87553-74-0

Basic information

• Product Name: H-D-TYR-OTBU
• Synonyms: D-TYROSINE-T-BUTYL ESTER;D-TYROSINE-OTBU;H-D-TYR-OTBU;D-Tyr-OtBu
• CAS NO: 87553-74-0
• Molecular Formula: C13H19NO3
• Molecular Weight: 237.29
• Product Categories: Amino Acids and Derivatives;Amino Acid Derivatives
• Mol File: 87553-74-0.mol
• Article Data: 12

Chemical Properties

• Melting Point: 142-143℃
• Boiling Point: 358.1 °C at 760 mmHg
• Flash Point: 170.4 °C
• Appearance: /Solid
• Density: 1.125
• Vapor Pressure: 1.26E-05mmHg at 25°C
• Refractive Index: 1.539
• Storage Temp.: 2-8°C
• PKA: 9.80±0.15(Predicted)
• Water Solubility: Very slightly soluble in cold water.
• CAS DataBase Reference: H-D-TYR-OTBU(CAS DataBase Reference)
• NIST Chemistry Reference: H-D-TYR-OTBU(87553-74-0)
• EPA Substance Registry System: H-D-TYR-OTBU(87553-74-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36-52
• Safety Statements: 26
• WGK Germany: 3
• Hazardous Substances Data: 87553-74-0(Hazardous Substances Data)

Usage

Chemical Properties

Crystalline

Uses

D-Tyrosine tert-butyl ester is a protected form of D-Tyrosine (T899970). D-Tyrosine is an unnatural isomer of L-Tyrosine (T899975) that inhibits metabolic activity of Bacillus subtilis. It is known to exhibit antimetabolic effects on rats as well, inhibiting growth and development. D-Tyrosine is also a chiral precursor to biosynthesized inhibitors that have antiinflammatory effects in humans.

InChI:InChI=1/C13H19NO3/c1-13(2,3)17-12(16)11(14)8-9-4-6-10(15)7-5-9/h4-7,11,15H,8,14H2,1-3H3/t11-/m1/s1

Upstream product

• 60-18-4 L-tyrosine 
• 115-11-7 isobutene 
• 5544-60-5 4-(benzyloxy)benzyl bromide 
• 81477-94-3 N-(diphenylmethylene)glycine tert-butyl ester 
• 88878-78-8 tyrosine tert-butyl ester 
• 540-88-5 acetic acid tert-butyl ester 
• 556-02-5 tyrosine 
• 556-02-5 ?Tyr 
• 133852-23-0 tert-butyl (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-hydroxyphenyl)propanoate 
• 112883-29-1 N-Fmoc-Tyr-OH 
• 67-56-1 methanol 
• 1164-16-5 Z-L-Tyr-OH 
• 1027921-22-7 2-(benzhydrylidene-amino)-3-(4-benzyloxy-phenyl)-propionic acid tert-butyl ester 
• 217172-40-2 (S)-2-amino-3-(4-benzyloxy-phenyl)-tert-butyl-propionic ester 

Downstream Products

• 179188-06-8 N-benzyltyrosine tert-butyl ester 
• 192822-99-4 N,N-dibenzyltyrosine tert-butyl ester 
• 1279713-95-9 (S)-2-(benzo[b]thiophene-2-carboxamido)-3-(4-hydroxyphenyl)propanoic acid 
• 1279713-82-4 (R)-2-(benzo[b]thiophene-2-carboxamido)-3-(4-hydroxyphenyl)propanoic acid 
• 1279713-93-7 (S)-2-(3-chloro-6-fluorobenzo[b]thiophene-2-carboxamido)-3-(4-hydroxyphenyl)propanoic acid 
• 216502-61-3 (S)-3-(4-Hydroxy-3-nitro-phenyl)-2-(2,2,2-trifluoro-acetylamino)-propionic acid tert-butyl ester 
• 875151-93-2 (S)-2-[(S)-1-tert-butoxycarbonyl-2-(4-methoxy-phenyl)-ethylcarbamoyl]-piperidine-1-carboxylic acid benzyl ester 
• 906651-54-5 tert-butyl (2S,3S,E)-3-(((S)-3-(4-(but-2-yn-1-yloxy)phenyl)-1-(tert-butoxy)-1-oxopropan-2-yl)carbamoyl)-11-(2-heptyl-1,3-dioxolan-2-yl)-2-hydroxy-2-(2-hydroxyethyl)undec-4-enoate 
• 827036-35-1 tert-butyl (S)-2-amino-3-(4-(but-2-yn-1-yloxy)phenyl)-propanoate hydrochloride 
• 906651-46-5 tert-butyl (E)-(2S,3S)-3-[(S)-1-tert-butoxycarbonyl-2-(4-but-2-ynyloxy-phenyl)-ethylcarbamoyl]-2-hydroxy-2-(2-hydroxy-ethyl)-12-oxo-nonadec-4-enoate 

Relevant articles and documents

Overcoming the Deallylation Problem: Palladium(II)-Catalyzed Chemo-, Regio-, and Stereoselective Allylic Oxidation of Aryl Allyl Ether, Amine, and Amino Acids

We report herein a Pd(II)/bis-sulfoxide-catalyzed intramolecular allylic C-H acetoxylation of aryl allyl ether, amine, and amino acids with the retention of a labile allyl moiety. Mechanistically, the reaction proceeds through a distinct double-bond isomerization from the allylic to the vinylic position followed by intramolecular carboxypalladation and the β-hydride elimination pathway. For the first time, C-H oxidation of N-allyl-protected amino acids to furnish five-membered heterocycles through 1,3-syn-addition is established with excellent diastereoselectivity.

A Bioinspired Synthesis of Polyfunctional Indoles

Polyfunctional indoles bearing substituents at C5 and C6 are prevalent in natural products, pharmaceuticals, agrochemicals, and materials. Owing to the remoteness of the C5 and C6 positions, indoles of this family can be difficult to prepare, and often require multistep syntheses. Herein, we describe a concise process that converts simple derivatives of tyrosine into 5,6-difunctionalized indoles by direct oxidation of C?H, N?H, and O?H bonds. Our work draws inspiration from the biosynthetic polymerization of tyrosine to make melanin pigments, but makes an important departure to provide well-defined indole heterocycles.

A novel SWCNT platform bearing DOTA and β-cyclodextrin units. "one shot" multidecoration under microwave irradiation

The functionalization of single-walled carbon nanotubes (SWCNTs) via microwave-assisted grafting reactions enables efficient multidecoration in a single step. A novel water-soluble SWCNT platform was prepared via the simple 1,3-dipolar cycloaddition of azomethine ylides under dielectric heating. Thanks to a single grafting reaction the CNT surface binds in a 1:1 ratio an amino acidic β-cyclodextrin (β-CD) derivative and the DOTAMA moiety (1,4,7,10-tetraazacyclododecane-N,N′,N′′,N′′ ′-tetraacetic acid monoamide). This novel "one shot" synthesis, compared with multistep functionalizations, preserves the SWCNT's structural integrity (TEM images). Besides thermogravimetric analyses, the determination of the amount of β-CD and DOTA moieties grafting onto the SWCNT's surface was performed on the basis of phenolphthalein and gadolinium complexation, respectively. This journal is