Hydroxyproline palmitamide

Base Information

• Chemical Name: Hydroxyproline palmitamide
• CAS No.: 41736-92-9
• Molecular Formula: C₂₁H₃₉NO₄
• Molecular Weight: 369.545
• Hs Code.: 2933990090
• UNII: 1FB378T0CE
• DSSTox Substance ID: DTXSID40194573
• Wikidata: Q27252355
• Mol file: 41736-92-9.mol

Synonyms:Hydroxyproline palmitamide;41736-92-9;N-Palmitoylhydroxyproline;1FB378T0CE;(2S,4R)-1-hexadecanoyl-4-hydroxypyrrolidine-2-carboxylic acid;L-Proline, 4-hydroxy-1-(1-oxohexadecyl)-, (4R)-;L-Proline, 4-hydroxy-1-(1-oxohexadecyl)-, trans-;(2S,4R)-4-hydroxy-1-palmitoylpyrrolidine-2-carboxylic acid;UNII-1FB378T0CE;SCHEMBL6516417;N-Hexadecanoyl-4-Hydroxyproline;C21H39NO4;DTXSID40194573;AKOS025311510;HYDROXYPROLINE PALMITAMIDE [INCI];Q27252355

Chemical Property of Hydroxyproline palmitamide

Chemical Property:

• Refractive Index: 1.502
• Boiling Point: 548.1 °C at 760 mmHg
• Flash Point: 285.3 °C
• PSA: 66.84000
• Density: 1.051 g/cm³
• LogP: 5.32900
• XLogP3: 6.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 15
• Exact Mass: 369.28790873
• Heavy Atom Count: 26
• Complexity: 400

Purity/Quality:

99% ^*data from raw suppliers

N-HexadecanoylHydroxyproline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCCCCC(=O)N1CC(CC1C(=O)O)O
• Isomeric SMILES: CCCCCCCCCCCCCCCC(=O)N1C[C@@H](C[C@H]1C(=O)O)O

Technology Process of Hydroxyproline palmitamide

There total 3 articles about Hydroxyproline palmitamide 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: 90.0%

4-nitrophenyl palmitate (1492-30-4) + 4-hydroxyproline (51-35-4,913000-57-4,30724-02-8) → N-palmitoyl-L-hydroxyproline (41736-92-9)

Guidance literature:

With triethylamine; In 1,4-dioxane; water; at 60 ℃; for 4.5h;

DOI:10.1007/BF00958844

Reference yield:

1-hexadecylcarboxylic acid (57-10-3) → N-palmitoyl-L-hydroxyproline (41736-92-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 81 percent / p-TsOH, MgSO₄ / xylene / 5 h / Heating

2: 90 percent / Et₃N / H₂O; dioxane / 4.5 h / 60 °C

With magnesium sulfate; toluene-4-sulfonic acid; triethylamine; In 1,4-dioxane; water; xylene;

DOI:10.1007/BF00958844

Reference yield:

→ N-palmitoyl-L-hydroxyproline (41736-92-9)

Guidance literature:

upstream raw materials:

4-nitrophenyl palmitate

4-hydroxyproline

1-hexadecylcarboxylic acid

Refernces

• 1、 Kochetkov, K. A.,Urmambetova, Zh. S.,Belikov, V. M.,Bakasova, Z. B.. "HIGHER N-ACYL-L-AMINO ACID DERIVATIVES". . p. 2311 - 2316. Retrieved 2007/10/02.