20883-99-2

Basic information

• Product Name: p-Phenyl-zimtsaeuremethylester
• Synonyms: p-Phenyl-zimtsaeuremethylester
• CAS NO: 20883-99-2
• Molecular Weight: 238.286
• Mol File: 20883-99-2.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: p-Phenyl-zimtsaeuremethylester(CAS DataBase Reference)
• NIST Chemistry Reference: p-Phenyl-zimtsaeuremethylester(20883-99-2)
• EPA Substance Registry System: p-Phenyl-zimtsaeuremethylester(20883-99-2)

Safety Data

• Hazardous Substances Data: 20883-99-2(Hazardous Substances Data)

Upstream product

• 292638-85-8 acrylic acid methyl ester 
• 1384879-96-2 (E)-methyl 3-[2-(2-(1,1'-biphenyl-4-yl)vinyl)phenyl]-3-oxopropanoate 
• 3218-36-8 4-Phenylbenzaldehyde 
• 21204-67-1 methyl (triphenylphosphoranylidene)acetate 
• 186581-53-3 diazomethane 

Downstream Products

• 1038924-70-7 (3R,5S)-5-({[1,1'-biphenyl]-4-yl}methyl)-3-methylpyrrolidin-2-one 
• 113538-22-0 3-([1,1'-biphenyl]-4-yl)acrylaldehyde 
• 23230-37-7 (2RS:3SR)-2.3-dibromo-3-(biphenylyl-(4))-propionic acid methyl ester 
• 13026-23-8 (2E)-3-(1,1'-biphenyl-4-yl)acrylic acid 
• 1353660-70-4 C₃₇H₄₄N₄O₇ 
• 1353660-97-5 C₃₆H₄₂N₄O₇ 
• 1353660-80-6 C₅₁H₆₈N₄O₉ 
• 1353660-90-8 C₄₂H₅₀N₄O₆ 
• 78733-60-5 4-(3-Hydroxypropyl)[1,1'-biphenyl] 
• 75677-09-7 3-([1,1′-biphenyl]-4-yl)propanal 

Relevant articles and documents

Mizoroki-Heck Reaction of Unstrained Aryl Ketones via Ligand-Promoted C-C Bond Olefination

Mizoroki-Heck reaction of unstrained aryl ketone with acrylate/styrene is accomplished via palladium-catalyzed ligand-promoted C-C bond cleavage. Various (hetero)aryl ketones are compatible in the reaction, affording the alkene product in good to excellent yields. Further applications in the late-stage olefination of some drugs, natural products, and fragrance-derived aryl ketones demonstrate the synthetic utility of this protocol. By employing ketone as both the directing group and the leaving group, 1,2-bifunctionalization is achieved via sequential ortho-C-H alkylation/ipso-Heck olefination.

Synthesis of chondramide a analogues with modified β-tyrosine and their biological evaluation

Starting from cinnamates 9, obtained by Wittig reaction or Heck coupling, the diols 17 were prepared by asymmetric dihydroxylation. This was followed by a regioselective substitution of the 3-OH group with hydrazoic acid under Mitsunobu conditions. Methylation of the 2-OH group and reduction of the azide group led to the β-tyrosine derivatives 8. Condensation with the dipeptide acid 6 furnished the tripeptide part of the chondramides. The derived acids 21 were combined with the hydroxy ester 7 to the esters 22. Cleavage of the tert-butyl groups and intramolecular lactam formation gave rise to the chondramide A analogues 2 b-k. Growth inhibition assays showed most of the analogues to be biologically active. Some of them even reach the activity of jasplakinolide. It can be concluded that the 4-position of the aryl ring in the β-tyrosine of chondramide A tolerates structural modifications quite well.