114645-19-1

Basic information

• Product Name: N-alpha-t-Butyloxycarbonyl-L-isoleucinyl-diazomethane, (3S,4S)-3-Boc-amino-1-diazo-4-methyl-2-hexanone
• Synonyms: N-alpha-t-Butyloxycarbonyl-L-isoleucinyl-diazomethane, (3S,4S)-3-Boc-amino-1-diazo-4-methyl-2-hexanone
• CAS NO: 114645-19-1
• Molecular Formula: C₁₂H₂₁N₃O₃
• Molecular Weight: 255.316
• Mol File: 114645-19-1.mol
• Article Data: 9

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N-alpha-t-Butyloxycarbonyl-L-isoleucinyl-diazomethane, (3S,4S)-3-Boc-amino-1-diazo-4-methyl-2-hexanone(CAS DataBase Reference)
• NIST Chemistry Reference: N-alpha-t-Butyloxycarbonyl-L-isoleucinyl-diazomethane, (3S,4S)-3-Boc-amino-1-diazo-4-methyl-2-hexanone(114645-19-1)
• EPA Substance Registry System: N-alpha-t-Butyloxycarbonyl-L-isoleucinyl-diazomethane, (3S,4S)-3-Boc-amino-1-diazo-4-methyl-2-hexanone(114645-19-1)

Safety Data

• Hazardous Substances Data: 114645-19-1(Hazardous Substances Data)

Upstream product

• 186581-53-3 diazomethane 
• 13139-16-7 N-(tert-butyloxycarbonyl)-L-isoleucine 
• 66866-47-5 Boc-Ile-O-COOiBu 
• 73-32-5 L-isoleucine 
• 24424-99-5 di-tert-butyl dicarbonate 
• 98807-42-2 Boc-Ile-O-COOEt 

Downstream Products

• 218608-82-3 N-(t-butyloxycarbonyl)-β-homoisoleucine 
• 145057-72-3 <(2S,3S)-N-butoxycarbonylisoleucinyl>-methyl-phenyl ketone 
• 197172-44-4 (S)-2-(N'-tert-Butoxycarbonyl-N-{(R)-2-[(2S,3S)-2-((S)-sec-butyl)-1-(tert-butyl-dimethyl-silanyl)-4-oxo-azetidin-3-yloxy]-4-methyl-pentanoyl}-hydrazino)-4-methyl-pentanoic acid benzyl ester 
• 197172-45-5 (S)-2-(N'-tert-Butoxycarbonyl-N-{(S)-2-[(2S,3S)-2-((S)-sec-butyl)-1-(tert-butyl-dimethyl-silanyl)-4-oxo-azetidin-3-yloxy]-4-methyl-pentanoyl}-hydrazino)-4-methyl-pentanoic acid benzyl ester 
• 197172-42-2 (R)-2-[(2S,3S)-2-((S)-sec-Butyl)-1-(tert-butyl-dimethyl-silanyl)-4-oxo-azetidin-3-yloxy]-4-methyl-pentanoic acid benzyl ester 
• 197172-43-3 (S)-2-[(2S,3S)-2-((S)-sec-Butyl)-1-(tert-butyl-dimethyl-silanyl)-4-oxo-azetidin-3-yloxy]-4-methyl-pentanoic acid benzyl ester 
• 1375000-12-6 C₃₀H₃₇N₅O₆ 

Relevant articles and documents

Antiplasmodial activity of new 4-aminoquinoline derivatives against chloroquine resistant strain

Emergence and spread of multidrug resistant strains of Plasmodium falciparum has severely limited the antimalarial chemotherapeutic options. In order to overcome the obstacle, a set of new side-chain modified 4-aminoquinolines were synthesized and screened against chloroquine-sensitive (3D7) and chloroquine-resistant (K1) strains of P. falciparum. The key feature of the designed molecules is the use of methylpiperazine linked α, β3- and γ-amino acids to generate novel side chain modified 4-aminoquinoline analogues. Among the evaluated compounds, 20c and 30 were found more potent than CQ against K1 and displayed a four-fold and a three-fold higher activity respectively, with a good selectivity index (SI = 5846 and 11,350). All synthesized compounds had resistance index between 1.06 and >14.13 as against 47.2 for chloroquine. Biophysical studies suggested that this series of compounds act on heme polymerization target.

Enantiospecific synthesis of pyridinones as versatile intermediates toward asymmetric piperidines

The enantiospecific syntheses of pyridinones from amino acids via a gold-catalyzed strategy are reported. Excellent stereocontrol was observed during the cyclization. This approach provides a straightforward tool for further synthetic applications toward

Homologation of α-amino acids to β-amino acids using Boc2O

The use of Boc2O as a coupling agent in the homologation of N-urethane protected-α-amino acid to its β-homomers by the Arndt-Eistert method is described. The homologation gives good yields without racemization. The use of Boc2O as a