N-Acetyl-L-tyrosinamide

Base Information

• Chemical Name: N-Acetyl-L-tyrosinamide
• CAS No.: 1948-71-6
• Molecular Formula: C11H14N2O3
• Molecular Weight: 222.244
• Hs Code.: 2924299090
• European Community (EC) Number: 217-756-4
• UNII: X315200H5U
• Nikkaji Number: J199.769F
• Wikidata: Q27293492
• Mol file: 1948-71-6.mol

Synonyms:N-acetyltyrosinamide;N-acetyltyrosylamide

Chemical Property of N-Acetyl-L-tyrosinamide

Chemical Property:

• Appearance/Colour: white crystalline powder
• Vapor Pressure: 3.49E-14mmHg at 25°C
• Melting Point: 223-225 °C(lit.)
• Refractive Index: 1.576
• Boiling Point: 459.53 °C at 760 mmHg
• Flash Point: 231.716 °C
• PSA: 92.42000
• Density: 1.253 g/cm³
• LogP: 1.01590
• Storage Temp.: 0-6°C
• Solubility.: DMSO (Sparingly), Methanol (Sparingly), Water (Sparingly)
• XLogP3: -0.9
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 222.10044231
• Heavy Atom Count: 16
• Complexity: 260

Purity/Quality:

99% up ^*data from raw suppliers

Acetyl-L-tyrosine amide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NC(CC1=CC=C(C=C1)O)C(=O)N
• Isomeric SMILES: CC(=O)N[C@@H](CC1=CC=C(C=C1)O)C(=O)N
• Uses: N-Acetyl-L-tyrosine Amide is an analogue of L-tyrosine which stimulate the transport of L-Tyr, mainly by the ASC system.

Technology Process of N-Acetyl-L-tyrosinamide

There total 6 articles about N-Acetyl-L-tyrosinamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

N-acetyl-L-tyrosine (537-55-3) → N-acetyl-L-tryrosinamide (1948-71-6)

Guidance literature:

With dmap; ammonium chloride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 0 - 20 ℃;

DOI:10.1016/j.tet.2017.11.021

Reference yield:

N-acetyl-L-tyrosine methyl ester (2440-79-1) → N-acetyl-L-tryrosinamide (1948-71-6)

Guidance literature:

With ammonia; at -40 ℃;

Reference yield:

L-Tyr-OMe (1080-06-4) → N-acetyl-L-tryrosinamide (1948-71-6)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic acid

2: methanol. NH₃

With ammonia; acetic acid;

DOI:10.1021/ja01124a020

upstream raw materials:

N-acetyl-L-tyrosine ethyl ester

N-acetyl-L-tyrosine methyl ester

DL-tryptophanamide radical

L-Tyr-OMe

Downstream raw materials:

3-{(E)-3-[4-((S)-2-Acetylamino-2-carbamoyl-ethyl)-phenoxy]-3-ethylamino-acryloyl}-benzenesulfonic acid

N-acetyl-L-tyrosine

N-α-acetyl-O-(tert-butyl(dimethyl)silyl)-L-tyrosinamide

N-α-(acetyl-tert-butoxycarbonyl)-N,N-di(tert-butoxycarbonyl)-L-tyrosinamide