Fmoc-9-Amino-4,7-Dioxanonanoic acid

Base Information

• Chemical Name: Fmoc-9-Amino-4,7-Dioxanonanoic acid
• CAS No.: 872679-70-4
• Molecular Formula: C22H25 N O6
• Molecular Weight: 399.444
• Hs Code.: 2932999099
• Mol file: 872679-70-4.mol

Synonyms:2,7,10-Trioxa-4-azatridecan-13-oicacid, 1-(9H-fluoren-9-yl)-3-oxo-; Fmoc-NH-PEG2-CH2CH2COOH

Chemical Property of Fmoc-9-Amino-4,7-Dioxanonanoic acid

Chemical Property:

• Melting Point: 95.0 to 99.0 °C
• Boiling Point: 621.0±50.0 °C(Predicted)
• PKA: 4.28±0.10(Predicted)
• PSA: 97.58000
• Density: 1.243±0.06 g/cm3 (20 oC 760 Torr), Calc.*
• LogP: 3.23740
• Storage Temp.: 2-8°C
• Solubility.: soluble in Methanol

Purity/Quality:

97% ^*data from raw suppliers

9-[(9H-Fluoren-9-ylmethoxy)carbonylamino]-4,7-dioxanonanoic Acid >98.0%(HPLC)(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: Fmoc-N-amido-PEG2-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: Fmoc-AEEP-OH is used in preparation of glucose-responsive insulin conjugates.

Technology Process of Fmoc-9-Amino-4,7-Dioxanonanoic acid

There total 3 articles about Fmoc-9-Amino-4,7-Dioxanonanoic 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: 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:

2-methyl-2-propanyl 3-[2-(2-aminoethoxy)ethoxy]propanoate (756525-95-8,872340-65-3) → 3-(2-[2-(9H-fluoren-9-ylmethoxycarbonylamino)ethoxy]ethoxy)propionic acid (872679-70-4,850312-72-0)

Guidance literature:

Multi-step reaction with 2 steps

1: dichloromethane / 20 °C

2: hydrogenchloride / 1,4-dioxane / 2 h / 20 °C

With hydrogenchloride; In 1,4-dioxane; dichloromethane;

DOI:10.1016/j.bmcl.2017.09.056

Reference yield:

(fluorenylmethoxy)carbonyl chloride (28920-43-6) → 3-(2-[2-(9H-fluoren-9-ylmethoxycarbonylamino)ethoxy]ethoxy)propionic acid (872679-70-4,850312-72-0)

Guidance literature:

Multi-step reaction with 2 steps

1: dichloromethane / 20 °C

2: hydrogenchloride / 1,4-dioxane / 2 h / 20 °C

With hydrogenchloride; In 1,4-dioxane; dichloromethane;

DOI:10.1016/j.bmcl.2017.09.056

upstream raw materials:

2-methyl-2-propanyl 3-[2-(2-aminoethoxy)ethoxy]propanoate

(fluorenylmethoxy)carbonyl chloride

Downstream raw materials:

[Orn(Fmoc-PEG)⁸]-kahalalide F

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