Z-15-aMino-4,7,10,13-tetraoxapentadecacanoic acid

Base Information

• Chemical Name: Z-15-aMino-4,7,10,13-tetraoxapentadecacanoic acid
• CAS No.: 756526-00-8
• Molecular Formula: C₁₉H₂₉NO₈
• Molecular Weight: 399.441
• Mol file: 756526-00-8.mol

Synonyms:Z-15-aMino-4,7,10,13-tetraoxapentadecacanoic acid;Z-NH-PEG4-CH2CH2COOH;CBZ-15-aMino-4,7,10,13-tetraoxapentadecacanoic acid;CBZ-NH-PEG4-CH2CH2COOH;CBZ-NH-PEG4-CH2CH2COOH;5,8,11,14-Tetraoxa-2-azaheptadecanedioic acid 1-(phenylmethyl) ester;Cbz-N-amido-PEG4-acid

Chemical Property of Z-15-aMino-4,7,10,13-tetraoxapentadecacanoic acid

Chemical Property:

• Boiling Point: 571.2±50.0 °C(Predicted)
• PKA: 4.28±0.10(Predicted)
• PSA: 112.55000
• Density: 1.188±0.06 g/cm3(Predicted)
• LogP: 1.84480
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

CBZ-15-amino-4,7,10,13-tetraoxapentadecacanoicacid min.97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Description: Cbz-N-amido-PEG4-acid is a PEG linker containing a CBZ-protected amino group and a terminal carboxylic acid. 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. The hydrophilic PEG spacer increases solubility in aqueous media. The protected amine can be deprotected by acidic conditions.

Technology Process of Z-15-aMino-4,7,10,13-tetraoxapentadecacanoic acid

There total 1 articles about Z-15-aMino-4,7,10,13-tetraoxapentadecacanoic 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: 84.0%

3-[2-(2-{2-[2-(2-aminoethoxy)ethoxy]ethoxy}ethoxy)ethoxy]propanoic acid (663921-15-1) + benzyl chloroformate (501-53-1,94274-21-2) → 3-oxo-1-phenyl-2,7,10,13,16-pentaoxa-4-azanonadecan-19-oic acid (756526-00-8,1334177-88-6)

Guidance literature:

With potassium carbonate; In tetrahydrofuran; water; at 20 ℃; Cooling with ice;

Reference yield:

3-oxo-1-phenyl-2,7,10,13,16-pentaoxa-4-azanonadecan-19-oic acid (756526-00-8,1334177-88-6) + t-butoxycarbonylhydrazine (870-46-2) → 19-benzyl 1-(tert-butyl) 18-amino-4-oxo-7,10,13,16-tetraoxa-2,3-diazanonadecanedioate

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 17 ℃; for 15h;

Reference yield:

3-oxo-1-phenyl-2,7,10,13,16-pentaoxa-4-azanonadecan-19-oic acid (756526-00-8,1334177-88-6) → tert-butyl 21-(2-hydroxy-4-((5-methyl-2-oxobenzo[d]oxazol-3(2H)-yl)methyl)phenoxy)-4,20-dioxo-7,10,13,16-tetraoxa-2,3,19-triazahenicosanoate

Guidance literature:

Multi-step reaction with 3 steps

1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 15 h / 17 °C

2: palladium on activated charcoal; hydrogen / methanol / 15 h / 20 °C / 2068.65 Torr

3: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 4-pyrrolidin-1-ylpyridine / N,N-dimethyl-formamide

With palladium on activated charcoal; hydrogen; benzotriazol-1-ol; 4-pyrrolidin-1-ylpyridine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane; N,N-dimethyl-formamide;

upstream raw materials:

3-[2-(2-{2-[2-(2-aminoethoxy)ethoxy]ethoxy}ethoxy)ethoxy]propanoic acid

benzyl chloroformate