N-Acetyl-L-tyrosyl-L-alaninamide

Base Information

• Chemical Name: N-Acetyl-L-tyrosyl-L-alaninamide
• CAS No.: 29701-42-6
• Molecular Formula: C₁₄H₁₉N₃O₄
• Molecular Weight: 293.323
• DSSTox Substance ID: DTXSID20561683
• Wikidata: Q82445534
• Mol file: 29701-42-6.mol

Synonyms:N-Acetyl-L-tyrosyl-L-alaninamide;29701-42-6;DTXSID20561683

Chemical Property of N-Acetyl-L-tyrosyl-L-alaninamide

Chemical Property:

• Boiling Point: 723.7±60.0 °C(Predicted)
• PSA: 129.49000
• Density: 1.258±0.06 g/cm3(Predicted)
• LogP: 2.25970
• XLogP3: -1.2
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 293.13755610
• Heavy Atom Count: 21
• Complexity: 392

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C(=O)N)NC(=O)C(CC1=CC=C(C=C1)O)NC(=O)C
• Isomeric SMILES: C[C@@H](C(=O)N)NC(=O)[C@H](CC1=CC=C(C=C1)O)NC(=O)C

Technology Process of N-Acetyl-L-tyrosyl-L-alaninamide

There total 2 articles about N-Acetyl-L-tyrosyl-L-alaninamide 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:

L-alanine amide (7324-05-2) + N-acetyl-L-tyrosine ethyl ester (840-97-1) → Nα-acetyl-S-Tyr-S-AlaNH2 (29701-42-6)

Guidance literature:

proteinase K; In water; acetonitrile; at 30 ℃; for 96h; Product distribution; triethylamine, other time;

Reference yield:

N-acetyl-L-tyrosine ethyl ester (840-97-1) + alanine amide (4726-84-5) → Nα-acetyl-S-Tyr-S-AlaNH2 (29701-42-6)

Guidance literature:

With bicarbonate buffer; bovine α-chymotrypsin (EC 3.4.21.1); at 25 ℃; pH=9.0; Kinetics; Enzymatic reaction;

DOI:10.1002/1615-4169(200212)344:10<1115::AID-ADSC1115>3.0.CO;2-D

Reference yield: 39.0%

C18H18BrN3O3 + Nα-acetyl-S-Tyr-S-AlaNH2 (29701-42-6) → C32H36N6O7

Guidance literature:

With Quinuclidine; nickel(II) bromide dimethoxyethane; 1,3-dicyano-2,4,5,6-tetrakis(N,N-diphenylamino)-benzene; potassium carbonate; 4,4'-di-tert-butyl-2,2'-bipyridine; In dimethyl sulfoxide; acetonitrile; at 20 ℃; for 24h; Irradiation;

DOI:10.1039/c9sc00694j

upstream raw materials:

L-alanine amide

N-acetyl-L-tyrosine ethyl ester

alanine amide

Downstream raw materials:

N-acetyltyrosyl-alanine

Refernces

• 1、 Cerovsky, Vaclav,Martinek, Karel. "PEPTIDE SYNTHESIS CATALYZED BY NATIVE PROTEINASE K IN WATER-MISCIBLE ORGANIC SOLVENTS WITH LOW WATER CONTENT". . p. 2027 - 2041. Retrieved 2007/10/02.