820239-42-7

Basic information

• Product Name: benzyl N-[(1S)-2-(1H-1,2,3-benzotriazol-1-yl)-1-methyl-2-oxoethyl]carbamate
• Synonyms: benzyl N-[(1S)-2-(1H-1,2,3-benzotriazol-1-yl)-1-methyl-2-oxoethyl]carbamate
• CAS NO: 820239-42-7
• Molecular Weight: 324.339
• Mol File: 820239-42-7.mol
• Article Data: 15

Chemical Properties

• CAS DataBase Reference: benzyl N-[(1S)-2-(1H-1,2,3-benzotriazol-1-yl)-1-methyl-2-oxoethyl]carbamate(CAS DataBase Reference)
• NIST Chemistry Reference: benzyl N-[(1S)-2-(1H-1,2,3-benzotriazol-1-yl)-1-methyl-2-oxoethyl]carbamate(820239-42-7)
• EPA Substance Registry System: benzyl N-[(1S)-2-(1H-1,2,3-benzotriazol-1-yl)-1-methyl-2-oxoethyl]carbamate(820239-42-7)

Safety Data

• Hazardous Substances Data: 820239-42-7(Hazardous Substances Data)

Upstream product

• 95-14-7 1,2,3-Benzotriazole 
• 1142-20-7 N-Cbz-Ala 

Downstream Products

• 2768-53-8 N-benzyloxycarbonyl-L-alanyl-L-phenylalanine 
• 119645-65-7 (2S)-2-[((2S)-2-{[(benzyloxy)carbonyl]amino}propanoyl)amino]-3-(1H-indol-3-yl)propanoic acid 
• 1240115-69-8 (5S,8S,13R)-8-carboxy-5-methyl-13-(((4-nitrobenzoyl)thio)methyl)-3,6,11,14-tetraoxo-1-phenyl-2-oxa-4,7,12,15-tetraazaheptadecan-17-oic acid 
• 1240115-65-4 (5S,9R,14S)-14-amino-9-(carboxymethylcarbamoyl)-5-methyl-3,6,11-trioxo-1-phenyl-2-oxa-7-thia-4,10-diazapentadecan-15-oic acid 
• 1621538-58-6 1-{[(benzyloxy)carbonyl]-L-alanyl}-N^α-{[(benzyloxy)carbonyl]-L-valyl}-L-tryptophan 
• 1621538-54-2 (S)-3-(4-{[((benzyloxy)carbonyl)-L-alanyl]oxy}phenyl)-2-{(S)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropanamido}propanoic acid 
• 1621538-65-5 N-{[(benzyloxy)carbonyl]-L-alanyl}-S-{[(benzyloxy)carbonyl]-L-phenylalanyl}-L-cysteine 
• 1621538-67-7 N-{[(benzyloxy)carbonyl]-L-alanyl}-S-[(benzyloxy)carbonyl]-L-alanyl-L-phenylalanyl-L-cysteine 
• 1621538-68-8 S-{[(benzyloxy)carbonyl]-L-alanyl}-N-[(benzyloxy)carbonyl]-L-phenylalanylglycyl-L-cysteine 
• 1621538-69-9 S-{[(benzyloxy)carbonyl]-L-alanyl}-N-[(benzyloxy)carbonyl]-L-phenylalanyl-L-alanyl-L-cysteine 
• 1621538-66-6 S-{[(benzyloxy)carbonyl]-L-alanyl}-N-{[(benzyloxy)carbonyl]-L-alanyl-L-phenylalanyl}-L-cysteine 
• 1621538-56-4 N^α-{[(benzyloxy)carbonyl]-L-alanyl}-1-{[(benzyloxy)carbonyl]-L-phenylalanyl}-L-tryptophan 
• 2503-31-3 N-benzyloxycarbonyl-L-alanylglycine 
• 122400-20-8 [(benzyloxy)carbonyl]-L-alanyl-L-cysteine 

Relevant articles and documents

Towards the biodegradation pathway of fosfomycin

Three functionalised propylphosphonic acids were synthesised to study C-P bond cleavage in R. huakuii PMY1. (R)-1-Hydroxy-2-oxopropylphosphonic acid [(R)-5] was prepared by chiral resolution of (±)-dimethyl 1-hydroxy-2-methylallyllphosphonate [(±)-12], followed by ozonolysis and deprotection. The N-(l-alanyl)-substituted (1R,2R)-2-amino-1-hydroxypropylphosphonic acid 10, a potential precursor for 2-oxopropylphosphonic acid (5) in cells, was obtained by coupling the aminophosphonic acid with benzotriazole-activated Z-l-alanine and hydrogenolytic deprotection. (1R*,2R*)-1,2-Dihydroxy-3,3,3-trifluoropropylphosphonic acid, a potential inhibitor of C-P bond cleavage after conversion into its 2-oxo derivative in the cell, was accessed from trifluoroacetaldehyde hydrate via hydroxypropanenitrile 21, which was silylated and reduced to the aldehyde (±)-23. Diastereoselective addition of diethyl trimethylsilyl phosphite furnished diastereomeric α-siloxyphosphonates. The less polar one was converted to the desired racemic phosphonic acid (±)-(1R*,2R*)-9 as its ammonium salt.

Chemical modification of oximes with N-protected amino acids

The modification of oximes, including 5α-steroids, with N-protected amino acids, in solution phase, using benzotriazole methodology is reported.

Synthesis and antibacterial evaluation of amino acid-antibiotic conjugates

Amino acid conjugates of quinolone, metronidazole and sulfadiazine antibiotics were synthesized in good yields using benzotriazole methodology. All the conjugates were screened for their antibacterial activity using methods adapted from the Clinical and L