457652-83-4

Usage

Uses

Used in Pharmaceutical Research:
(R)-alpha-Methyl-3-iodophenylalanine (>98%, >98%ee) is used as a key intermediate in the development of new drugs and bioactive molecules. Its unique structural features make it a valuable component in the design and synthesis of innovative pharmaceutical agents.
Used in Organic Synthesis:
(R)-alpha-Methyl-3-iodophenylalanine (>98%, >98%ee) is used as a building block in organic synthesis for the creation of complex molecules and natural products. Its high purity and enantiomeric excess make it an attractive candidate for chiral resolution and asymmetric synthesis processes, which are crucial for producing enantiomerically pure compounds with desired biological activities.
Used in Medicinal Chemistry:
(R)-alpha-Methyl-3-iodophenylalanine (>98%, >98%ee) is used as a valuable component in medicinal chemistry for the synthesis of biologically active compounds. Its unique structural features allow for the development of novel therapeutic agents with potential applications in various medical fields.

InChI:InChI=1/C10H12INO2/c1-10(12,9(13)14)6-7-3-2-4-8(11)5-7/h2-5H,6,12H2,1H3,(H,13,14)/t10-/m1/s1

Upstream product

• 30118-11-7 5-(3-iodo-benzyl)-5-methyl-imidazolidine-2,4-dione 
• 49617-83-6 m-Iodobenzyl bromide 

Relevant academic research and scientific papers

Biaryl-bridged macrocyclic peptides: Conformational constraint via carbogenic fusion of natural amino acid side chains

A general method for constraining peptide conformations via linkage of aromatic sidechains has been developed. Macrocyclization of suitably functionalized tri-, tetra- and pentapeptides via Suzuki-Miyaura cross-coupling has been used to generate side chain to side chain, biaryl-bridged 14- to 21-membered macrocyclic peptides. Biaryl bridges possessing three different configurations, meta-meta, meta-ortho, and ortho-meta, were systematically explored through regiochemical variation of the aryl halide and aryl boronate coupling partners, allowing fine-tuning of the resultant macrocycle conformation. Suzuki-Miyaura macrocyclizations were successfully achieved both in solution and on solid phase for all three sizes of peptide. This approach constitutes a means of constraining peptide conformation via direct carbogenic fusion of side chains of naturally occurring amino acids such as phenylalanine and tyrosine, and so is complementary to strategies involving non-natural, for example, hydrocarbon, bridges.

Potassium trimethylsilanolate induced cleavage of 1,3-oxazolidin-2- and 5-ones, and application to the synthesis of (R)-salmeterol.

A convenient and efficient method for the cleavage of 1,3-oxazolidin-5-ones and 1,3-oxazolidin-2-ones utilising potassium trimethylsilanolate in tetrahydrofuran is described. The benzyloxycarbonyl-protecting group is readily removed under the reaction conditions, whereas the N-benzoyl group is stable. A synthesis of (R)-salmeterol exploiting the 2-oxazolidinone ring as a protecting group for the ethanolamine moiety is also described.