72289-51-1

Basic information

• Product Name: Z-THR-OTBU
• Synonyms: N-ALPHA-CARBOBENZOXY-L-THREONINE T-BUTYL ESTER;Z-L-THREONINE T-BUTYL ESTER;Z-THR-OTBU
• CAS NO: 72289-51-1
• Molecular Formula: C₁₆H₂₃NO₅
• Molecular Weight: 309.36
• Mol File: 72289-51-1.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Z-THR-OTBU(CAS DataBase Reference)
• NIST Chemistry Reference: Z-THR-OTBU(72289-51-1)
• EPA Substance Registry System: Z-THR-OTBU(72289-51-1)

Safety Data

• Hazardous Substances Data: 72289-51-1(Hazardous Substances Data)

Upstream product

• 15679-00-2 tert-butyl 2,2,2-trichloroacetimidate 
• 19728-63-3 N-benzyloxycarbonyl-L-treonine 
• 501-53-1 benzyl chloroformate 
• 69320-90-7 L-threonine tert-butyl ester hydrochloride 
• 98946-18-0 tert-Butyl 2,2,2-trichloroacetimidate 
• 75-65-0 tert-butyl alcohol 
• 507-19-7 t-butyl bromide 

Downstream Products

• 144923-64-8 N-benzyloxycarbonyl-O-(3,4,6-tri-O-acetyl-2-N-allyloxycarbonylamino-2-deoxy-β-D-glucopyranosyl)-threonine tert-butyl ester 
• 144923-61-5 N-benzyloxycarbonyl-O-<3,4,6-tri-O-acetyl-2-(N-2,2,2-trichloroethyloxycarbonyl)-amino-2-deoxy-β-D-glucopyranosyl>threonine tert-butyl ester 
• 1202236-97-2 C₂₂H₃₇NO₅Si 
• 69320-90-7 L-threonine tert-butyl ester hydrochloride 
• 100325-00-6 N-(Benzyloxycarbonyl)-O-<(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->3)-O-(2-acetamido-4,6-di-O-benzoyl-2-desoxy-α-D-galactopyranosyl)>-L-threonin-tert-butylester 
• 100325-02-8 N-(Benzyloxacarbonyl)-O-<(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->3)-O-(2-acetamido-4,6-di-O-benzoyl-2-desoxy-α-D-galactopyranosyl)>-L-threonin 
• 100325-01-7 O-<(2,3,4,6-Tetra-O-acetyl-β-galactopyranosyl)-(1<*>3)-O-(2-acetamido-4,6-di-O-benzoyl-2-desoxy-α-D-galactopyranosyl)>-L-threonin-tert-butylester 

Relevant articles and documents

Thieme Chemistry Journals Awardees - Where Are They Now? Ribosylation of an Acid-Labile Glycosyl Acceptor as a Potential Key Step for the Synthesis of Nucleoside Antibiotics

Naturally occurring nucleoside antibiotics (e.g., muraymycins and caprazamycins) represent attractive lead structures for the development of urgently needed novel antibacterial agents. One major challenge in the total synthesis of muraymycins, caprazamycins, and their analogues is the efficient construction of the densely functionalized aminoribosylated uridine-derived core unit. In order to avoid tedious protecting-group manipulations, we have aimed to conduct the aminoribosylation step with an acid-labile glycosyl acceptor. Therefore, different glycosylation approaches have been studied, with pentenyl glycosides giving the best results.

SYNTHESIS AND USE OF HETEROCYCLIC ANTIBACTERIAL AGENTS

This invention relates to compounds of the following Formula (I); or a pharmaceutically acceptable salt, solvate, ester or isomer thereof, which is useful for the treatment of diseases or conditions mediated by LpxC.

2-Phenyl isopropyl and t-butyl trichloroacetimidates: Useful reagents for ester preparation of N-protected amino acids under neutral conditions

2-Phenylisopropyl and t-butyl trichloroacetamidates 1 and 2 are useful reagents for the esterification of N-protected aminoacids under mild neutral conditions. In the case of hydroxyl-containing amino acids dialkylation occurs but no selectivity could be obtained.