66270-97-1

Usage

Uses

Used in Pharmaceutical Synthesis:
Phenacyl 4-(bromomethyl)phenylacetate is used as a building block for preparing amino acid PAM linker, which is crucial in the synthesis of peptide-based drugs. The PAM ester is orthogonally stable to cleavage conditions of most protective groups used in FMOC-SPPS (Fmoc Solid Phase Peptide Synthesis), a widely employed method for the synthesis of peptides and peptidomimetics. This stability ensures that the PAM linker can be selectively cleaved without affecting other functional groups in the molecule, allowing for the efficient and precise synthesis of complex peptide structures.
Used in Chemical Research:
Phenacyl 4-(bromomethyl)phenylacetate is also utilized in chemical research as a versatile intermediate for the synthesis of various organic compounds. Its unique structure and reactivity make it a valuable starting material for the preparation of a wide range of chemical entities, including pharmaceuticals, agrochemicals, and specialty chemicals. Researchers can exploit the compound's properties to develop new synthetic routes and methodologies, ultimately leading to the discovery of novel and innovative chemical products.

InChI:InChI=1/C17H15BrO3/c18-11-14-8-6-13(7-9-14)10-17(20)21-12-16(19)15-4-2-1-3-5-15/h1-9H,10-12H2

Upstream product

• 13737-36-5 4-bromophenylacetic acid 
• 70-11-1 α-bromoacetophenone 
• 582-24-1 1-phenyl-2-hydroxyethanone 
• 622-47-9 4-tolylacetic acid 

Downstream Products

• 66402-58-2 4-(Boc-valyl-oxymethyl)-phenylessigsaeure-phenacylester 
• 72098-58-9 Boc-Gly-4-(oxymethyl)phenylessigsaeure-phenacylester 
• 67521-49-7 4-(tert-butoxycarbonylaminoacetoxymethyl) phenylacetic acid 
• 195387-56-5 Boc-pyrrolyl-4-(oxymethyl)phenylacetic acid 
• 110-54-3 hexane 
• 1035419-68-1 [4-(3-Hydroxy-4-methyl-5-oxo-2,5-dihydro-furan-2-ylmethyl)-phenyl]-acetic acid 2-oxo-2-phenyl-ethyl ester 
• 61165-82-0 (S)-2-tert-Butoxycarbonylamino-3-methyl-butyric acid 4-carboxymethyl-benzyl ester 
• 73401-73-7 Boc-Leu-Phe-OMPA 
• 73401-70-4 Boc-Leu-OMPA 
• 61165-82-0 Boc-Val-OMPA 

Relevant academic research and scientific papers

Scavenger assisted combinatorial process for preparing libraries of tertiary amine compounds

This invention relates to a novel solution phase process for the preparation of tertiary amine combinatorial libraries. These libraries have utility for drug discovery and are used to form wellplate components of novel assay kits.

Synthesis of α-Helices Having a Positively Charged Random Coil-Block on Either N- or C-Terminal

To study a charge-induced stabilization of α-helix, α-helical peptides having a positively charged random-coil block on either N- or C-terminal of the helix, and having a strictly defined length, (Ala)20(X)20Phe and (X)20(Ala)20Phe(X=Lys or Orn), were syn

Design and Synthesis of Multidetachable Resin Supports for Solid-Phase Peptide Synthesis

A new and unusually versatile class of supports for solid-phase peptide synthesis has been developed.It contains two orthogonally removable ester bonds, allowing the selective cleavage of the individual bonds by a variety of reagents.The synthetic peptide can be obtained in a free or protected form, or with a removable spacer group still attached at the carboxyl terminus.Two such multidetachable resin supports have been developed in which selective cleavage is by acidolysis, photolysis, or nucleophilic cleavage; they are (1) tert-butoxycarbonylaminoacyl-2-propionyl-copoly(styrene-divinylbenzene) resin (Pop-resin) and tert-butoxycarbonylaminoacyl-4--3-nitrobenzamidomethyl-copoly(styrene-divinylbenzene) resin (Pon-resin).The value of these resins was demonstrated by the stepwise synthesis of Leu-enkephalin and angiotensin II.In addition, applications of this class of supports for fragment synthesis were described.The minimization of side reactions associated with peptide anchored to photolabile resins in the ordinary way was demonstrated.