Myristoyl proline

Base Information

• Chemical Name: Myristoyl proline
• CAS No.: 86282-96-4
• Molecular Formula: C₁₉H₃₅NO₃
• Molecular Weight: 325.492
• UNII: SD09JD3K30
• Nikkaji Number: J3.465.699A
• Wikidata: Q27289142
• Mol file: 86282-96-4.mol

Synonyms:Myristoyl proline;86282-96-4;N-Myristoyl-l-proline;L-Proline, 1-(1-oxotetradecyl)-;UNII-SD09JD3K30;SD09JD3K30;N-TETRADECANOYL-PROLINE;L-Proline,1-(1-oxotetradecyl)-;(S)-1-Tetradecanoylpyrrolidine-2-carboxylic acid;(2S)-1-tetradecanoylpyrrolidine-2-carboxylic acid;SCHEMBL2635949;Q27289142

Chemical Property of Myristoyl proline

Chemical Property:

• Refractive Index: 1.49
• Boiling Point: 488.6 °C at 760 mmHg
• Flash Point: 249.3 °C
• PSA: 57.61000
• Density: 1.012 g/cm³
• LogP: 4.70100
• XLogP3: 6.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 13
• Exact Mass: 325.26169398
• Heavy Atom Count: 23
• Complexity: 344

Purity/Quality:

98%Min ^*data from raw suppliers

N-TETRADECANOYL-PROLINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCCC(=O)N1CCCC1C(=O)O
• Isomeric SMILES: CCCCCCCCCCCCCC(=O)N1CCC[C@H]1C(=O)O

Technology Process of Myristoyl proline

There total 3 articles about Myristoyl proline 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: 97.0%

tetradecanoyl chloride (112-64-1) + L-proline (147-85-3,25191-13-3,37159-97-0,4305-67-3,4607-28-7) → N-tetradecanoyl-L-proline (86282-96-4)

Guidance literature:

With sodium hydroxide; In dichloromethane; water; at 0 - 20 ℃; for 5h;

Reference yield: 78.0%

L-proline (147-85-3,25191-13-3,37159-97-0,4305-67-3,4607-28-7) + n-hexadecanoyl chloride (112-67-4) → N-tetradecanoyl-L-proline (86282-96-4)

Guidance literature:

With sodium hydroxide; In dichloromethane; water; at 0 - 20 ℃; for 5h;

Reference yield: 78.0%

→ N-tetradecanoyl-L-proline (86282-96-4)

Guidance literature:

With 1-hydroxy-pyrrolidine-2,5-dione; dicyclohexyl-carbodiimide; In tetrahydrofuran; at 0 - 20 ℃; for 60h;

With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; water; at 20 ℃; for 24h;

upstream raw materials:

tetradecanoyl chloride

L-proline

n-hexadecanoyl chloride

Refernces

• 1、 -. "PH 7 INJECTABLE SOLUTION COMPRISING AT LEAST ONE BASAL INSULIN OF WHICH THE PI IS FROM 5.8 TO 8.5 AND A CO-POLYAMINO ACID BEARING CARBOXYLATE CHARGES AND HYDROPHOBIC RADICALS AND A LIMITED AMOUNT OF M-CRESOL". Paragraph 000699. . Retrieved 2020/07/04.
• 2、 -. "COMPOSITIONS IN THE FORM OF AN INJECTABLE AQUEOUS SOLUTION COMPRISING AMYLIN, AN AMYLIN RECEPTOR AGONIST OR AN AMYLIN ANALOG, AND A CO-POLYAMINO ACID". Paragraph 0908-0911; 0940-0943. . Retrieved 2018/07/31.