O-[2-(Fmoc-amino)-ethyl]-O'-(2-carboxyethyl)polyethylene glycol 3000

Base Information

• Chemical Name: O-[2-(Fmoc-amino)-ethyl]-O'-(2-carboxyethyl)polyethylene glycol 3000
• CAS No.: 850312-72-0
• Molecular Formula: C₂₆H₃₃NO₈
• Molecular Weight: 487.55
• Hs Code.: 3822000000
• Mol file: 850312-72-0.mol

Synonyms:alpha-(2-Carboxyethyl)-omega-[2-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]ethoxy]-poly(oxy-1,2-ethanediyl)

Chemical Property of O-[2-(Fmoc-amino)-ethyl]-O'-(2-carboxyethyl)polyethylene glycol 3000

Chemical Property:

• PSA: 94.09000
• LogP: 3.42390
• Storage Temp.: 2-8°C

Purity/Quality:

95% ^*data from raw suppliers

Fmoc-N-amido-PEG16-acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: Fmoc-N-amido-PEG24-acid 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.
• Uses: O-(N-Fmoc-2-aminoethyl)-O''-(2-carboxyethyl)undecaethyleneglycol is used as a linker in the preparation of PEG-peptide surfaces as attractive platforms for the development of peptide microarrays.

Technology Process of O-[2-(Fmoc-amino)-ethyl]-O'-(2-carboxyethyl)polyethylene glycol 3000

There total 14 articles about O-[2-(Fmoc-amino)-ethyl]-O'-(2-carboxyethyl)polyethylene glycol 3000 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: 97.0%

tert-butyl 1-(9H-fluoren-9-yl)-3-oxo-2,7,10-trioxa-4-azatridecan-13-oate → 3-(2-[2-(9H-fluoren-9-ylmethoxycarbonylamino)ethoxy]ethoxy)propionic acid (872679-70-4,850312-72-0)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; at 20 ℃; for 2h;

DOI:10.1016/j.bmcl.2017.09.056

Reference yield: 80.0%

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) + 3-(2-(2-(2-aminoethoxy)ethoxy)ethoxy)propanoic acid hydrochloride salt → 12-{N-[(9H-fluoren-9-yl)methoxycarbonyl]amido}-4,7,10-trioxadodecanoic acid (867062-95-1,850312-72-0)

Guidance literature:

3-(2-(2-(2-aminoethoxy)ethoxy)ethoxy)propanoic acid hydrochloride salt; With sodium hydrogencarbonate; In tetrahydrofuran; water; at 20 ℃; for 0.333333h;

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide; In tetrahydrofuran; water; at 0 - 20 ℃;

Reference yield: 80.0%

1-amino-3,6,9,12-tetraoxapentadecan-15-oic acid hydrochloride + N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) → 3-[2-[2-[2-[2-(9H-fluoren-9-ylmethoxycarbonylamino)ethoxy]ethoxy]ethoxy]ethoxy]propanoic acid (557756-85-1,850312-72-0)

Guidance literature:

1-amino-3,6,9,12-tetraoxapentadecan-15-oic acid hydrochloride; With sodium hydrogencarbonate; In tetrahydrofuran; water; at 20 ℃; for 0.333333h;

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide; In tetrahydrofuran; water; at 0 - 20 ℃;

upstream raw materials:

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

tert-butyl 3-[2-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]ethoxy]propanoate

(fluorenylmethoxy)carbonyl chloride

3-{2-[2-(2-hydroxy-ethoxy)-ethoxy]-ethoxy}-propionic acid tert-butyl ester

Refernces

• 1、 -. "ANTIBODY-DRUG CONJUGATE WITH A TUBULYSIN ANALOG WARHEAD HAVING A STABILIZED ACETATE GROUP IN THE TUV SUBUNIT". Paragraph 0064; 0066. . Retrieved 2020/01/10.
• 2、 Storer, R. Ian,Pike, Andy,Swain, Nigel A.,Alexandrou, Aristos J.,Bechle, Bruce M.,Blakemore, David C.,Brown, Alan D.,Castle, Neil A.,Corbett, Matthew S.,Flanagan, Neil J.,Fengas, David,Johnson, M. Scott,Jones, Lyn H.,Marron, Brian E.,Payne, C. Elizabeth,Printzenhoff, David,Rawson, David J.,Rose, Colin R.,Ryckmans, Thomas,Sun, Jianmin,Theile, Jonathan W.,Torella, Rubben,Tseng, Elaine,Warmus, Joseph S.. "Highly potent and selective NaV1.7 inhibitors for use as intravenous agents and chemical probes". supporting information. p. 4805 - 4811. Retrieved 2017/10/17.