79677-58-0

Basic information

• Product Name: 3-IODO-L-TYROSINE METHYL ESTER HYDROCHLORIDE
• Synonyms: 3-IODO-L-TYROSINE METHYL ESTER HYDROCHLORIDE;L-TYROSINE, 3-IODO-, METHYL ESTER, HYDROCHLORIDE;(S)-Methyl 2-amino-3-(4-hydroxy-3-iodophenyl)propanoate hydrochloride;3-iodo- L-Tyrosine methyl ester, hydrochloride (1:1)
• CAS NO: 79677-58-0
• Molecular Formula: C₁₀H₁₂INO₃*ClH
• Molecular Weight: 357.57
• Mol File: 79677-58-0.mol
• Article Data: 14

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3-IODO-L-TYROSINE METHYL ESTER HYDROCHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-IODO-L-TYROSINE METHYL ESTER HYDROCHLORIDE(79677-58-0)
• EPA Substance Registry System: 3-IODO-L-TYROSINE METHYL ESTER HYDROCHLORIDE(79677-58-0)

Safety Data

• Hazardous Substances Data: 79677-58-0(Hazardous Substances Data)

Usage

General Description

3-IODO-L-TYROSINE METHYL ESTER HYDROCHLORIDE is a chemical compound that is a derivative of the amino acid tyrosine. It is a methyl ester of 3-iodo-L-tyrosine, which is a non-proteinogenic amino acid. The hydrochloride salt form of this compound makes it more water soluble and easier to handle in a laboratory setting. 3-IODO-L-TYROSINE METHYL ESTER HYDROCHLORIDE has been studied for its potential use in medical research, particularly in the field of neuroscience and as a precursor for the synthesis of various pharmaceuticals. It is also used as a biochemical tool in the study of tyrosine metabolism and related pathways.

Upstream product

• 67-56-1 methanol 
• 3078-39-5 3-iodo-DL-tyrosine 
• 70-78-0 3-Iodo-L-tyrosine 
• 60-18-4 L-tyrosine 

Downstream Products

• 52815-35-7 2,2,3,3,4,4,4-Heptafluoro-butyric acid 4-[2-(2,2,3,3,4,4,4-heptafluoro-butyrylamino)-2-methoxycarbonyl-ethyl]-2-iodo-phenyl ester 
• 79677-65-9 Boc-Gly-Ity-OMe 
• 79677-73-9 Z-Gly-Ity-OMe 
• 119336-08-2 methyl (S)-2-((tert-butoxycarbonyl)amino)-3-(4-hydroxy-3-iodophenyl)propanoate 
• 70-78-0 3-Iodo-L-tyrosine 
• 79677-60-4 (S)-N-benzyloxycarbonyl-3-(4-hydroxy-3-iodophenyl)alanine methyl ester 
• 188594-27-6 3-iodo-L-(tyrosine)-methyl ester N-benzoylamide 
• 352010-37-8 (3-iodo-4-benzoyl-L-tyrosine) methylester N-benzoylamide 
• 602301-43-9 (S)-3-(4-Hydroxy-3-iodo-phenyl)-2-((2S,3S)-2-hydroxy-3-methyl-pentanoylamino)-propionic acid methyl ester 
• 105229-41-2 N-[(phenylmethoxy)carbonyl]-3-hydroxy-O-(phenylmethyl)-L-tyrosine methyl ester 
• 132513-32-7 3-hydroxy-O-methyl-N-<(phenylmethoxy)carbonyl>-L-tyrosine methyl ester 
• 353520-84-0 (S)-N-benzyloxycarbonyl-3-(3-iodo-4-methoxyphenyl)alanine methyl ester 
• 353520-75-9 (S)-N-benzyloxycarbonyl-3-(4-methoxy-3-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)phenyl)alanine methyl ester 
• 421556-68-5 (S)-N-benzyloxycarbonyl-3-(4-benzyloxy-3-iodophenyl)alanine methyl ester 

Relevant articles and documents

Stereocontrolled Synthesis of Arylomycin-Based Gram-Negative Antibiotic GDC-5338

We report herein an efficient, stereocontrolled, and chromatography-free synthesis of the novel broad spectrum antibiotic GDC-5338. The route features the construction of a functionalized tripeptide backbone, a high-yielding macrocyclization via a Pd-catalyzed Suzuki-Miyaura reaction, and the late-stage elaboration of key amide bonds with minimal stereochemical erosion. Through extensive reaction development and analytical understanding, these key advancements allowed the preparation of GDC-5338 in 17 steps, 15% overall yield, >99 A % HPLC, and >99:1 dr.

PROCESS FOR MAKING ARYLOMYIN RING ANALOGS

Methods for making an arylomycin ring of formula t or salts or solvates thereof, wherein R, R1, R2, R3, R4, R5, R6, R7, R8, R9, R5, R10 and Pg1 are as defined herein.

Total synthesis of mycocyclosin

The first total synthesis of mycocyclosin, a diketopiperazine natural product isolated from M. tuberculosis, is described. While direct oxidative coupling of tyrosine phenolic groups was unsuccessful, construction of the highly strained bicyclic framework was successfully accomplished through an intramolecular Miyaura-Suzuki cross-coupling to generate the biaryl linkage.