AC-LYS(Z)-OH

Base Information

• Chemical Name: AC-LYS(Z)-OH
• CAS No.: 6367-08-4
• Molecular Formula: C16H22N2O5
• Molecular Weight: 322.361
• Mol file: 6367-08-4.mol

Synonyms:Lysine,N²-acetyl-N⁶-carboxy-, N-benzyl ester (7CI);Lysine, N²-acetyl-N⁶-carboxy-,N6-benzyl ester, L- (8CI);BTB 13566;NSC 333572;

Chemical Property of AC-LYS(Z)-OH

Chemical Property:

• Vapor Pressure: 7.51E-16mmHg at 25°C
• Melting Point: 107-110 °C(Solv: chloroform (67-66-3); ligroine (8032-32-4))
• Refractive Index: 1.535
• Boiling Point: 612.4 °C at 760 mmHg
• PKA: 3.65±0.10(Predicted)
• Flash Point: 324.1 °C
• PSA: 104.73000
• Density: 1.204 g/cm³
• LogP: 2.45420
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

99% ^*data from raw suppliers

Ac-Lys(Z)-OH ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Ac-Lys(Z)-O is a useful intermediate for the synthesis of new urea and nitrosourea derivatives of lysine and ornithine with anti-HIV activity.

Technology Process of AC-LYS(Z)-OH

There total 5 articles about AC-LYS(Z)-OH 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: 87.0%

N6-[(benzyloxy)carbonyl]-L-lysine (1155-64-2,57705-97-2,67178-46-5,25931-47-9) + acetic anhydride (108-24-7) → N2-acetyl-N6-[(benzyloxy)carbonyl]-L-lysine (6367-08-4)

Guidance literature:

With sodium hydroxide; TEA; a) 0 deg C, 1.5 h, b) RT, 1 h;

DOI:10.1248/cpb.42.2618

Reference yield:

N-Ac-L-Lys-OH (1946-82-3,152473-69-3) + benzyl chloroformate (501-53-1,94274-21-2) → N2-acetyl-N6-[(benzyloxy)carbonyl]-L-lysine (6367-08-4)

Guidance literature:

With sodium hydrogencarbonate; In tetrahydrofuran; water; at 20 ℃; for 2h;

Reference yield:

acetic anhydride (108-24-7) → N2-acetyl-N6-[(benzyloxy)carbonyl]-L-lysine (6367-08-4)

Guidance literature:

With sodium hydroxide; unter Kuehlung;

upstream raw materials:

N₆-[(benzyloxy)carbonyl]-L-lysine

acetic anhydride

L-lysine

benzyl chloroformate

Downstream raw materials:

N^α-acetyl-N^ε-benzyloxycarbonyl-L-lysine methyl ester

N^ε-(2-Acetamido-2-ethoxycarbonyl-ethyl)-N^ε-(2,4-dinitro-phenyl)-N^α-acetyl-L-lysin

N^ε-(2-Amino-2-carboxy-ethyl)-N^ε-(2,4-dinitro-phenyl)-L-lysin

(S)-lysinoalanine

Refernces

• 1、 Sp?th, Andreas,K?nig, Burkhard. "Ditopic crown ether-guanidinium ion receptors for the molecular recognition of amino acids and small peptides". body text. p. 1859 - 1873. Retrieved 2010/04/06.
• 2、 Moll,Stauff. "Interactions of acetylsalicyclic acid and lysine in solution". . p. 120 - 127. Retrieved 2007/10/02.