156300-02-6

Basic information

• Product Name: (S)-2-(3,4-dichlorophenyl)pent-4-enoyl chloride
• Synonyms: (S)-2-(3,4-dichlorophenyl)pent-4-enoyl chloride
• CAS NO: 156300-02-6
• Molecular Weight: 263.551
• Mol File: 156300-02-6.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: (S)-2-(3,4-dichlorophenyl)pent-4-enoyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-2-(3,4-dichlorophenyl)pent-4-enoyl chloride(156300-02-6)
• EPA Substance Registry System: (S)-2-(3,4-dichlorophenyl)pent-4-enoyl chloride(156300-02-6)

Safety Data

• Hazardous Substances Data: 156300-02-6(Hazardous Substances Data)

Upstream product

• 147643-57-0 (2S)-2-(3,4-dichlorophenyl)pent-4-enoic acid 
• 6831-55-6 2-(3,4-dichlorophenyl)acetyl chloride 
• 250788-94-4 (S)-4-benzyl-3-(2-(3,4-dichlorophenyl)pent-4-enoyl)-2-oxazolidinone 
• 147643-58-1 (S)-4-benzyl-3-(3,4-dichlorophenyl)acetyl-2-oxazolidinone 
• 79-37-8 oxalyl dichloride 
• 79333-48-5 2-(S)-(3,4-dichloro-phenyl)-4-pentenoic acid 
• 5807-30-7 3,4-dichlorophenyl acetic acid 

Downstream Products

• 173457-52-8 (2S)-2-(3,4-dichlorophenyl)pent-4-enal 
• 147643-61-6 (S)-2-(3,4-dichlorophenyl)pent-4-enoic acid N-methyl amide 
• 171595-58-7 (3R)-3-[(1S)-1-(3,4-dichlorophenyl)but-3-enyl]-2-ethyl-2,3-dihydroisoindol-1-one 
• 181765-84-4 [(S)-2-(3,4-Dichloro-phenyl)-pent-4-en-(E)-ylidene]-ethyl-amine 
• 209349-60-0 1'-(3-((S)-(3,4-Dichlorophenyl))-4-(N-(quinoline-8-sulfonyl) (methylamino))-butyl)-spiro(2.3-dihydrobenzothiophene-3,4'-piperidine) 

Relevant articles and documents

CARBOXY SUBSTITUTED CARBOXAMIDE DERIVATIVES AS TACHYKININ RECEPTOR ANTAGONISTS

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Antagonists of the human CCR5 receptor as anti-HIV-1 agents. Part 2: Structure-activity relationships for substituted 2-aryl-1-[N-(methyl)-N-(phenylsulfonyl)amino]-4-(piperidin-1-yl)butanes

(2S)-2-(3,4-Dichlorophenyl)-1-[N-(methyl)-N-(phenylsulfonyl)amino]-4-[spiro(2 ,3-dihydrobenzthiophene-3,4′-piperidin-1′yl)]butane S-oxide (3) has been identified as a potent CCR5 antagonist lead structure having an IC50 = 35 nM. Herein, we describe the structure-activity relationship studies directed toward the requirement for and optimization of the C-2 phenyl fragment. The phenyl was found to be important for CCR5 antagonism and substitution was limited to small moieties at the 3-position (13 and 16: X = H, 3-F, 3-Cl, 3-Me).

Addition of transiently-generated methyl o-lithiobenzoate to imines. An isoindolone annulation

Addition of phenyllithium to a mixture of an imine, methyl o-iodobenzoate, and BF3-etherate at -105°C gives good to excellent yields of isoindolones. The transient formation of methyl o-lithiobenzoate is proposed, which is formed by a rapid lithium/iodide exchange reaction of the phenyllithium with methyl o-iodobenzoate in the presence of the imine. The transiently generated anions can then be captured by the BF3-activated imines to form the isoindolones in good to high yield. The reactions conditions are sufficiently mild, and selective, to permit functional groups such carbmethoxy and aryl bromide, which could otherwise react with the added PhLi, to be tolerated.