182205-66-9

Basic information

• Product Name: Pentanoic acid, 2-hydroxy-3-methyl-, phenylmethyl ester, (2R,3R)-
• CAS NO: 182205-66-9
• Molecular Formula: C13H18O3
• Molecular Weight: 222.284
• Mol File: 182205-66-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Pentanoic acid, 2-hydroxy-3-methyl-, phenylmethyl ester, (2R,3R)-(CAS DataBase Reference)
• NIST Chemistry Reference: Pentanoic acid, 2-hydroxy-3-methyl-, phenylmethyl ester, (2R,3R)-(182205-66-9)
• EPA Substance Registry System: Pentanoic acid, 2-hydroxy-3-methyl-, phenylmethyl ester, (2R,3R)-(182205-66-9)

Safety Data

• Hazardous Substances Data: 182205-66-9(Hazardous Substances Data)

Upstream product

• 488-15-3 (2R,3R)-2-hydroxy-3-methylpentanoic acid 
• 100-39-0 benzyl bromide 
• 319-78-8 D-Isoleucine 

Downstream Products

• 182205-72-7 (S)-3-Hydroxy-3-methyl-2-methylamino-butyric acid (1R,2R)-1-[((S)-1-benzyloxycarbonyl-2-methyl-propyl)-methyl-carbamoyl]-2-methyl-butyl ester 
• 182205-79-4 C₇₂H₁₀₈N₈O₁₄ 
• 127785-64-2 aureobasidin A 

Relevant articles and documents

Synthesis and Structure-Activity Relationship Studies of C2-Modified Analogs of the Antimycobacterial Natural Product Pyridomycin

A series of derivatives of the antimycobacterial natural product pyridomycin have been prepared with the C2 side chain attached to the macrocyclic core structure by a C-C single bond, in place of the synthetically more demanding enol ester double bond found in the natural product. Hydrophobic C2 substituents of sufficient size generally provide for potent anti-Mtb activity of these dihydropyridomycins (minimum inhibitory concentration (MIC) values around 2.5 μM), with several analogs thus approaching the activity of natural pyridomycin. Surprisingly, some of these compounds, in contrast to pyridomycin, are insensitive to overexpression of InhA in Mycobacterium tuberculosis (Mtb). This indicates that their anti-Mtb activity does not critically depend on the inhibition of InhA and that their overall mode of action may differ from that of the original natural product lead.