1027-28-7

Basic information

• Product Name: N-Acetyl-3,5-diiodo-L-tyrosine
• Synonyms: N-ACETYL-3,5-DIIODO-L-TYROSINE;n-acetyl-3-5-diiodo-l-tyrosine1/2h2o*crystallin;3,5-DIIODO-N-ACETYL-L-TYROSINE;AC-3,5-DIIODO-TYR-OH;N-Acetyl-3,5-Diiodo-L-tyrosine dihydrate;N-ACETYL-3-5-DIIODO-L-TYROSINE 1/2 H2OCR YSTALLINE;3,5-Diiodo-N-acetyl-L-tyrodine;N-Acetyl-3,
• CAS NO: 1027-28-7
• Molecular Formula: C₁₁H₁₁I₂NO₄
• Molecular Weight: 475.02
• EINECS: 213-837-3
• Product Categories: A - H;Amino Acids;Modified Amino Acids
• Mol File: 1027-28-7.mol
• Article Data: 2

Chemical Properties

• Melting Point: 124.0 to 128.0 °C
• Boiling Point: 532.9 °C at 760 mmHg
• Flash Point: 276.1 °C
• Appearance: /
• Density: 2.206 g/cm³
• Vapor Pressure: 3.47E-12mmHg at 25°C
• Refractive Index: 1.692
• Storage Temp.: −20°C
• Solubility: almost transparency in Methanol
• PKA: 2.98±0.10(Predicted)
• CAS DataBase Reference: N-Acetyl-3,5-diiodo-L-tyrosine(CAS DataBase Reference)
• NIST Chemistry Reference: N-Acetyl-3,5-diiodo-L-tyrosine(1027-28-7)
• EPA Substance Registry System: N-Acetyl-3,5-diiodo-L-tyrosine(1027-28-7)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 3
• Hazardous Substances Data: 1027-28-7(Hazardous Substances Data)

Usage

Chemical Properties

White crystalline

Uses

N-Acetyl-3,5-diiodo-L-tyrosine has been used in the modeling system to study thyroid hormone biosynthesis. N-Acetyl-3,5-diiodo-L-tyrosine was also investigated for its ability to inhibit pepsin-cata lyzed hydrolysis to determine the substrate binding region of the active center of the enzyme.

InChI:InChI=1/C11H11I2NO4/c1-5(15)14-9(11(17)18)4-6-2-7(12)10(16)8(13)3-6/h2-3,9,16H,4H2,1H3,(H,14,15)(H,17,18)/t9-/m0/s1

Upstream product

• 537-55-3 N-acetyl-L-tyrosine 
• 60-18-4 L-tyrosine 
• 300-39-0 3,5-diiodo-l-tyrosine 
• 108-24-7 acetic anhydride 
• 96679-34-4 3.5-diiodo-N.O-diacetyl-L-tyrosine 

Downstream Products

• 3604-71-5 3.5-diiodo-O-benzyl-N-acetyl-L-tyrosine 
• 64700-62-5 3.5-diiodo-O-(4-nitro-benzyl)-N-acetyl-L-tyrosine 
• 26041-51-0 (S)-2-acetamido-3-(4-(4-hydroxy-3,5-diaiodophenoxy)-3,5-diaiodophenyl)propanoic acid 
• 55-03-8 L-thyroxine sodium 
• 1041-01-6 3,5-diiodo-L-thyronine 
• 83249-56-3 N-acetyl-O-(4-methoxyphenyl)-3,5-diiodo-L-tyrosine ethyl ester 
• 823176-18-7 3,5-diiodo-O-methyl-L-tyrosine 
• 88565-66-6 3.5-diiodo-O-methyl-N-acetyl-L-tyrosine 
• 51-48-9 L-thyroxine 
• 21959-36-4 N-acetyl-3,5-diiodo-L-tyrosine ethyl ester 

Relevant articles and documents

Preparation method of levothyroxine sodium

The invention belongs to the field of pharmaceutical synthesis, and discloses a preparation method of levothyroxine sodium. The preparation method comprises the following steps: (1) taking 3,5-diiodo-L-tyrosine as a raw material, and preparing N-acetyl-L-tyrosine by firstly introducing acetyl protection to an amino group; (2) then preparing N-acetyl-3,5-diiodo-L-tyrosine ethyl ester under the action of thionyl chloride; (3) preparing N-acetyl-O-(4-methyoxyphenyl)-3,3-diiodo-L-tyrosine ethyl ester by carrying out Chan-Lam reaction through copper catalysis; (4) removing a protective group undera strong acidity condition, thus obtaining O-(4-hydroxyphenyl)-3,5-diiodo-L-tyrosine; (5) then reacting with iodine, and preparing O-(4-hydroxy-3,5-diiodo phenyl)-3,5-diiodo-L-tyrosine disodium salt under the action of sodium hydroxide; (6) finally, regulating pH (Potential of Hydrogen) through glacial acetic acid, thus obtaining the levothyroxine sodium. According to the preparation method disclosed by the invention, the key Chan-Lam reaction and other reaction steps are optimized, so that the reaction time can be greatly shortened, and the reaction yield can be increased; the preparation method is simple in technology, convenient to operate and suitable for industrial production.