17355-23-6

Basic information

• Product Name: AC-TYR(AC)-OH
• Synonyms: N,O-BIS ACETYL-L-TYROSINE;N,O-DIACETYL-L-TYROSINE;AC-TYR(AC)-OH;N-acetyl-L-tyrosyl acetate;(S)-α-(Acetylamino)-p-acetoxybenzenepropanoic acid;N-Acetyl-L-tyrosine acetate;Einecs 241-383-6;(S)-2-AcetaMido-3-(4-acetoxyphenyl)propanoic acid
• CAS NO: 17355-23-6
• Molecular Formula: C₁₃H₁₅NO₅
• Molecular Weight: 265.26
• EINECS: 241-383-6
• Mol File: 17355-23-6.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 512.6 °C at 760 mmHg
• Flash Point: 263.8 °C
• Appearance: /
• Density: 1.261g/cm³
• Vapor Pressure: 1.72E-11mmHg at 25°C
• Refractive Index: 1.541
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: AC-TYR(AC)-OH(CAS DataBase Reference)
• NIST Chemistry Reference: AC-TYR(AC)-OH(17355-23-6)
• EPA Substance Registry System: AC-TYR(AC)-OH(17355-23-6)

Safety Data

• Hazardous Substances Data: 17355-23-6(Hazardous Substances Data)

Usage

Chemical Properties

White crystalline powder

Uses

N,O-Diacetyl-L-tyrosine is used in biological studies asa model for acyltyrosine residue in creatine kinase modified by nucleotide imidazolides.

InChI:InChI=1/C13H15NO5/c1-8(15)14-12(13(17)18)7-10-3-5-11(6-4-10)19-9(2)16/h3-6,12H,7H2,1-2H3,(H,14,15)(H,17,18)/t12-/m0/s1

Upstream product

• 108-24-7 acetic anhydride 
• 60-18-4 L-tyrosine 
• 64896-34-0 (Z)-α-Acetamido-p-acetyloxycinnamic Acid 
• 52507-18-3 4-acetoxy-α-acetylamino-cinnamic acid 
• 463-51-4 Ketene 

Downstream Products

• 556-02-5 ?Tyr 
• 80630-69-9 N,O-diacetyltyrosyl-alanine methyl ester 
• 60-18-4 L-tyrosine 
• 412335-18-3 4-(2-acetamido-3-oxobutyl)phenyl acetate 
• 115572-11-7 (S)-2-({1-[(S)-2-Acetylamino-3-(4-hydroxy-phenyl)-propionylamino]-cyclopentanecarbonyl}-amino)-3-hydroxy-propionic acid methyl ester 
• 115572-60-6 1-{(S)-2-[(S)-2-Acetylamino-3-(4-hydroxy-phenyl)-propionylamino]-propionylamino}-cyclopentanecarboxylic acid ethyl ester 
• 115572-29-7 N-acetyltyrosyl-1-amino-1-cyclopentanecarboxylic acid 
• 56272-47-0 N-acetyltyrosyl-alanine 
• 115572-28-6 methyl N,O-diacetyltyrosyl-1-amino-1-cyclopentanecarboxylate 
• 74293-33-7 1,3,4,6-tetra-O-acetyl-2-O-(N-acetyl-L-tyrosyl)-α-D-glucopyranose 
• 74293-30-4 2,3,4,6-tetra-O-acetyl-1-O-(N-acetyl-O-acetyl-L-tyrosyl)-β-D-glucopyranose 
• 74293-31-5 2,3,4,6-tetra-O-acetyl-1-O-(N-acetyl-O-acetyl-L-tyrosyl)-α-D-glucopyranose 
• 126116-24-3 4-(N,O-diacetyl-L-tyrosyl)amino-2-iodobenzoic acid 

Relevant articles and documents

The Enantioselective Dakin-West Reaction

Here we report the development of the first enantioselective Dakin-West reaction, yielding α-acetamido methylketones with up to 58 % ee with good yields. Two of the obtained products were recrystallized once to achieve up to 84 % ee. The employed methylimidazole-containing oligopeptides catalyze both the acetylation of the azlactone intermediate and the terminal enantioselective decarboxylative protonation. We propose a dispersion-controlled reaction path that determines the asymmetric reprotonation of the intermediate enolate after the decarboxylation.

Efficient Asymmetric Hydrogenations of (Z)-2-Acetamidoacrylic Acid Derivatives with the Cationic Rhodium Complex of (2S,4S)-MOD-BPPM

The preparation of (2S,4S)-MOD-BPPM ((2S,4S)-N-(t-butoxycarbonyl)-4-phosphino>-2-phosphino>methyl>pyrrolidine) and its application to highly effective asymmetric hydrogenations of (Z)-2-acetamidoacrylic acid derivatives are described.

Transition-Metal-Catalyzed Asymmetric Organic Synthesis via Polymer-Attached Optically Active Phosphine Ligands. 5. Preparation of Amino Acids in High Optical Yield via Catalytic Hydrogenation

Two new optically active phosphinopyrrolidine monomers were prepared by the reaction of (2S,4S)-4-(diphenylphosphino)-2-pyrrolidine and (2R,4R)-4-(diphenylphosphino)-2-pyrrolidine with acryloyl chloride to give N-acryloyl-(2S,4S)-4-(diphenylphosphino)-2-pyrrolidine (1) and N-acryloyl-(2R,4R)-4-(diphenylphosphino)-2-pyrrolidine (2).Copolymerization of 1 and 2 with hydrophilic comonomers and a divinyl monomer provided cross-linked insoluble polymers containing 3-5percentof 1 or 2 that would swell in polar solvents.Exchange of rhodium (I) onto the polymer gave catalysts which were active for the asymmetric hydrogenation of N-acyl α-amino acids in high optical yields, the phosphine derived from the enantiomer of the naturally occurring 4-hydroxyproline giving (S)-amino acids.The catalysts could be reused with no loss in selectivity by simple filtration.