72594-77-5

Basic information

• Product Name: BOC-L-TYROSINE ETHYL ESTER
• Synonyms: BOC-L-TYROSINE ETHYL ESTER;2-TERT-BUTOXYCARBONYLAMINO-3-(4-HYDROXY-PHENYL)-PROPIONIC ACID ETHYL ESTER;N-tert-Butoxycarbonyl-L-tyrosine ethyl ester;(S)-ethyl 2-(tert-butoxycarbonylamino)-3-(4-hydroxyphenyl)propanoate;Boc-L-Tyr-OEt;ethyl (2S)-3-(4-hydroxyphenyl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate
• CAS NO: 72594-77-5
• Molecular Formula: C₁₆H₂₃NO₅
• Molecular Weight: 309.36
• EINECS: -0
• Product Categories: Protected Amino Acids
• Mol File: 72594-77-5.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 463.786 °C at 760 mmHg
• Flash Point: 234.29 °C
• Appearance: /
• Density: 1.15g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.52
• Storage Temp.: 2-8°C
• CAS DataBase Reference: BOC-L-TYROSINE ETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: BOC-L-TYROSINE ETHYL ESTER(72594-77-5)
• EPA Substance Registry System: BOC-L-TYROSINE ETHYL ESTER(72594-77-5)

Safety Data

• Hazardous Substances Data: 72594-77-5(Hazardous Substances Data)

Usage

General Description

BOC-L-Tyrosine ethyl ester is a chemical compound commonly utilized in the field of organic chemistry. It is a derivative of tyrosine, an amino acid essential for protein synthesis and the production of neurotransmitters in the body. The BOC, or t-butoxycarbonyl, group is a protective group commonly used in organic synthesis to temporarily mask specific functional groups within a molecule. BOC-L-Tyrosine ethyl ester is often used as a building block in peptide synthesis and drug discovery, as it can be incorporated into larger peptide structures to study their biological activity and pharmacological properties. Additionally, its ethyl ester moiety allows for improved solubility and stability, making it a valuable tool in the development of new pharmaceutical compounds.

InChI:InChI=1/C16H23NO5/c1-5-21-14(19)13(17-15(20)22-16(2,3)4)10-11-6-8-12(18)9-7-11/h6-9,13,18H,5,10H2,1-4H3,(H,17,20)/t13-/m0/s1

Upstream product

• 64-17-5 ethanol 
• 3978-80-1 Boc-Tyr-OH 
• 24424-99-5 di-tert-butyl dicarbonate 
• 949-67-7 L-tyrosine ethyl ester 
• 4089-07-0 L-tyrosine ethyl ester monohydrochloride 
• 60-18-4 L-tyrosine 
• 169158-01-4 (S)-α-tert-butoxycarbonylamino-4-[[(trifluoromethyl)sulfonyl]oxy]benzenepropionic acid ethyl ester 
• 5619-08-9 tyrosine ethyl ester hydrochloride 
• 909114-65-4 tert-butyl 4,6-dimethoxy-1,3,5-triazinyl carbonate 

Downstream Products

• 88171-01-1 (S)-2-tert-Butoxycarbonylamino-3-[1-(7-methoxy-3-oxo-2,3-dihydro-benzo[1,4]oxazin-4-yl)-4-oxo-cyclohexa-2,5-dienyl]-propionic acid ethyl ester 
• 88171-00-0 (S)-2-tert-Butoxycarbonylamino-3-[4-hydroxy-3-(7-methoxy-3-oxo-2,3-dihydro-benzo[1,4]oxazin-4-yl)-phenyl]-propionic acid ethyl ester 
• 6529-94-8 7-methoxy-2H-1,4-benzoxazin-3-one 
• 134081-15-5 N-(tert-butyloxycarbonyl)-L-tyrosinal 
• 127132-32-5 ethyl N-{[(1,1-dimethylethyl)oxy]carbonyl}-O-(phenylmethyl)-L-tyrosinate 
• 127132-37-0 (S)-Ethyl 3-(4-(allyloxy)phenyl)-2-((tert-butoxycarbonyl)amino) propanoate 
• 169158-01-4 (S)-α-tert-butoxycarbonylamino-4-[[(trifluoromethyl)sulfonyl]oxy]benzenepropionic acid ethyl ester 
• 169158-03-6 (2S)-2-[(tert-butoxycarbonyl)amino]-3-(4-vinylphenyl)propanoic acid 
• 169158-02-5 ethyl (2S)-2-[(tert-butoxycarbonyl)amino]-3-(4-vinylphenyl)propanoate 
• 169158-10-5 methyl 2-[(2S)-1-[(2S)-2-[(tert-butoxycarbonyl)amino]-3-(4-formylphenyl)propanoyl]-4-[2-(tert-butoxy)-2-oxoethyl]-3-oxopiperazinyl]acetate 
• 169158-04-7 methyl 2-[(2S)-1-[(2S)-2-[(tert-butoxycarbonyl)amino]-3-(4-vinylphenyl)propanoyl]-4-[2-(tert-butoxy)-2-oxoethyl]-3-oxopiperazinyl]acetate 
• 340733-28-0 methyl 2-[(2S)-1-[(2S)-2-[(tert-butoxycarbonyl)amino]-3-(4-ethylphenyl)propanoyl]-4-[2-(tert-butoxy)-2-oxoethyl]-3-oxopiperazinyl]acetate 
• 169158-11-6 methyl 2-[(2S)-1-[(2S)-2-[(tert-butoxycarbonyl)amino]-3-[4-(hydroxymethyl)phenyl]propanoyl]-4-[2-(tert-butoxy)-2-oxoethyl]-3-oxopiperazinyl]acetate 
• 169158-06-9 {1-[2-tert-butoxycarbonylamino-3-(4-ethynyl-phenyl)-propionyl]-4-tert-butoxycarbonylmethyl-3-oxo-piperazin-2-yl}-acetic acid methyl ester 

Relevant articles and documents

Novel derivatives of urea and use thereof

The present invention relates to a novel urea derivative compound and 5HT thereof. 2A The present invention relates to the use of antagonists as antagonists for the prevention or treatment of neuropsychiatric disorders, degenerative brain diseases, propagated disorders and/or metabolic diseases.

Design, Synthesis, and Biological Evaluation of New Peripheral 5HT2A Antagonists for Nonalcoholic Fatty Liver Disease

Nonalcoholic fatty liver disease (NAFLD) is increasingly prevalent worldwide, causing serious liver complications, including nonalcoholic steatohepatitis. Recent findings suggest that peripheral serotonin (5-hydroxytryptamine, 5HT) regulates energy homeostasis, including hepatic lipid metabolism. More specifically, liver-specific 5HT2A knockout mice exhibit alleviated hepatic lipid accumulation and hepatic steatosis. Here, structural modifications of pimavanserin (CNS drug), a 5HT2A antagonist approved for Parkinson's disease, led us to synthesize new peripherally acting 5HT2A antagonists. Among the synthesized compounds, compound 14a showed good in vitro activity, good liver microsomal stability, 5HT subtype selectivity, and no significant inhibition of CYP and hERG. The in vitro and in vivo blood-brain barrier permeability study proved that 14a acts peripherally. Compound 14a decreased the liver weight and hepatic lipid accumulation in high-fat-diet-induced obesity mice. Our study suggests new therapeutic possibilities for peripheral 5HT2A antagonists in NAFLD.

New reagent for the introduction of Boc protecting group to amines: Boc-OASUD

A new reagent, tert-butyl (2,4-dioxo-3-azaspiro [5,5] undecan-3-yl) carbonate (Boc-OASUD) for the preparation of N-Boc-amino acids is described. The Boc-OASUD reacts with amino acids and their esters at room temperature in the presence of a base and gives N-Boc-amino acids and their esters in good yields and purity. Introduction of the Boc group takes place without racemization. The Boc-OASUD, being a solid and more stable, is a better alternative to di-tert-butyl dicarbonate which is low melting and has to be dispensed in plastic containers than glass because of its poor stability.