18800-73-2

Basic information

• Product Name: Pentanoic acid, 5-amino-4-[[(1,1-dimethylethoxy)carbonyl]amino]-5-oxo-, phenylmethyl ester, (S)-
• CAS NO: 18800-73-2
• Molecular Formula: C17H24N2O5
• Molecular Weight: 336.388
• Mol File: 18800-73-2.mol
• Article Data: 19

Chemical Properties

• CAS DataBase Reference: Pentanoic acid, 5-amino-4-[[(1,1-dimethylethoxy)carbonyl]amino]-5-oxo-, phenylmethyl ester, (S)-(CAS DataBase Reference)
• NIST Chemistry Reference: Pentanoic acid, 5-amino-4-[[(1,1-dimethylethoxy)carbonyl]amino]-5-oxo-, phenylmethyl ester, (S)-(18800-73-2)
• EPA Substance Registry System: Pentanoic acid, 5-amino-4-[[(1,1-dimethylethoxy)carbonyl]amino]-5-oxo-, phenylmethyl ester, (S)-(18800-73-2)

Safety Data

• Hazardous Substances Data: 18800-73-2(Hazardous Substances Data)

Upstream product

• 35793-73-8 N-(tert-butyloxycarbonyl)-γ-benzyl-D-glutamic acid 
• 63648-73-7 N-benzyloxycarbonyl-D-glutamic acid 
• 100-39-0 benzyl bromide 
• 55297-72-8 (R)-5-amino-4-((tert-butoxycarbonyl)amino)-5-oxopentanoic acid 
• 541-41-3 chloroformic acid ethyl ester 
• 100-51-6 benzyl alcohol 
• 2578-33-8 D-glutamic acid-5-benzyl ester 
• 870-46-2 t-butoxycarbonylhydrazine 
• 6893-26-1 D-Glutamic acid 
• 1070-19-5 N-(tert-butyloxycarbonyl) azide 
• 18800-76-5 Boc-D-Glu(OBzl)-OSu 
• 76379-00-5 N-tert-butoxycarbonyl-D-glutamic acid α-p-nitrophenyl-γ-benzyl ester 
• 24424-99-5 di-tert-butyl dicarbonate 
• 56-86-0 L-glutamic acid 

Downstream Products

• 19522-40-8 D-α-glutamine 
• 292150-20-0 N-Fmoc-D-isoglutamine 
• 66025-93-2 (S)-1-(((R)-1-amino-5-(benzyloxy)-1,5-dioxopentan-2-yl)amino)-1-oxopropan-2-aminium 2,2,2-trifluoroacetate 
• 69323-69-9 benzyl (R)-4-((S)-2-((R)-2-(((4aR,6S,7R,8R,8aS)-7-acetamido-6-(benzyloxy)-2,2-dimethylhexahydropyrano[3,2-d][1,3]dioxin-8-yl)oxy)propanamido)propanamido)-5-amino-5-oxopentanoate 
• 62928-83-0 benzyl (R)-4-((S)-2-((R)-2-(((2S,3R,4R,5S,6R)-3-acetamido-2-(benzyloxy)-5-hydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-4-yl)oxy)propanamido)propanamido)-5-amino-5-oxopentanoate 
• 55297-72-8 (R)-5-amino-4-((tert-butoxycarbonyl)amino)-5-oxopentanoic acid 
• 80143-17-5 (R)-1-amino-5-(benzyloxy)-1,5-dioxopentan-2-aminium 2,2,2-trifluoroacetate 
• 80064-48-8 γ-benzyl-glutamic acid amide 
• 104090-94-0 L-4-(benzyloxycarbonyl)-2-(t-butyloxycarbonylamino)thiobutyramide 

Relevant articles and documents

Synthesis of Carbapenems Containing Peptidoglycan Mimetics and Inhibition of the Cross-Linking Activity of a Transpeptidase of l,d Specificity

The carbapenem class of β-lactams has been optimized against Gram-negative bacteria producing extended-spectrum β-lactamases by introducing substituents at position C2. Carbapenems are currently investigated for the treatment of tuberculosis as these drugs are potent covalent inhibitors of l,d-transpeptidases involved in mycobacterial cell wall assembly. The optimization of carbapenems for inactivation of these unusual targets is sought herein by exploiting the nucleophilicity of the C8 hydroxyl group to introduce chemical diversity. As β-lactams are structure analogs of peptidoglycan precursors, the substituents were chosen to increase similarity between the drug and the substrate. Fourteen peptido-carbapenems were efficiently synthesized. They were more effective than the reference drug, meropenem, owing to the positive impact of a phenethylthio substituent introduced at position C2 but the peptidomimetics added at position C8 did not further improve the activity. Thus, position C8 can be modified to modulate the pharmacokinetic properties of highly efficient carbapenems.

NOVEL MURAMYL PEPTIDE DERIVATIVE COMPOUND, SYNTHESIS AND USES THEREOF

The invention relates to novel Muramyl Dipeptide (MDP) derivative compound of structural Formula-VIII, a process for synthesis, intermediates used in the synthesis and use thereof; wherein R1 and R2 both are hydrogen; or R1 is hydrogen and R2 is alkyl or aryl; or R1 is alkyl or aryl and R2 is hydrogen; or R1 and R2 both are alkyl or aryl (same or different groups); wherein alkyl group constitute C1-C6 alkyl or higher (both linear and branched) with or without heteroatoms; and aryl group constitute phenyl, substituted phenyl, heteraryl, arylalkyl and polynuclear aromatics. These compounds possess excellent pharmacological properties, in particular immunomodulating properties for use as adjuvant in vaccine formulations. These compounds are, particularly useful as adjuvants in vaccines.

NOVEL MURAMYL PEPTIDE DERIVATIVE COMPOUND, SYNTHESIS AND USES THEREOF

The invention relates to novel Muramyl Dipeptide (MDP) derivative compound of structural Formula-VIII, a process for synthesis, intermediates used in the synthesis and use thereof. R = alkyl (both linear and branched), aryl, substituted aryl, alkoxy alkyl Wherein, R can be both linear and branched alkyl, aryl, substituted aryl and alkoxy alkyl. These compounds possess excellent pharmacological properties, in particular immunomodulating properties for use as adjuvant in vaccine formulations. These compounds are, particularly useful as adjuvants in vaccines.