Fmoc-NH-PEG6-CH2COOH

Base Information

• Chemical Name: Fmoc-NH-PEG6-CH2COOH
• CAS No.: 437655-96-4
• Molecular Formula: C29H39NO10
• Molecular Weight: 561.629
• Mol file: 437655-96-4.mol

Synonyms:1-(9H-fluoren-9-yl)-3-oxo-2,7,10,13,16,19,22-heptaoxa-4-azatetracosan-24-oic acid;

Chemical Property of Fmoc-NH-PEG6-CH2COOH

Chemical Property:

• PSA: 131.01000
• LogP: 3.10020
• Storage Temp.: 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

Fmoc-NH-PEG6-CH2COOH min.97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Description: Fmoc-NH-PEG6-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 Fmoc-NH-PEG6-CH2COOH

There total 8 articles about Fmoc-NH-PEG6-CH2COOH 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: 71.0%

20-(fluoren-9-ylmethyloxycarbonylamino)-3,6,9,12,15,18-hexaoxaeicosan-1-ol (868594-44-9) → 20-(fluoren-9-ylmethyloxycarbonylamino)-3,6,9,12,15,18-hexaoxaeicosanoic acid (437655-96-4,675606-79-8)

Guidance literature:

With chromium(VI) oxide; sulfuric acid; In water; acetone; at 0 - 20 ℃;

DOI:10.1002/ejoc.200701188

Reference yield:

C14H29NO8*ClH + N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) → 20-(fluoren-9-ylmethyloxycarbonylamino)-3,6,9,12,15,18-hexaoxaeicosanoic acid (437655-96-4,675606-79-8)

Guidance literature:

With sodium hydrogencarbonate; In tetrahydrofuran; 1,2-dimethoxyethane; water; at 20 ℃; for 2h;

Reference yield:

pentaethylene glycol (2615-15-8) → 20-(fluoren-9-ylmethyloxycarbonylamino)-3,6,9,12,15,18-hexaoxaeicosanoic acid (437655-96-4,675606-79-8)

Guidance literature:

Multi-step reaction with 5 steps

1.1: BF₃*OEt₂ / CH₂Cl₂ / 1.25 h

1.2: Et₃N; trimethylammonium chloride / CH₂Cl₂ / 1 h

2.1: NaN₃ / toluene; dimethylformamide

3.1: 10.8 g / H₂ / 5percent Pd/C / ethanol; CHCl₃

4.1: aq. NaHCO₃ / tetrahydrofuran / 1 h / 20 °C

5.1: 15.0 g / aq. TFA / 0.5 h / 20 °C

With sodium azide; boron trifluoride diethyl etherate; hydrogen; sodium hydrogencarbonate; trifluoroacetic acid; 5percent Pd/C; In tetrahydrofuran; ethanol; dichloromethane; chloroform; N,N-dimethyl-formamide; toluene;

DOI:10.1002/chem.200204304

upstream raw materials:

pentaethylene glycol

20-amino-3,6,9,12,15,18-hexaoxaeicosanoic acid tert-butyl ester

tert-butyl 20-azido-3,6,9,12,15,18-hexaoxaeicosanoate

tert-butyl 20-(tosyloxy)-3,6,9,12,15,18-hexaoxicosanoate

Downstream raw materials:

C₄₅H₇₂N₁₂O₁₉