FMoc-Val-Cit-PAB-PNP

Base Information

• Chemical Name: FMoc-Val-Cit-PAB-PNP
• CAS No.: 863971-53-3
• Molecular Formula: C₄₀H₄₂N₆O₁₀
• Molecular Weight: 766.808
• Mol file: 863971-53-3.mol

Synonyms:(9H-fluoren-9-yl)methyl ((S)-3-methyl-1-(((S)-1-((4-((((4-nitrophenoxy)carbonyl)oxy)methyl)phenyl)amino)-1-oxo-5-ureidopentan-2-yl)amino)-1-oxobutan-2-yl)carbamate

Chemical Property of FMoc-Val-Cit-PAB-PNP

Chemical Property:

• Melting Point: 189 °C(dec.)
• Boiling Point: 1024.0±65.0 °C(Predicted)
• PKA: 10.63±0.46(Predicted)
• Density: 1.335±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C(protect from light)

Purity/Quality:

99%, ^*data from raw suppliers

Fmoc-Val-Cit-PAB-PNP ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Description: Fmoc-Val-Cit-PAB-PNP is a a cleavable ADC linker used in antibody drug conjugate. The Val-Cit linker was designed to be cleaved by cathepsin B. PNP group is a good leaving group when reacting with amine bearing payload.

Technology Process of FMoc-Val-Cit-PAB-PNP

There total 10 articles about FMoc-Val-Cit-PAB-PNP which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 89.0%

bis-(p-nitrophenyl) carbonate (5070-13-3) + (9H-fluorenyl)methyl ((S)-1-(((S)-1-(((4-(hydroxymethyl)phenyl)amino)-1-oxo-5-ureidovalerylamido-2-yl)amino))-3-methylbutyramido-2-yl)-carbamate (159858-22-7) → (9H-fluoren-9-yl)methyl ((S)-3-methyl-1-(((S)-1-((4-((((4-nitrophenoxy)carbonyl)oxy)methyl)phenyl)amino)-1-oxo-5-ureidopentan-2-yl)amino)-1-oxobutan-2-yl)carbamate (863971-53-3)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 1h; Inert atmosphere;

Reference yield: 75.0%

bis-(p-nitrophenyl) carbonate (5070-13-3) + C34H39N5O8 → (9H-fluoren-9-yl)methyl ((S)-3-methyl-1-(((S)-1-((4-((((4-nitrophenoxy)carbonyl)oxy)methyl)phenyl)amino)-1-oxo-5-ureidopentan-2-yl)amino)-1-oxobutan-2-yl)carbamate (863971-53-3)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 18h; Inert atmosphere;

Reference yield: 52.0%

4-Nitrophenyl chloroformate (7693-46-1) + (9H-fluorenyl)methyl ((S)-1-(((S)-1-(((4-(hydroxymethyl)phenyl)amino)-1-oxo-5-ureidovalerylamido-2-yl)amino))-3-methylbutyramido-2-yl)-carbamate (159858-22-7) → (9H-fluoren-9-yl)methyl ((S)-3-methyl-1-(((S)-1-((4-((((4-nitrophenoxy)carbonyl)oxy)methyl)phenyl)amino)-1-oxo-5-ureidopentan-2-yl)amino)-1-oxobutan-2-yl)carbamate (863971-53-3)

Guidance literature:

With pyridine; In tetrahydrofuran; at 20 ℃;

DOI:10.1016/j.jconrel.2012.02.020

upstream raw materials:

Fmoc-Val-OH

4-Nitrophenyl chloroformate

(9H-fluorenyl)methyl ((S)-1-(((S)-1-(((4-(hydroxymethyl)phenyl)amino)-1-oxo-5-ureidovalerylamido-2-yl)amino))-3-methylbutyramido-2-yl)-carbamate

2,5-dioxopyrrolidin-1-yl-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-valinate

Downstream raw materials:

4-((S)-2-((S)-2-amino-3-methylbutanamido)-5-ureidopentanamido)benzyl (2-(pyridin-2-yldisulfanyl)ethyl)carbamate

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