497106-85-1

Basic information

• Product Name: (3S,4S)-3-BOC-AMINO-1-DIAZO-4-METHYL-2-HEXANONE
• Synonyms: N-ALPHA-TERT-BUTYLOXYCARBONYL-L-ISOLEUCINYL-DIAZOMETHANE;BOC-L-ILE-CHN2;(3S,4S)-3-BOC-AMINO-1-DIAZO-4-METHYL-2-HEXANONE
• CAS NO: 497106-85-1
• Molecular Formula: C12H21N3O3
• Molecular Weight: 255.31
• Mol File: 497106-85-1.mol
• Article Data: 11

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (3S,4S)-3-BOC-AMINO-1-DIAZO-4-METHYL-2-HEXANONE(CAS DataBase Reference)
• NIST Chemistry Reference: (3S,4S)-3-BOC-AMINO-1-DIAZO-4-METHYL-2-HEXANONE(497106-85-1)
• EPA Substance Registry System: (3S,4S)-3-BOC-AMINO-1-DIAZO-4-METHYL-2-HEXANONE(497106-85-1)

Safety Data

• Hazardous Substances Data: 497106-85-1(Hazardous Substances Data)

Usage

Description

(3S,4S)-3-BOC-AMINO-1-DIAZO-4-METHYL-2-HEXANONE is a chemical compound with the molecular formula C12H21N3O2. It is a diazo compound, meaning it contains a nitrogen-nitrogen double bond. (3S,4S)-3-BOC-AMINO-1-DIAZO-4-METHYL-2-HEXANONE also contains a BOC-protected amino group, which is often used to protect amine functionality in organic synthesis. Additionally, it contains a methyl group and a hexanone group.

Uses

Used in Organic Synthesis:
(3S,4S)-3-BOC-AMINO-1-DIAZO-4-METHYL-2-HEXANONE is used as a reagent or intermediate for the preparation of other organic compounds. Its versatile chemical functionality makes it a valuable component in the synthesis of various organic molecules.
Used in Pharmaceutical Industry:
(3S,4S)-3-BOC-AMINO-1-DIAZO-4-METHYL-2-HEXANONE is used as a building block or intermediate in the development of pharmaceuticals. Its unique structure and functional groups can be utilized to create new drugs with potential therapeutic applications.
Used in Agrochemical Industry:
(3S,4S)-3-BOC-AMINO-1-DIAZO-4-METHYL-2-HEXANONE is used as a precursor in the synthesis of agrochemicals. Its chemical properties can be harnessed to develop new pesticides, herbicides, or other agricultural chemicals.
Used in Materials Science:
(3S,4S)-3-BOC-AMINO-1-DIAZO-4-METHYL-2-HEXANONE is used as a component in the development of new materials. Its chemical properties can contribute to the creation of advanced materials with specific properties for various applications in materials science.

Upstream product

• 186581-53-3 diazomethane 
• 13139-16-7 N-(t-butoxycarbonyl)-isoleucine 
• 319-78-8 isoleucine 
• 24424-99-5 di-tert-butyl dicarbonate 
• 13139-16-7 N-(tert-butyloxycarbonyl)-L-isoleucine 
• 66866-47-5 Boc-Ile-O-COOiBu 
• 73-32-5 L-isoleucine 
• 98807-42-2 Boc-Ile-O-COOEt 
• 13139-16-7 Boc-L-aIle-OH 
• 13139-16-7 N-tert-butoxycarbonyl-D-alloisoleucine 
• 55721-65-8 Boc-D-Ile-OH 

Downstream Products

• 145057-72-3 <(2S,3S)-N-butoxycarbonylisoleucinyl>-methyl-phenyl ketone 
• 161805-78-3 [(1S,2R)-1-(2-Chloro-acetyl)-2-methyl-butyl]-carbamic acid tert-butyl ester 

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