2,5-Dioxopyrrolidin-1-YL tetradecanoate

Base Information

• Chemical Name: 2,5-Dioxopyrrolidin-1-YL tetradecanoate
• CAS No.: 69888-86-4
• Molecular Formula: C18H31NO4
• Molecular Weight: 325.448
• DSSTox Substance ID: DTXSID00401053
• Nikkaji Number: J766.529F
• Wikidata: Q82204113
• Mol file: 69888-86-4.mol

Synonyms:69888-86-4;2,5-DIOXOPYRROLIDIN-1-YL TETRADECANOATE;N-Succinimidyl Myristate;Succinimidyl Myristate;(2,5-dioxopyrrolidin-1-yl) Tetradecanoate;N-Succinimidyl Tetradecanoate;MFCD00522592;Myristic acid N-hydroxysuccinimide ester;NHS-Myristate;1-(Tetradecanoyloxy)pyrrolidine-2,5-dione;1-[(1-oxotetradecyl)oxy]-2,5-Pyrrolidinedione;2,5-Pyrrolidinedione, 1-[(1-oxotetradecyl)oxy]-;SCHEMBL1715601;DTXSID00401053;Myristic Acid N-Succinimidyl Ester;BCP09520;AKOS027324578;Tetradecanoic Acid N-Succinimidyl Ester;DS-11525;SY103479;CS-0035561;FT-0674714;S0997;2,5-DIOXOPYRROLIDIN-1-YLTETRADECANOATE;W16765

Chemical Property of 2,5-Dioxopyrrolidin-1-YL tetradecanoate

Chemical Property:

• Vapor Pressure: 2.86E-07mmHg at 25°C
• Melting Point: 80-81°C
• Refractive Index: 1.488
• Boiling Point: 420.2°C at 760 mmHg
• Flash Point: 207.9°C
• PSA: 63.68000
• Density: 1.05g/cm³
• LogP: 4.23260
• Storage Temp.: Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 5.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 14
• Exact Mass: 325.22530847
• Heavy Atom Count: 23
• Complexity: 365

Purity/Quality:

99% ^*data from raw suppliers

N-SuccinimidylMyristate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCCC(=O)ON1C(=O)CCC1=O
• Uses: Succinimidyl Myristate is used to make cationic polysaccharide compositions for transfection. N-Succinimidyl Myristate is used to make cationic polysaccharide compositions for transfection

Technology Process of 2,5-Dioxopyrrolidin-1-YL tetradecanoate

There total 6 articles about 2,5-Dioxopyrrolidin-1-YL tetradecanoate 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: 100.0%

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + n-tetradecanoic acid (544-63-8) → N-succinimidyl myristate (69888-86-4)

Guidance literature:

With dicyclohexyl-carbodiimide; In acetonitrile; for 1.5h;

Reference yield:

Succinimide (123-56-8,89963-74-6) + n-tetradecanoic acid (544-63-8) → N-succinimidyl myristate (69888-86-4)

Guidance literature:

Succinimide; n-tetradecanoic acid; In tetrahydrofuran; at 0 ℃; Inert atmosphere;

With dicyclohexyl-carbodiimide; In tetrahydrofuran; at 20 ℃; Inert atmosphere;

DOI:10.1016/j.jconrel.2010.01.034

Reference yield:

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + tetradecanoyl chloride (112-64-1) → N-succinimidyl myristate (69888-86-4)

Guidance literature:

With triethylamine; In chloroform; at 0 ℃; for 1h;

upstream raw materials:

1-hydroxy-pyrrolidine-2,5-dione

n-tetradecanoic acid

tetradecanoyl chloride

Succinimide

Downstream raw materials:

Methyl 3,5-dideoxy-5-myristoyl-α-D-glycero-D-galacto-2-nonulopyranosidonic acid methyl ester

benzyl 2-deoxy-4,6-O-isopropylidene-2-(tetradecanoylamino)-α-D-glucopyranoside

N-myristoylglycine

(2S,3R)-2-tetradecanoylaminooctadecane-1,3-diol

Refernces

• 1、 -. "A METHOD FOR MODIFICATION OF PEPTIDES IMMOBILIZED ON A SOLID SUPPORT BY TRACELESS REDUCTIVELY CLEAVABLE LINKER MOLECULES". Page/Page column 57; 58. . Retrieved 2021/02/12.
• 2、 -. "MODIFIED RELAXIN POLYPEPTIDES COMPRISING A PHARMACOKINETIC ENHANCER AND USES THEREOF". Paragraph 0395-0396. . Retrieved 2018/08/25.