Cbz-N-amido-PEG3-acid

Base Information

• Chemical Name: Cbz-N-amido-PEG3-acid
• CAS No.: 1310327-18-4
• Molecular Formula: C₁₇H₂₅NO₇
• Molecular Weight: 355.388
• Mol file: 1310327-18-4.mol

Synonyms:3-oxo-1-phenyl-2,7,10,13-tetraoxa-4-azahexadecan-16-oic acid

Chemical Property of Cbz-N-amido-PEG3-acid

Chemical Property:

• Storage Temp.: 2-8°C

Purity/Quality:

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

Cbz-N-Amido-PEG3-Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Description: Cbz-N-amido-PEG3-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 Cbz-N-amido-PEG3-acid

There total 4 articles about Cbz-N-amido-PEG3-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: 99.0%

tert-butyl 3-oxo-1-phenyl-2,7,10,13-tetraoxa-4-azahexadecan-16-oate (1325213-18-0) → 3-oxo-1-phenyl-2,7,10,13-tetraoxa-4-azahexadecan-16-oic acid (1310327-18-4,1334177-88-6)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; at 20 ℃; for 24h;

Reference yield:

tert-butyl 3-(2-(2-(2-aminoethoxyl)ethoxy)ethoxy)propanoate (252881-74-6,872340-65-3) → 3-oxo-1-phenyl-2,7,10,13-tetraoxa-4-azahexadecan-16-oic acid (1310327-18-4,1334177-88-6)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / dichloromethane / 2.5 h / 0 - 20 °C

2: trifluoroacetic acid / dichloromethane / 3 h

With triethylamine; trifluoroacetic acid; In dichloromethane;

DOI:10.1016/j.bmc.2011.03.045

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) → 3-oxo-1-phenyl-2,7,10,13-tetraoxa-4-azahexadecan-16-oic acid (1310327-18-4,1334177-88-6)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / dichloromethane / 2.5 h / 0 - 20 °C

2: trifluoroacetic acid / dichloromethane / 3 h

With triethylamine; trifluoroacetic acid; In dichloromethane;

DOI:10.1016/j.bmc.2011.03.045

upstream raw materials:

tert-butyl 3-(2-(2-(2-aminoethoxyl)ethoxy)ethoxy)propanoate

tert-butyl 3-oxo-1-phenyl-2,7,10,13-tetraoxa-4-azahexadecan-16-oate

benzyl chloroformate

Downstream raw materials:

1-((R)-9-amino-4-(2,2-diphenylacetamido)-1-(4-hydroxyphenyl)-3,11-dioxo-14,17,20-trioxa-2,8 ,10-triazadocos-9-en-22-yl)-4-((E)-2-(1,2,3,5,6,7-hexahydropyrido[3,2,1-ij]quinolin-9-yl)ethenyl)-2,6-dimethylpyridinium hydrotrifluoroacetate trifluoroacetate

RF-Lys(OEG-Cbz)-O-octyl

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