5,8,11,14-Tetraoxa-2-azahexadecanedioic acid

Base Information

• Chemical Name: 5,8,11,14-Tetraoxa-2-azahexadecanedioic acid
• CAS No.: 437655-95-3
• Molecular Formula: C25H31NO8
• Molecular Weight: 473.523
• Hs Code.: 2942000090
• Mol file: 437655-95-3.mol

Synonyms:14-morpholin-4-yl-daunomycin;14-methylpentadecyl bromide;14-Morpholino-daunomycin;14-methyl-1-bromopentadecane;Pentadecane,1-bromo-14-methyl;

Chemical Property of 5,8,11,14-Tetraoxa-2-azahexadecanedioic acid

Chemical Property:

• Melting Point: 51℃
• Boiling Point: 681.3±55.0 °C(Predicted)
• PKA: 3.39±0.10(Predicted)
• PSA: 116.04000
• Density: 1.235±0.06 g/cm3(Predicted)
• LogP: 2.88050
• Storage Temp.: 2-8°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

Fmoc-NH-PEG4-CH2COOH 90+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: Fmoc-NH-PEG4-CH2COOH is a PEG linker containing an Fmoc-protected amine and a terminal carboxylic acid. The hydrophilic PEG spacer increases solubility in aqueous media. The Fmoc group can be deprotected under basic condition to obtain the free amine which can be used for further conjugations. The terminal carboxylic acid can react with primary amine groups in the presence of activators (e.g. EDC, or HATU) to form a stable amide bond.

Technology Process of 5,8,11,14-Tetraoxa-2-azahexadecanedioic acid

There total 10 articles about 5,8,11,14-Tetraoxa-2-azahexadecanedioic acid 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: 73.0%

14-amino-3,6,9,12-tetraoxa-1-tetradecanoic acid (195071-49-9,139729-28-5) + 9-fluorenylmethyl N-succinimidyl carbonate (102774-86-7) → [2-(2-{2-[2-((9H-fluoren-9-yl-methoxycarbonyl)amino)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-acetic acid (437655-95-3,675606-79-8)

Guidance literature:

14-amino-3,6,9,12-tetraoxa-1-tetradecanoic acid; With potassium carbonate; In water; at 20 ℃; for 0.25h;

9-fluorenylmethyl N-succinimidyl carbonate; In water; for 24h;

Reference yield: 67.0%

tert-butyl 15-N-(9-fluorenylmethyloxycarbonyl)-15-aza-3,6,9,12-tetraoxa-pentadecanoate (894427-95-3) → [2-(2-{2-[2-((9H-fluoren-9-yl-methoxycarbonyl)amino)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-acetic acid (437655-95-3,675606-79-8)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; for 1.5h;

Reference yield: 63.0%

14-amino-3,6,9,12-tetraoxa-1-tetradecanoic acid (195071-49-9,139729-28-5) + (fluorenylmethoxy)carbonyl chloride (28920-43-6) → [2-(2-{2-[2-((9H-fluoren-9-yl-methoxycarbonyl)amino)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-acetic acid (437655-95-3,675606-79-8)

Guidance literature:

With sodium hydrogencarbonate; In 1,4-dioxane; water; at 0 - 20 ℃; pH=8;

DOI:10.1002/chem.200902649

upstream raw materials:

tert-butyl 15-N-(9-fluorenylmethyloxycarbonyl)-15-aza-3,6,9,12-tetraoxa-pentadecanoate

14-amino-3,6,9,12-tetraoxa-1-tetradecanoic acid

(fluorenylmethoxy)carbonyl chloride

(2-{2-[2-(2-tert-butoxycarbonylamino-ethoxy)-ethoxy]-ethoxy}-ethoxy)-acetic acid

Refernces

• 1、 Schmidt, Florian,Rosnizeck, Ina C.,Spoerner, Michael,Kalbitzer, Hans Robert,K?nig, Burkhard. "Zinc(II)cyclen-peptide conjugates interacting with the weak effector binding state of Ras". . p. 38 - 48. Retrieved 2011/03/22.
• 2、 -. "ANTITHROMBOTIC DUAL INHIBITORS COMPRISING A BIOTIN LABEL". Page/Page column 15; 16. . Retrieved 2008/06/13.