N-Dodecanoyl-L-Tyrosine

Base Information

• Chemical Name: N-Dodecanoyl-L-Tyrosine
• CAS No.: 34158-61-7
• Molecular Formula: C21H33NO4
• Molecular Weight: 363.497
• UNII: VQH3Z7D3LC
• DSSTox Substance ID: DTXSID40425112
• Nikkaji Number: J1.472.613F
• Wikidata: Q27097498
• Metabolomics Workbench ID: 151418
• Mol file: 34158-61-7.mol

Synonyms:N-Dodecanoyl-L-Tyrosine;N-Lauroyltyrosine;L-Tyrosine, N-(1-oxododecyl)-;VQH3Z7D3LC;34158-61-7;UNII-VQH3Z7D3LC;(2S)-2-(dodecanoylamino)-3-(4-hydroxyphenyl)propanoic acid;GR 72-7732;N-lauroyl tyrosine;N-Dodecanoyltyrosine;SCHEMBL13279358;DTXSID40425112;ICCB5_000296;DB08275;NLT;Q27097498

Chemical Property of N-Dodecanoyl-L-Tyrosine

Chemical Property:

• XLogP3: 4.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 14
• Exact Mass: 363.24095853
• Heavy Atom Count: 26
• Complexity: 392

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCC(=O)NC(CC1=CC=C(C=C1)O)C(=O)O
• Isomeric SMILES: CCCCCCCCCCCC(=O)N[C@@H](CC1=CC=C(C=C1)O)C(=O)O

Technology Process of N-Dodecanoyl-L-Tyrosine

There total 4 articles about N-Dodecanoyl-L-Tyrosine 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: 88.0%

(S)-methyl 2-(dodecanamido)-3-(4-hydroxyphenyl)propanoate (83048-76-4) → N-lauroyltyrosine (34158-61-7)

Guidance literature:

With sodium hydroxide; In methanol; water; at 0 ℃;

DOI:10.1139/v82-248

Reference yield:

n-dodecanoyl chloride (112-16-3) + ?Tyr (556-02-5,556-03-6,34537-57-0,55520-40-6,96946-98-4,60-18-4,18875-48-4,25619-78-7,30704-25-7) → N-lauroyltyrosine (34158-61-7)

Guidance literature:

With sodium hydroxide; at 20 ℃; for 14h; pH=> 11; Cooling with ice;

DOI:10.1002/jsde.12180

Reference yield:

N-succinimidyl laurate (14565-47-0) → N-lauroyltyrosine (34158-61-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / CHCl₃ / 72 h / Ambient temperature

2: 88 percent / 3percent sodium hydroxide / H₂O; methanol / 0 °C

With sodium hydroxide; In methanol; chloroform; water;

DOI:10.1139/v82-248

upstream raw materials:

(S)-methyl 2-(dodecanamido)-3-(4-hydroxyphenyl)propanoate

N-succinimidyl laurate

L-Tyr-OMe

n-dodecanoyl chloride