519032-09-8

Basic information

• Product Name: 1-benzyl 4-tert-butyl 2-[5-(benzoyloxy)-4-hydroxy-6-(methoxycarbonyl)pyrimidin-2-yl]-piperazine-1,4-dicarboxylate
• Synonyms: 1-benzyl 4-tert-butyl 2-[5-(benzoyloxy)-4-hydroxy-6-(methoxycarbonyl)pyrimidin-2-yl]-piperazine-1,4-dicarboxylate
• CAS NO: 519032-09-8
• Molecular Weight: 592.605
• Mol File: 519032-09-8.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 1-benzyl 4-tert-butyl 2-[5-(benzoyloxy)-4-hydroxy-6-(methoxycarbonyl)pyrimidin-2-yl]-piperazine-1,4-dicarboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: 1-benzyl 4-tert-butyl 2-[5-(benzoyloxy)-4-hydroxy-6-(methoxycarbonyl)pyrimidin-2-yl]-piperazine-1,4-dicarboxylate(519032-09-8)
• EPA Substance Registry System: 1-benzyl 4-tert-butyl 2-[5-(benzoyloxy)-4-hydroxy-6-(methoxycarbonyl)pyrimidin-2-yl]-piperazine-1,4-dicarboxylate(519032-09-8)

Safety Data

• Hazardous Substances Data: 519032-09-8(Hazardous Substances Data)

Upstream product

• 93-97-0 benzoic acid anhydride 
• 126937-41-5 1-(benzyloxycarbonyl)-4-(tert-butoxycarbonyl)-2-piperazinecarboxylic acid 
• 955016-61-2 1-benzyl 4-tert-butyl 3-(aminocarbonyl)piperazine-1,4-dicarboxylate 
• 955016-62-3 1-benzyl 4-(tert-butyl) 2-cyanopiperazine-1,4-dicarboxylate 
• 940868-24-6 1-benzyl 4-tert-butyl 2-[amino(hydroxyimino)methyl]piperazine-1,4-dicarboxylate 

Downstream Products

• 1187846-57-6 C₃₁H₃₄N₄O₉ 
• 940868-26-8 methyl 5-(benzoyloxy)-2-{1-[(benzyloxy)carbonyl]-4-methylpiperazin-2-yl}-6-hydroxypyrimidine-4-carboxylate 
• 940868-25-7 methyl 5-(benzoyloxy)-2-{1-[(benzyloxy)carbonyl]piperazin-2-yl}-6-hydroxypyrimidine-4-carboxylate 

Relevant articles and documents

Dihydroxy-pyrimidine and N-methylpyrimidone HIV-integrase inhibitors: Improving cell based activity by the quaternarization of a chiral center

In the context of HIV-integrase, dihydroxypyrimidine and N-methyl pyrimidone inhibitors the cellular activity of this class of compounds has been optimized by the introduction of a simple methyl substituent in the α-position of the C-2 side chains. Enhanc

Discovery and synthesis of HIV integrase inhibitors: Development of potent and orally bioavailable N-methyl pyrimidones

The human immunodeficiency virus type-1 (HIV-1) encodes three enzymes essential for viral replication: a reverse transcriptase, a protease, and an integrase. The latter is responsible for the integration of the viral genome into the human genome and, therefore, represents an attractive target for chemotherapeutic intervention against AIDS. A drug based on this mechanism has not yet been approved. Benzyl-dihydroxypyrimidine-carboxamides were discovered in our laboratories as a novel and metabolically stable class of agents that exhibits potent inhibition of the HIV integrase strand transfer step. Further efforts led to very potent compounds based on the structurally related N-Me pyrimidone scaffold. One of the more interesting compounds in this series is the 2-N-Me-morpholino derivative 27a, which shows a CIC95 of 65 nM in the cell in the presence of serum. The compound has favorable pharmacokinetic properties in three preclinical species and shows no liabilities in several counterscreening assays.