N-Octadeca-9,12,15-trienoyltyrosine

Base Information

• Chemical Name: N-Octadeca-9,12,15-trienoyltyrosine
• CAS No.: 259143-19-6
• Molecular Formula: C₂₇H₃₉NO₄
• Molecular Weight: 441.611
• DSSTox Substance ID: DTXSID50693966
• Mol file: 259143-19-6.mol

Synonyms:N-(.alpha.-Linolenoyl) Tyrosine;DTXSID50693966;N-Octadeca-9,12,15-trienoyltyrosine

Chemical Property of N-Octadeca-9,12,15-trienoyltyrosine

Chemical Property:

• PSA: 86.63000
• LogP: 6.48450
• XLogP3: 6.9
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 17
• Exact Mass: 441.28790873
• Heavy Atom Count: 32
• Complexity: 589

Purity/Quality:

N-(α-Linolenoyl) Tyrosine ≥98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC=CCC=CCC=CCCCCCCCC(=O)NC(CC1=CC=C(C=C1)O)C(=O)O

Technology Process of N-Octadeca-9,12,15-trienoyltyrosine

There total 2 articles about N-Octadeca-9,12,15-trienoyltyrosine 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: 29.7%

(9Z,12Z,15Z)-octadeca-9-12,15-trienoic acid (463-40-1,1955-33-5,21661-10-9,21661-09-6,21661-13-2,21661-11-0) + L-tyrosine (60-18-4,18875-48-4,25619-78-7,30704-25-7) → N-(α-linolenoyl)tyrosine (259143-19-6)

Guidance literature:

(9Z,12Z,15Z)-octadeca-9-12,15-trienoic acid; With chloroformic acid ethyl ester; triethylamine; In tetrahydrofuran; at -10 ℃; for 0.333333h;

L-tyrosine; With sodium hydroxide; In tetrahydrofuran; at -10 - 25 ℃; for 0.416667h;

DOI:10.1016/j.bmcl.2021.128284

Reference yield:

→ N-(α-linolenoyl)tyrosine (259143-19-6)

Guidance literature:

Reference yield: 4.0%

N-(α-linolenoyl)tyrosine (259143-19-6) → C27H37NO5

Guidance literature:

N-(α-linolenoyl)tyrosine; With sodium chloride; In ethanol; at 23 ℃; for 3h; pH=8;

With Physcomitrella patens allene oxide cyclase; In ethanol; at 23 ℃; for 3h; pH=8; Enzymatic reaction;

DOI:10.1016/j.bmcl.2021.128284

upstream raw materials:

(9Z,12Z,15Z)-octadeca-9-12,15-trienoic acid

L-tyrosine

Refernces

• 1、 -. "Improvements in or Relating to Organic Compounds". . . Retrieved 2016/08/17.