N-(1-Oxohexadecyl)-L-glutaMic Acid tert-Butyl Ester

Base Information

• Chemical Name: N-(1-Oxohexadecyl)-L-glutaMic Acid tert-Butyl Ester
• CAS No.: 536721-25-2
• Molecular Formula: C25H47NO5
• Molecular Weight: 441.652
• Mol file: 536721-25-2.mol

Synonyms:

Chemical Property of N-(1-Oxohexadecyl)-L-glutaMic Acid tert-Butyl Ester

Chemical Property:

• Melting Point: 62-65°C
• Boiling Point: 591.0±40.0 °C(Predicted)
• PKA: 4.44±0.10(Predicted)
• PSA: 99.02000
• Density: 0.990±0.06 g/cm3(Predicted)
• LogP: 6.87180
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility.: Chloroform (Slightly), Methanol (Slightly)

Purity/Quality:

99%, ^*data from raw suppliers

N-(1-Oxohexadecyl)-L-glutamicAcidtert-ButylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: N-(1-Oxohexadecyl)-L-glutaMic Acid tert-Butyl Ester is a reactant used in the preparation of Liraglutide, a GLP-1R agonist. A reactant used in the preparation of Liraglutide, a GLP-1R agonist.

Technology Process of N-(1-Oxohexadecyl)-L-glutaMic Acid tert-Butyl Ester

There total 12 articles about N-(1-Oxohexadecyl)-L-glutaMic Acid tert-Butyl Ester 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: 93.0%

palmitic acid N-succinimide ester (14464-31-4) + L-glutamic acid α-tert-butyl ester (45120-30-7) → L-glutamic acid, N-(1-oxohexadecyl)-, 1-(1,1-dimethylethyl) ester (536721-25-2)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 - 30 ℃; for 3.5h;

Reference yield: 76.0%

(S)-5-benzyl 1-tert-butyl 2-palmitamidopentanedioate → L-glutamic acid, N-(1-oxohexadecyl)-, 1-(1,1-dimethylethyl) ester (536721-25-2) + (S)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-6-((S)-5-tert-butoxy-5-oxo-4-palmitamidopentanamido)hexanoic acid

Guidance literature:

In tetrahydrofuran; n-heptane;

Reference yield:

L-glutamic acid α-tert-butyl ester (45120-30-7) + n-hexadecanoyl chloride (112-67-4) → L-glutamic acid, N-(1-oxohexadecyl)-, 1-(1,1-dimethylethyl) ester (536721-25-2)

Guidance literature:

at 20 ℃; for 3.5h; Phosphate buffer;

upstream raw materials:

palmitic acid N-succinimide ester

L-glutamic acid α-tert-butyl ester

n-hexadecanoyl chloride

L-glutamic acid γ-benzyl α-tert-butyl ester hydrochloride

Downstream raw materials:

N^α-hexadecanoyl-L-glutamic acid α-tert-butyl ester γ-succinimidyl ester

Refernces

• 1、 Pedersen, Simon S.,Donslund, Aske S.,Mikkelsen, Jesper H.,Bakholm, Oskar S.,Papp, Florian,Jensen, Kim B.,Gustafsson, Magnus B. F.,Skrydstrup, Troels. "A Nickel(II)-Mediated Thiocarbonylation Strategy for Carbon Isotope Labeling of Aliphatic Carboxamides". . p. 7114 - 7123. Retrieved 2021/03/03.
• 2、 -. "Preparation method of high-purity liraglutide side chain". Paragraph 0048-0049. . Retrieved 2019/07/04.