₃ 
• 88319-44-2 N-benzoyloxycarbonyl-L-neopentylglycine 
• 112674-65-4 acetyl-L-neopentylglycine 
• 88319-46-4 N-2-nitrobenzenesulfenyl-L-neopentylglycine 

Relevant academic research and scientific papers

A general asymmetric synthesis of artificial aliphatic and perfluoroalkylated α-amino acids by Luche's cross-electrophile coupling reaction

Aliphatic artificial α-amino acids (α-AAs) have attracted great interest in biochemistry and pharmacy. In this context, we developed a promising practical protocol for the asymmetric synthesis of these α-AAs through the selective and efficient intermolecular cross-electrophile coupling of Belokon's chiral dehydroalanine Ni(ii) complex with different alkyl and perfluoroalkyl iodides mediated by a dual Zn/Cu system. The reaction afforded diastereomeric complexes with dr up to 21.3?:?1 in 24-95% yields (19 examples). Exemplarily, three enantiomerically pure aliphatic α-AAs were obtained through acidic decomposition of (S,S)-diastereomers of Ni(ii) complexes. Importantly, the chiral auxiliary ligand (S)-BPB((S)-2-(N-benzylprolyl)aminobenzophenone) was easily recycled by simple filtration after acidic complex decomposition and reused for the synthesis of the initial dehydroalanine Ni(ii) complex.

A new type of chiral-pyridoxamines for catalytic asymmetric transamination of α-keto acids

A new type of chiral pyridoxamines bearing an adjacent chiral stereocenter has been developed via multi-step synthesis. The pyridoxamines displayed catalytic activity in asymmetric transamination of α-keto acids to give a variety of optically active amino acids in 27–78% yields with 34–62% ee's under very mild conditions. This work provides a synthetic strategy to construct new chiral pyridoxamines using bromopyridine 7 as a key synthon and also represents an early example of the applications of chiral pyridoxamines in asymmetric catalysis.

Stereoselective conjugate addition of organocuprates to a dehydroalanine derived diketopiperazine

An asymmetric synthesis of homochiral α-amino acids has been developed which is based on the conjugate addition of organocuprates to the dehydroalanine equivalent (3S)-N,N′-bis(p-methoxybenzyl)-3-isopropyl-6-methylenepiperazine-2,5-dione 6.

PEPTIDES CONTAINING A NEOPENTYLGLYCINE RESIDUE

Neopentylglycine (III, 2-amino-4,4-dimethylpentanoic acid) was synthesized in both enantiomeric forms.Using the conventional methods of peptide synthesis, L-prolyl-L-neopentylglycylglycine amide (VII), the diastereomeric cyclodipeptides cyclo(L-neopentylglycyl-L-prolyl) (IXa) and cyclo(D-neopentylglycyl-L-prolyl) (IXb) and also N-acetyl-L-neopentylglycine methylamide (X) were prepared as models for further studies on physical properties and conformation of peptides.