18938-60-8

Basic information

• Product Name: Boc-Tyr-OtBu
• Synonyms: Boc-Tyr-OtBu;(S)-2-[(tert-Butoxycarbonyl)amino]-3-(4-hydroxyphenyl)propionic acid tert-butyl ester;Boc-L-tyrosine tert-butyl ester;N-[(1,1-Dimethylethoxy)carbonyl]-L-tyrosine 1,1-dimethylethyl ester;L-Tyrosine, N-[(1,1-dimethylethoxy)carbonyl]-, 1,1-dimethylethyl ester;(Tert-Butoxy)Carbonyl Tyr-OtBu
• CAS NO: 18938-60-8
• Molecular Formula: C₁₈H₂₇NO₅
• Molecular Weight: 337.41068
• Mol File: 18938-60-8.mol
• Article Data: 21

Chemical Properties

• Melting Point: 111-112 °C(Solv: ligroine (8032-32-4); ethyl acetate (141-78-6))
• Boiling Point: 476.0±40.0 °C(Predicted)
• Appearance: /
• Density: 1.117±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 9.75±0.15(Predicted)
• CAS DataBase Reference: Boc-Tyr-OtBu(CAS DataBase Reference)
• NIST Chemistry Reference: Boc-Tyr-OtBu(18938-60-8)
• EPA Substance Registry System: Boc-Tyr-OtBu(18938-60-8)

Safety Data

• Hazardous Substances Data: 18938-60-8(Hazardous Substances Data)

Usage

General Description

Boc-Tyr-OtBu is a chemical compound that has both a Boc (tert-butyloxycarbonyl) group and an OtBu (tert-butyl ester) group attached to a tyrosine molecule. The Boc group is a protective group commonly used in organic synthesis to prevent undesired reactions or to control the regio- or stereo-chemistry of a reaction. The OtBu group, on the other hand, is used to further protect the carboxylic acid of the tyrosine molecule. Boc-Tyr-OtBu is often used in peptide synthesis as part of the protecting and deprotecting steps necessary to build complex peptide chains. Overall, Boc-Tyr-OtBu is an important chemical compound in the field of organic synthesis, particularly in the production of peptides for pharmaceuticals and biotechnology research.

Upstream product

• 3978-80-1 Boc-Tyr-OH 
• 75-65-0 tert-butyl alcohol 
• 60-18-4 L-tyrosine 
• 24424-99-5 di-tert-butyl dicarbonate 
• 507-19-7 t-butyl bromide 
• 16874-12-7 Tyr(tBu) 
• 98946-18-0 tert-Butyl 2,2,2-trichloroacetimidate 
• 1070-19-5 N-(tert-butyloxycarbonyl) azide 
• 80971-82-0 (S)-3-(4-acetoxyphenyl)-2-[N-(tert.butoxycarbonyl)amino]propionic acid 

Downstream Products

• 174003-17-9 tert-butyl (S)-2-((tert-butoxycarbonyl)amino)-3-(4-(((trifluoromethyl)sulfonyl)oxy)phenyl)propanoate 
• 1425708-10-6 (S)-(+)-6-(4-(2-[4-(2-tert-butoxycarbonyl-2-tert-butoxycarbonylaminoethyl)phenoxy]ethoxysulfonyl)phenyl)hexanoic acid methyl ester 
• 1425708-12-8 (S)-(+)-6-(4-[2-[4-(2-tert-butoxycarbonyl-2-tert-butoxycarbonylaminoethyl)phenoxy]ethoxysulfonyl]phenyl)hexanoic acid 
• 1425708-15-1 (S)-(+)-2-tert-butoxycarbonylamino-3-[4-(2-fluoroethoxy)phenyl]propionic acid tert-butyl ester 
• 1214908-96-9 (S)-(+)-2-tert-butoxycarbonylamino-3-[4-(2-hydroxyethoxy)phenyl]propionic acid tert-butyl ester 
• 1188292-64-9 tert-butyl (S)-2-((tert-butoxycarbonyl)amino)-3-(4-(prop-2-yn-1-yloxy)phenyl)propanoate 
• 1443792-20-8 tert-butyl (S)-3-(4-(5-bromopyrimidin-2-yl)phenyl)-2-(5-(tert-butyl)thiophene-2-carboxamido)propanoate 
• 859170-42-6 N-Boc-Tyr[O(CH₂)4CO₂Et]-OtBu 
• 3978-80-1 Boc-Tyr-OH 
• 878408-63-0 N-(9-fluorenylmethoxycarbonyl) L-tyrosine neopentyl sulfate 

Relevant articles and documents

Synthesis and preliminary biological evaluation of O-2((2-[ 18F]fluoroethyl)methylamino)ethyltyrosine ([18F]FEMAET) as a potential cationic amino acid PET tracer for tumor imaging

Amino acid transport is an attractive target for oncologic imaging. Despite a high demand of cancer cells for cationic amino acids, their potential as PET probes remains unexplored. Arginine, in particular, is involved in a number of biosynthetic pathways

Development of a Photoactivatable Protein Phosphatase-1-Disrupting Peptide

We describe here the development of a photoreleasable version of a protein phosphatase-1 (PP1)-disrupting peptide (PDP-Nal) that triggers protein phosphatase-1 activity. PDP-Nal is a 23 mer that binds to PP1 through several interactions. It was photocaged

Base/Cryptand/Metal-Free Automated Nucleophilic Radiofluorination of [18F]FDOPA from Iodonium Salts: Importance of Hydrogen Carbonate Counterion

As evidenced by the number of publications and patents published in the last years, the radiosynthesis of 6-[18F]fluoro-3,4-dihydroxy-L-phenylalanine ([18F]FDOPA) using the nucleophilic [18F]F- process remains currently a challenge for the radiochemists scientific community even if promising methods for the radiofluorination of electron-rich aromatic structures were recently developed from arylboronate, arylstannane or iodonium salt precursors. In such context, based on the use of an iodonium triflate salt precursor, we optimized a fast and efficient radiofluorination route fully automated and free from any base, cryptand or metal catalyst for the radiosynthesis of [18F]FDOPA. Using this method, this clinically relevant radiotracer was produced in 64 min, 27–38 % RCY d.c. (n = 5), >99 % RCP, >99 % ee., and high Am 170–230 GBq/μmol. In addition, this optimization study clearly highlighted the important role of a triflate-hydrogen carbonate counterion exchange during the radiolabeling process to achieve high fluorine-18 incorporation yields.