33451-54-6

Basic information

• Product Name: ethyl 2-cyano-2-(2H-pyran-4(3H,5H,6H)-ylidene)acetate
• Synonyms: ethyl 2-cyano-2-(2H-pyran-4(3H,5H,6H)-ylidene)acetate;Ethyl 2-cyano-2-(dihydro-2H-pyran-4(3H)-ylidene)acetate;JKTKYSRUUZGAMW-UHFFFAOYSA-N
• CAS NO: 33451-54-6
• Molecular Formula: C₁₀H₁₃NO₃
• Molecular Weight: 195.21512
• Mol File: 33451-54-6.mol
• Article Data: 14

Chemical Properties

• Appearance: /
• CAS DataBase Reference: ethyl 2-cyano-2-(2H-pyran-4(3H,5H,6H)-ylidene)acetate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 2-cyano-2-(2H-pyran-4(3H,5H,6H)-ylidene)acetate(33451-54-6)
• EPA Substance Registry System: ethyl 2-cyano-2-(2H-pyran-4(3H,5H,6H)-ylidene)acetate(33451-54-6)

Safety Data

• Hazardous Substances Data: 33451-54-6(Hazardous Substances Data)

Upstream product

• 29943-42-8 Tetrahydro-4H-pyran-4-one 
• 105-56-6 ethyl 2-cyanoacetate 

Downstream Products

• 80813-09-8 cyano(4-phenyltetrahydropyran-4-yl)acetate d'ethyle 
• 80813-10-1 2-(4-phenyltetrahydro-2H-pyran-4-yl)acetic acid 
• 422280-50-0 ethyl 2-(4-(4-chlorophenyl)tetrahydro-2H-pyran-4-yl)-2-cyanoacetate 
• 910411-98-2 2-(4-phenyloxan-4-yl)ethan-1-amine 
• 1313603-16-5 3-methyl-N-[2-(4-phenyltetrahydro-2H-pyran-4-yl)ethyl]aniline 
• 1313603-17-6 3-methoxy-N-[2-(4-phenyltetrahydro-2H-pyran-4-yl)ethyl]aniline 
• 1313603-18-7 3-chloro-N-[2-(4-phenyltetrahydro-2H-pyran-4-yl)ethyl]aniline 
• 1581258-11-8 6-(3-methoxyphenyl)-N-(2-(4-phenyltetrahydro-2H-pyran-4-yl)ethyl)pyrazin-2-amine 
• 1581258-12-9 6-(2,5-difluorophenyl)-N-(2-(4-phenyltetrahydro-2H-pyran-4-yl)ethyl)pyrazin-2-amine 
• 1581258-24-3 3-(6-(2-(4-phenyltetrahydro-2H-pyran-4-yl)ethoxy)pyrazin-2-yl)benzonitrile 
• 1542134-82-6 2-(4-phenyltetrahydro-2H-pyran-4-yl)ethanol 
• 1581258-43-6 2-chloro-6-(2-(4-phenyltetrahydro-2H-pyran-4-yl)ethoxy)pyrazine 
• 1581258-44-7 6-chloro-N-(2-(4-phenyltetrahydro-2H-pyran-4-yl)ethyl)pyrazin-2-amine 
• 117642-16-7 2-amino-4,7-dihydro-5H-thieno[2,3-c]pyran-3-carboxylic acid ethyl ester 

Relevant articles and documents

Distal γ-C(sp3)?H Olefination of Ketone Derivatives and Free Carboxylic Acids

Reported herein is the distal γ-C(sp3)?H olefination of ketone derivatives and free carboxylic acids. Fine tuning of a previously reported imino-acid directing group and using the ligand combination of a mono-N-protected amino acid (MPAA) and an electron-deficient 2-pyridone were critical for the γ-C(sp3)?H olefination of ketone substrates. In addition, MPAAs enabled the γ-C(sp3)?H olefination of free carboxylic acids to form diverse six-membered lactones. Besides alkyl carboxylic acids, benzylic C(sp3)?H bonds also could be functionalized to form 3,4-dihydroisocoumarin structures in a single step from 2-methyl benzoic acid derivatives. The utility of these protocols was demonstrated in large scale reactions and diversification of the γ-C(sp3)?H olefinated products.

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