70853-26-8

Basic information

• Product Name: (R)-4-methyl-1-oxopentane-2-benzylcarbamate
• Synonyms: (R)-4-methyl-1-oxopentane-2-benzylcarbamate
• CAS NO: 70853-26-8
• Molecular Weight: 249.31
• Mol File: 70853-26-8.mol
• Article Data: 43

Chemical Properties

• CAS DataBase Reference: (R)-4-methyl-1-oxopentane-2-benzylcarbamate(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-4-methyl-1-oxopentane-2-benzylcarbamate(70853-26-8)
• EPA Substance Registry System: (R)-4-methyl-1-oxopentane-2-benzylcarbamate(70853-26-8)

Safety Data

• Hazardous Substances Data: 70853-26-8(Hazardous Substances Data)

Upstream product

• 113283-61-7 benzyl (S)-1-isobutyl-2,2-dimethoxyethylcarbamate 
• 1070268-73-3 benzyl 1-isobutyl-2,2-dimethoxyethylcarbamate 
• 2743-40-0 DL-leucine ethyl ester hydrochloride 
• 16369-17-8 2-amino-4-methylpentan-1-ol 
• 328-39-2 LEUCINE 
• 501-53-1 benzyl chloroformate 
• 2018-66-8 N-carbobenzyloxy leucine 
• 166735-51-9 (+/-)-2-[(Benzyloxycarbonyl)amino]-4-methylpentan-1-ol 
• 39978-35-3 rac-N-benzyloxycarbonyl-leucine ethyl ester 
• 352535-09-2 benzyl (R)-(1-hydroxy-4-methylpentan-2-yl)carbamate 
• 94202-77-4 ((Z)-(R)-1,5-Dimethyl-hex-2-enylselanyl)-benzene 
• 28862-79-5 Z-D-Leu-OH 
• 94202-81-0 ((E)-(R)-1-Isobutyl-but-2-enyl)-carbamic acid benzyl ester 
• 73397-22-5 Cbz-D-Leu-OMe 

Downstream Products

• 113283-61-7 benzyl (S)-1-isobutyl-2,2-dimethoxyethylcarbamate 
• 139449-11-9 (S)-2-((S)-2-Benzyloxycarbonylamino-1-cyano-4-methyl-pentylamino)-4-methyl-pentanoic acid methyl ester 
• 119372-50-8 4-benzyloxycarbonylamino-2,2-difluoro-3-hydroxy-6-methylheptanoic acid ethyl ester 
• 147298-43-9 (R)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (1R,2S)-2-benzyloxycarbonylamino-1-[1-(4-methoxy-benzyloxymethyl)-vinyl]-4-methyl-pentyl ester 
• 111854-80-9 (Z)-(S)-4-Benzyloxycarbonylamino-6-methyl-hept-2-enoic acid methyl ester 
• 132549-28-1 (E)-(S)-4-Benzyloxycarbonylamino-6-methyl-hept-2-enoic acid methyl ester 
• 135691-04-2 ((S)-1-{1-[(Z)-2-Hydroxy-ethylimino]-8-methoxy-isochroman-3-yl}-3-methyl-butyl)-carbamic acid benzyl ester 
• 135691-05-3 ((S)-1-{2-[2-(4,5-Dihydro-oxazol-2-yl)-3-methoxy-phenyl]-1-hydroxy-ethyl}-3-methyl-butyl)-carbamic acid benzyl ester 
• 135691-07-5 (1'R,3S)-3-(1-Benzyloxycarbonylamino-3-methylbutyl)-3,4-dihydro-8-methoxy-1H-2-benzopyran-1-one 
• 135691-06-4 (1'S,3S)-3-(1-Benzyloxycarbonylamino-3-methylbutyl)-3,4-dihydro-8-methoxy-1H-2-benzopyran-1-one 
• 6216-61-1 (S)-(-)-N-(benzyloxycarbonyl)leucinol 
• 137649-68-4 (4-benzyloxycarbonylamino-2,3-dihydroxy-1-isobutyl-6-methyl-heptyl)-carbamic acid benzyl ester 
• 63219-62-5 [(S)-1-((S)-Cyano-hydroxy-methyl)-3-methyl-butyl]-carbamic acid benzyl ester 
• 28862-79-5 Z-D-Leu-OH 

Relevant articles and documents

Probing α-Amino Aldehydes as Weakly Acidic Pronucleophiles: Direct Access to Quaternary α-Amino Aldehydes by an Enantioselective Michael Addition Catalyzed by Br?nsted Bases

The high tendency of α-amino aldehydes to undergo 1,2-additions and their relatively low stability under basic conditions have largely prevented their use as pronucleophiles in the realm of asymmetric catalysis, particularly for the production of quaternary α-amino aldehydes. Herein, it is demonstrated that the chemistry of α-amino aldehydes may be expanded beyond these limits by documenting the first direct α-alkylation of α-branched α-amino aldehydes with nitroolefins. The reaction produces densely functionalized products bearing up to two, quaternary and tertiary, vicinal stereocenters with high diastereo- and enantioselectivity. DFT modeling leads to the proposal that intramolecular hydrogen bonding between the NH group and the carbonyl oxygen atom in the starting α-amino aldehyde is key for reaction stereocontrol.

Discovery of (S)-4-isobutyloxazolidin-2-one as a novel leucyl-tRNA synthetase (LRS)-targeted mTORC1 inhibitor

A series of leucinol analogs were investigated as leucyl-tRNA synthetase-targeted mTORC1 inhibitors. Among them, compound 5, (S)-4-isobutyloxazolidin-2-one, showed the most potent inhibition on the mTORC1 pathway in a concentration-dependent manner. Compound 5 inhibited downstream phosphorylation of mTORC1 by blocking leucine-sensing ability of LRS, without affecting the catalytic activity of LRS. In addition, compound 5 exhibited cytotoxicity against rapamycin-resistant colon cancer cells, suggesting that LRS has the potential to serve as a novel therapeutic target.

Solution phase synthetic approach to fellutamide B

Abstract A convenient solution phase approach for the synthesis of fellutamide B with efficient purification techniques has been demonstrated on the molecule for the first time. The strategy involves the use of natural amino acids as starting materials and classical peptide coupling reactions. The synthesis has been achieved in 10 steps with overall yield of 26.7% making the synthesis facile.