Fmoc-9-amino-4,7-dioxanonanoic acid

Base Information

• Chemical Name: Fmoc-9-amino-4,7-dioxanonanoic acid
• CAS No.: 139338-72-0
• Molecular Formula: C23H27NO7
• Molecular Weight: 429.47
• Hs Code.: 2942000090
• Mol file: 139338-72-0.mol

Synonyms:11-(fluoren-9-ylmethyloxycarbonyl)amino-3,6,9-trioxaundecanoic acid;Fmoc-D-phe(3-OH)-OH;Fmoc-meta-tyrosine;FMOC-PHE(3-OH)-OH;Fmoc-11-amino-3,6,9-trioxaundecanoic acid;N-FMOC-3-HYDROXY-L-PHENYLALANINE;Fmoc-3-hydroxy-L-Phe;(2-{2-[2-(9H-fluoren-9-ylmethoxycarbonylamino)ethoxy]ethoxy}ethoxy)acetic acid;FMOC-L-M-TYR;Fmoc-Teg-OH;FMOC-3-HYDROXYL-L-PHENYLALANINE;2-{2-[2-(9-fluorenylmethyloxycarbonylaminoethoxy)ethoxy]ethoxy}acetic acid;

Chemical Property of Fmoc-9-amino-4,7-dioxanonanoic acid

Chemical Property:

• Melting Point: 46℃
• Boiling Point: 658.9±50.0 °C(Predicted)
• PKA: 3.39±0.10(Predicted)
• PSA: 106.81000
• Density: 1.248±0.06 g/cm3(Predicted)
• LogP: 2.86390
• Storage Temp.: 2-8°C

Purity/Quality:

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

1-(9H-Fluoren-9-yl)-3-oxo-2,7,10,13-tetraoxa-4-azapentadecan-15-oicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Description: Fmoc-NH-PEG3-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.
• Uses: Fmoc-9-amino-4,7-dioxanonanoic acid is an amino acid derivative and can be used as a pharmaceutical intermediate.

Technology Process of Fmoc-9-amino-4,7-dioxanonanoic acid

There total 15 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: 73.0%

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) + 2-<2-<2-(aminoethoxy)ethoxy>ethoxy>acetic acid (134978-99-7,139729-28-5) → (2-{2-[2-((9H-fluoren-9-ylmethoxycarbonyl)amino)-ethoxy]-ethoxy}-ethoxy)-acetic acid (139338-72-0,675606-79-8)

Guidance literature:

2-<2-<2-(aminoethoxy)ethoxy>ethoxy>acetic acid; With potassium carbonate; In water; at 20 ℃; for 0.25h;

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide; In water; for 24h;

DOI:10.1021/bc300340g

Reference yield: 68.0%

(9H-fluoren-9-yl)methyl (2-(2-(2-(2-hydroxyethoxy)ethoxy)ethoxy)ethyl)carbamate → (2-{2-[2-((9H-fluoren-9-ylmethoxycarbonyl)amino)-ethoxy]-ethoxy}-ethoxy)-acetic acid (139338-72-0,675606-79-8)

Guidance literature:

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

DOI:10.1002/ejoc.200701188

Reference yield: 64.0%

{2-[2-(2-amino-ethoxy)-ethoxy]-ethoxy}-acetic acid hydrochloride (134978-96-4) + N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) → (2-{2-[2-((9H-fluoren-9-ylmethoxycarbonyl)amino)-ethoxy]-ethoxy}-ethoxy)-acetic acid (139338-72-0,675606-79-8)

Guidance literature:

With potassium carbonate; In water; at 20 ℃; for 16.75h;

DOI:10.1016/j.ica.2010.07.067

upstream raw materials:

(fluorenylmethoxy)carbonyl chloride

2-<2-<2-(aminoethoxy)ethoxy>ethoxy>acetic acid

{2-[2-(2-amino-ethoxy)-ethoxy]-ethoxy}-acetic acid hydrochloride

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

Refernces

• 1、 Sheng, Yuwen,Chen, Yuwen,Zeng, Zhongqiu,Wu, Wenbi,Wang, Jing,Ma, Yuling,Lin, Yuan,Zhang, Jichao,Huang, Yulan,Li, Wenhua,Zhu, Qiyu,Wei, Xiao,Li, Suiyan,Wisanwattana, Wisanee,Li, Fu,Liu, Wanli,Suksamrarn, Apichart,Zhang, Guolin,Jiao, Wei,Wang, Fei. "Identification of Pyruvate Carboxylase as the Cellular Target of Natural Bibenzyls with Potent Anticancer Activity against Hepatocellular Carcinoma via Metabolic Reprogramming". . p. 460 - 484. Retrieved 2022/01/03.
• 2、 Schmidt, Florian,Rosnizeck, Ina C.,Spoerner, Michael,Kalbitzer, Hans Robert,K?nig, Burkhard. "Zinc(II)cyclen-peptide conjugates interacting with the weak effector binding state of Ras". experimental part. p. 38 - 48. Retrieved 2011/03/22.