N-(Fmoc-8-amino-3,6-dioxa-octyl)succinamic acid

Base Information

• Chemical Name: N-(Fmoc-8-amino-3,6-dioxa-octyl)succinamic acid
• CAS No.: 613245-91-3
• Molecular Formula: C25H30 N2 O7
• Molecular Weight: 470.51
• Hs Code.: 29225090
• DSSTox Substance ID: DTXSID80373284
• Nikkaji Number: J1.908.618F
• Wikidata: Q82161437
• Mol file: 613245-91-3.mol

Synonyms:613245-91-3;N-(Fmoc-8-amino-3,6-dioxa-octyl)succinamic acid;N-(Fmoc-8-amino-3,6-dioxa-octyl)-succinamic acid;4-[2-[2-[2-(9H-fluoren-9-ylmethoxycarbonylamino)ethoxy]ethoxy]ethylamino]-4-oxobutanoic acid;1-(9H-Fluoren-9-yl)-3,14-dioxo-2,7,10-trioxa-4,13-diazaheptadecan-17-oic acid;SCHEMBL3039289;DTXSID80373284;MFCD06656466;AKOS025404039;AC-32530;BS-28917;E70726;Fmoc-Ebes (Fmoc-amino-PEG2-ethylamino-Suc-OH);N-(Fmoc-8-amino-3,6-dioxa-octyl)succinamicacid;4-Oxo-4-[2-[2-[2-(9H-fluorene-9-ylmethoxycarbonylamino)ethoxy]ethoxy]ethylamino]butyric acid

Chemical Property of N-(Fmoc-8-amino-3,6-dioxa-octyl)succinamic acid

Chemical Property:

• PSA: 123.19000
• LogP: 3.32110
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 15
• Exact Mass: 470.20530130
• Heavy Atom Count: 34
• Complexity: 637

Purity/Quality:

98%Min ^*data from raw suppliers

Fmoc-Ebes ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(C3=CC=CC=C32)COC(=O)NCCOCCOCCNC(=O)CCC(=O)O

Technology Process of N-(Fmoc-8-amino-3,6-dioxa-octyl)succinamic acid

There total 3 articles about N-(Fmoc-8-amino-3,6-dioxa-octyl)succinamic 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: 72.0%

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) + 3-(2-(2-(2-aminoethoxy)ethoxy)ethylcarbamoyl)propanoic acid (959574-58-4) → N-(9-fluorenylmethoxycarbonyl)-4-{2-[2-(2-aminoethoxyl)ethoxy]ethylamino}-4-oxo-butanoic acid (613245-91-3)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In acetonitrile; at 20 ℃; pH=8 - 9;

DOI:10.1016/j.bmcl.2003.09.067

Reference yield: 65.0%

succinic acid anhydride (108-30-5) + 3,6-dioxa-1,8-diaminooctane (929-59-9,892154-56-2) + (fluorenylmethoxy)carbonyl chloride (28920-43-6) → N-(9-fluorenylmethoxycarbonyl)-4-{2-[2-(2-aminoethoxyl)ethoxy]ethylamino}-4-oxo-butanoic acid (613245-91-3)

Guidance literature:

succinic acid anhydride; 3,6-dioxa-1,8-diaminooctane; In acetonitrile; for 3h;

(fluorenylmethoxy)carbonyl chloride; In water; acetonitrile; at 20 ℃; pH=7 - 8;

DOI:10.1021/jm900298c

Reference yield:

3,6-dioxa-1,8-diaminooctane (929-59-9,892154-56-2) → N-(9-fluorenylmethoxycarbonyl)-4-{2-[2-(2-aminoethoxyl)ethoxy]ethylamino}-4-oxo-butanoic acid (613245-91-3)

Guidance literature:

Multi-step reaction with 2 steps

1: acetonitrile / 3 h

2: 72 percent / diisopropylethylamine / acetonitrile / 20 °C / pH 8 - 9

With N-ethyl-N,N-diisopropylamine; In acetonitrile;

DOI:10.1016/j.bmcl.2003.09.067

upstream raw materials:

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

3-(2-(2-(2-aminoethoxy)ethoxy)ethylcarbamoyl)propanoic acid

3,6-dioxa-1,8-diaminooctane

succinic acid anhydride

Downstream raw materials:

C₅₂H₈₂N₁₀O₁₁

C₆₂H₁₀₀N₁₂O₁₅

C₇₂H₁₁₈N₁₄O₁₉

C₈₂H₁₃₆N₁₆O₂₃

Refernces

• 1、 Song, Aimin,Zhang, Jinhua,Lebrilla, Carlito B.,Lam, Kit S.. "A novel and rapid encoding method based on mass spectrometry for "one-bead-one-compound" small molecule combinatorial libraries". . p. 6180 - 6188. Retrieved 2003.
• 2、 Soriano, Aroa,Ventura, Ruben,Molero, Anabel,Hoen, Rob,Casado, Vicent,Corte, Antoni,Fanelli, Francesca,Albericio, Fernando,Lluís, Carmen,Franco, Rafael,Royo, Miriam. "Adenosine A2A receptor-antagonist/dopamine D2 receptor-agonist bivalent ligands as pharmacological tools to detect A 2A-D2 receptor heteromers". supporting information; experimental part. p. 5590 - 5602. Retrieved 2010/03/24.