103882-09-3

Basic information

• Product Name: BOC-P-IODO-DL-PHE-OH
• Synonyms: BOC-4-IODO-DL-PHENYLALANINE;BOC-DL-PHE(4-I)-OH;BOC-DL-PHE(P-I)-OH;BOC-P-IODO-DL-PHENYLALANINE;BOC-P-IODO-DL-PHE-OH;N-T-BUTOXYCARBONYL-P-IODO-DL-PHENYLALANINE;Boc-DL-4-Iodophenylalanine;N-Boc-4-Iodo-DL-phenylalanine
• CAS NO: 103882-09-3
• Molecular Formula: C₁₄H₁₈INO₄
• Molecular Weight: 391.2
• Mol File: 103882-09-3.mol
• Article Data: 19

Chemical Properties

• Appearance: /
• CAS DataBase Reference: BOC-P-IODO-DL-PHE-OH(CAS DataBase Reference)
• NIST Chemistry Reference: BOC-P-IODO-DL-PHE-OH(103882-09-3)
• EPA Substance Registry System: BOC-P-IODO-DL-PHE-OH(103882-09-3)

Safety Data

• Hazardous Substances Data: 103882-09-3(Hazardous Substances Data)

Usage

General Description

BOC-P-IODO-DL-PHE-OH is a chemical compound that consists of a BOC-protected phenylalanine derivative with an iodo substituent. The BOC group is a protecting group commonly used in peptide synthesis to prevent unwanted reactions with the amino and carboxyl groups of amino acids. The iodo substituent imparts additional reactivity to the compound, making it useful for cross-coupling reactions and as a precursor in the synthesis of complex organic molecules. Overall, BOC-P-IODO-DL-PHE-OH is a versatile building block for the construction of peptides and other organic compounds in chemical research and synthesis.

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 1991-81-7 4-iodo-L-phenylalanine 
• 16004-15-2 1-bromomethyl-4-iodobenzene 
• 102831-44-7 diethyl tert-butoxycarbonylaminomalonate 
• 7087-68-5 N-ethyl-N,N-diisopropylamine 
• 63-91-2 L-phenylalanine 

Downstream Products

• 137452-47-2 N-Boc-4-formyl-L-phenylalanine 
• 79385-56-1 methyl {(S)-2-[(tert-butoxycarbonyl)amino]-3-(4-iodophenyl)propanoyl}-L-phenylalaninate 
• 1026064-05-0 3-hydroxy-O-methyl-N-<4-iodo-N-<(1,1-dimethylethoxy)carbonyl>-L-phenylalanyl>-L-tyrosine methyl ester 
• 113850-81-0 (S)-2-tert-Butoxycarbonylamino-3-{4-[4-((S)-2-tert-butoxycarbonylamino-2-methoxycarbonyl-ethyl)-phenylsulfanyl]-phenyl}-propionic acid 
• 108826-83-1 Boc-Phe(I)-Gaba-OTmse 
• 108827-30-1 Bpoc-Phe(I)-D-Trp-Lys(Boc)-Thr(t-Bu)-Phe-Pro-OTmse 
• 138571-42-3 N-BOC-N-methyl-4-iodo-L-phenylalanine 
• 82565-70-6 Boc-Phe(4-I)-Gly-Leu-Met-NH₂ 
• 167316-03-2 3-acetoxy-N,O-dimethyl-N-<<(tert-butyloxy)carbonyl>-L-4'-iodophenylalanyl>-L-tyrosine methyl ester 
• 178896-43-0 5-[(S)-2-tert-Butoxycarbonylamino-3-(4-iodo-phenyl)-propionylamino]-isophthalic acid dibenzyl ester 
• 113850-76-3 N-(tert-butoxycarbonyl)-4-iodo-L-phenylalanine methyl ester 
• 129150-58-9 benzyl Boc-4-iodophenylalanine 
• 262604-01-3 (4S)-3-t-butyloxycarbonyl-4-(4-iodobenzyl)-5-oxazolidinone 
• 130640-17-4 (S)-2-[(S)-2-tert-Butoxycarbonylamino-3-(4-iodo-phenyl)-propionylamino]-4-methyl-pentanoic acid methyl ester 

Relevant articles and documents

Synthesis and Explosion Hazards of 4-Azido- l -phenylalanine

A reliable, scalable, cost-effective, and chromatography-free synthesis of 4-azido-l-phenylalanine beginning from l-phenylalanine is described. Investigations into the safety of the synthesis reveal that the Ullman-like Cu(I)-catalyzed azidation step does not represent a significant risk. The isolated 4-azido-l-phenylalanine product, however, exhibits previously undocumented explosive characteristics.

Development of potent and selective Cathepsin C inhibitors free of aortic binding liability by application of a conformational restriction strategy

Cathepsin C plays a key role in the activation of several degradative enzymes linked to tissue destruction in chronic inflammatory and autoimmune diseases. Therefore, Cathepsin C inhibitors could potentially be effective therapeutics for the treatment of diseases such as chronic obstructive pulmonary disease (COPD) or acute respiratory distress syndrome (ARDS). In our efforts towards the development of a novel series of Cathepsin C inhibitors, we started working around AZD5248 (1), an α-amino acid based scaffold having potential liability of aortic binding. A novel series of amidoacetonitrile based Cathepsin C inhibitors were developed by the application of a conformational restriction strategy on 1. In particular, this work led to the development of a potent and selective Cathepsin C inhibitor 3p, free of aortic binding liability.

Photoinduced Hydroxylation of Organic Halides under Mild Conditions

Presented in this paper is photoinduced hydroxylation of organic halides, providing a mild access to a range of functionalized phenols and aliphatic alcohols. These reactions generally proceed under mild reaction conditions with no need for a photocatalyst or a strong base and show a wide substrate scope as well as excellent functional group tolerance. This work highlights the unique role of NaI that allows a challenging transformation to proceed under mild reaction conditions.