70642-86-3

Basic information

• Product Name: Boc-D-Tyr-OH
• Synonyms: (R)-2-TERT-BUTOXYCARBONYLAMINO-3-(4-HYDROXY-PHENYL)-PROPIONIC ACID;N-ALPHA-T-BUTOXYCARBONYL-D-TYROSINE;N-ALPHA-TERT-BUTYLOXYCARBONYL-D-TYROSINE;N-ALPHA-T-BOC-D-TYROSINE;BOC-D-TYR-OH;BOC-D-TYROSINE;BOC-D-PHE(4-OH)-OH;n-(tert-butoxycarbonyl)-d-tyrosine
• CAS NO: 70642-86-3
• Molecular Formula: C₁₄H₁₉NO₅
• Molecular Weight: 281.3
• EINECS: 218-349-4
• Product Categories: Amino Acids;Boc-Amino Acids and Derivative;Amino Acids (N-Protected);Biochemistry;Boc-Amino Acids;Boc-Amino acid series
• Mol File: 70642-86-3.mol
• Article Data: 15

Chemical Properties

• Melting Point: 135-140 °C
• Boiling Point: 423.97°C (rough estimate)
• Flash Point: 247.1ºC
• Appearance: White to off-white microcrystalline powder
• Density: 1.1755 (rough estimate)
• Vapor Pressure: 3.23E-10mmHg at 25°C
• Refractive Index: -2.0 ° (C=2, AcOH)
• Storage Temp.: Store at RT.
• Solubility: Acetic Acid (Slightly), DMSO (Slightly), Methanol (Slightly)
• PKA: 2.98±0.10(Predicted)
• Water Solubility: insoluble
• CAS DataBase Reference: Boc-D-Tyr-OH(CAS DataBase Reference)
• NIST Chemistry Reference: Boc-D-Tyr-OH(70642-86-3)
• EPA Substance Registry System: Boc-D-Tyr-OH(70642-86-3)

Safety Data

• Safety Statements: 24/25-22
• WGK Germany: 3
• Hazardous Substances Data: 70642-86-3(Hazardous Substances Data)

Usage

Description

Boc-D-Tyr-OH, also known as N-Boc-D-tyrosine, is an N-Boc-protected form of D-Tyrosine (T899970). D-Tyrosine is an unnatural isomer of L-Tyrosine (T899975) that possesses antimetabolic properties and is utilized as a chiral precursor in the synthesis of bioactive compounds.

Uses

Used in Pharmaceutical Industry:
Boc-D-Tyr-OH is used as a chiral precursor for the synthesis of biosynthesized inhibitors that exhibit anti-inflammatory effects in humans. Its role in the development of pharmaceuticals is crucial for creating new treatments and therapies.
Used in Microbiology Research:
Boc-D-Tyr-OH is used as an antimetabolic agent in research involving Bacillus subtilis, a bacterium that is utilized in various microbiological studies. Its ability to inhibit the metabolic activity of this bacterium makes it a valuable tool for understanding bacterial growth and development.
Used in Nutritional and Metabolic Studies:
Boc-D-Tyr-OH is used in nutritional and metabolic studies on rats, where it has been observed to inhibit growth and development. This application aids researchers in understanding the effects of D-amino acids on animal metabolism and nutrition.

InChI:InChI=1/C14H19NO5/c1-14(2,3)20-13(19)15-11(12(17)18)8-9-4-6-10(16)7-5-9/h4-7,11,16H,8H2,1-3H3,(H,15,19)(H,17,18)/p-1/t11-/m1/s1

Upstream product

• 1070-19-5 N-(tert-butyloxycarbonyl) azide 
• 3417-91-2 tyrosine methyl ester hydrochloride 
• 687-51-4 H-L-Leu-NH₂ 
• 126028-15-7 Boc(D)TyrCam 
• 556-02-5 tyrosine 
• 58632-95-4 2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile 
• 76757-90-9 N-(tert-butoxycarbonyl)-D-tyrosine methyl ester 
• 24424-99-5 di-tert-butyl dicarbonate 
• 3728-20-9 D-tyrosine methylester hydrochloride 
• 556-02-5 ?Tyr 

Downstream Products

• 78834-46-5 Suc-D-Tyr-D-Leu-D-Val-pNA 
• 78834-47-6 Suc-D-Tyr-L-Leu-D-Val-pNA 
• 78834-49-8 Suc-D-Tyr-D-Leu-L-Val-pNA 
• 78834-43-2 Suc-D-Tyr-L-Leu-L-Val-pNA 
• 94790-24-6 2-tert-Butoxycarbonylamino-3-(4-methoxy-phenyl)-propionic acid methyl ester 
• 102255-97-0 Boc-D-Tyr-OSu 
• 76757-92-1 (R)-2-((tert-butoxycarbonyl)amino)-3-(4-ethoxyphenyl)propanoic acid 
• 20866-55-1 N-Boc-D-tyrosine p-nitrophenyl ester 
• 101998-39-4 2-tert-Butoxycarbonylamino-3-(4-ethoxy-phenyl)-propionic acid ethyl ester 
• 101998-39-4 (R)-2-tert-Butoxycarbonylamino-3-(4-ethoxy-phenyl)-propionic acid ethyl ester 
• 126028-18-0 Boc(D)TyrLeuNH₂ 
• 117527-25-0 N-(tert-butoxycarbonyl)-D-tyrosyl-L-valine benzyl ester 
• 117942-38-8 Boc-D-Tyr-Nle-Gly-Trp-OC₂H₅ 
• 59481-77-5 boc-Tyr-Gly-Gly-Phe-Met-OH 

Relevant articles and documents

Total Synthesis and Bioactivity Mapping of Geodiamolide H

The first total synthesis of the actin-stabilizing marine natural product geodiamolide H was achieved. Solid-phase based peptide assembly paired with scalable stereoselective syntheses of polyketide building blocks and an optimized esterification set the

Total Synthesis of Herquline B and C

The total syntheses of (-)-herquline B (2) and a heretofore-unrecognized congener, (+)-herquline C (3), are described. The syntheses require 14 and 13 steps, respectively, and feature a key oxazoline reduction that sets the stage for piperazine construction.

Asymmetric solution-phase mixture aldol reaction using oligomeric ethylene glycol tagged chiral oxazolidinones

Sorting tags are oligomeric structures that can be used as protecting groups or chiral auxiliaries enabling solution-phase mixture syntheses of multiple tagged compounds in one pot and allowing for facile and predictable chromatographic separation of products at the end of synthetic sequences. Perfluorinated hydrocarbon and oligomeric ethylene glycol (OEG) derivatives are known classes of sorting tags. Herein we describe the preparation of OEGylated chiral oxazolidinones and their use in asymmetric solution-phase mixture aldol reactions. Through the use of such oxazolidinones based on tyrosine four different individually tagged aldol adducts were obtained as a mixture, chromatographically demixed, detagged, and it was shown that these processes gave the desired aldol products in good yield and enantioselectivity.