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

Chemical Properties

White powder

Uses

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 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/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

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

Downstream Products

• 929872-80-0 tert-butyl (R)-3-(4-hydroxyphenyl)-1-[methoxy(methyl)amino]-1-oxopropan-2-ylcarbamate 
• 108675-64-5 (+)-geodiamolide B 
• 119706-70-6 (S)-2-{(R)-2-[((S)-2-Amino-propionyl)-methyl-amino]-3-[3-bromo-4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-propionylamino}-propionic acid tert-butyl ester 
• 119706-74-0 (S)-2-{(R)-3-[3-Bromo-4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-2-[((S)-2-tert-butoxycarbonylamino-propionyl)-methyl-amino]-propionylamino}-propionic acid tert-butyl ester 
• 119706-76-2 (S)-2-((R)-3-[3-Bromo-4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-2-{[(S)-2-((E)-(2S,6R,8S)-8-hydroxy-2,4,6-trimethyl-non-4-enoylamino)-propionyl]-methyl-amino}-propionylamino)-propionic acid 
• 119724-74-2 (E)-(3S,6R,9S,12S,16R,18S)-6-[3-Bromo-4-(tert-butyl-dimethyl-silanyloxy)-benzyl]-3,7,9,12,14,16,18-heptamethyl-1-oxa-4,7,10-triaza-cyclooctadec-14-ene-2,5,8,11-tetraone 
• 119706-75-1 (R)-2-(tert-butoxycarbonylamino)-3-(4-((tert-butyldimethylsilyl)oxy)phenyl)propanoic acid 
• 119706-72-8 3-bromo-O-tert-butyldimethylsilyl-N-methyl-N-t-BOC-D-tyrosine 
• 119706-73-9 (S)-2-{(R)-3-[3-Bromo-4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-2-methylamino-propionylamino}-propionic acid tert-butyl ester 
• 119724-73-1 (S)-2-[(R)-3-[3-Bromo-4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-2-(tert-butoxycarbonyl-methyl-amino)-propionylamino]-propionic acid tert-butyl ester 
• 119724-72-0 (S)-2-((R)-3-[3-Bromo-4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-2-{[(S)-2-((E)-(2S,6R,8S)-8-methoxymethoxy-2,4,6-trimethyl-non-4-enoylamino)-propionyl]-methyl-amino}-propionylamino)-propionic acid tert-butyl ester 
• 300408-88-2 (R)-3-(4-benzyloxyphenyl)-2-tert-butoxycarbonylamino-propionic acid benzyl ester 
• 1326774-18-8 Boc-4-O-(2-methylbut-3-en-2-yl)-D-tyrosine 
• 1326774-17-7 Boc-3-(3-methylbut-2-en-1-yl)-D-tyrosine 

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.