2,5-Dioxopyrrolidin-1-YL 6-(2,2,2-trifluoroacetamido)hexanoate

Base Information

• Chemical Name: 2,5-Dioxopyrrolidin-1-YL 6-(2,2,2-trifluoroacetamido)hexanoate
• CAS No.: 117032-51-6
• Molecular Formula: C12H15F3N2O5
• Molecular Weight: 324.25300
• DSSTox Substance ID: DTXSID50392987
• Wikidata: Q82191565
• Mol file: 117032-51-6.mol

Synonyms:117032-51-6;6-(N-Trifluoroacetyl)aminocaproic Acid N-Succinimidyl Ester;2,5-DIOXOPYRROLIDIN-1-YL 6-(2,2,2-TRIFLUOROACETAMIDO)HEXANOATE;(2,5-dioxopyrrolidin-1-yl) 6-[(2,2,2-trifluoroacetyl)amino]hexanoate;SCHEMBL888243;DTXSID50392987;MFCD01863466;AKOS025404138;6-(N-Trifluoroacetyl)caproic acid NHS;GS-6209;CS-0205165;FT-0675498;F11306;2,5-DIOXOPYRROLIDIN-1-YL6-(2,2,2-TRIFLUOROACETAMIDO)HEXANOATE

Chemical Property of 2,5-Dioxopyrrolidin-1-YL 6-(2,2,2-trifluoroacetamido)hexanoate

Chemical Property:

• Melting Point: 70-71°C
• PKA: 11.38±0.46(Predicted)
• PSA: 96.27000
• Density: 1.39±0.1 g/cm3(Predicted)
• LogP: 1.61070
• Storage Temp.: Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• Solubility.: Chloroform, Ethyl Acetate
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 8
• Exact Mass: 324.09330607
• Heavy Atom Count: 22
• Complexity: 448

Purity/Quality:

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

6-(N-Trifluoroacetyl)aminocaproicAcidN-SuccinimidylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=O)N(C1=O)OC(=O)CCCCCNC(=O)C(F)(F)F
• Uses: An amino reactive heterobifunctional crosslinking reagent An amino reactive heterobifunctional crosslinking reagent.

Technology Process of 2,5-Dioxopyrrolidin-1-YL 6-(2,2,2-trifluoroacetamido)hexanoate

There total 7 articles about 2,5-Dioxopyrrolidin-1-YL 6-(2,2,2-trifluoroacetamido)hexanoate 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: 100.0%

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + 6-(trifluoroacetamido)hexanoic acid (407-91-0) → N-ε-trifluoroacetylaminohexanoic acid N-hydroxysuccinimide ester (117032-51-6)

Guidance literature:

With dicyclohexyl-carbodiimide; In dichloromethane;

DOI:10.1080/15257779408013219

Reference yield: 100.0%

di(succinimido) carbonate (74124-79-1) + 6-(trifluoroacetamido)hexanoic acid (407-91-0) → N-ε-trifluoroacetylaminohexanoic acid N-hydroxysuccinimide ester (117032-51-6)

Guidance literature:

With pyridine; In acetonitrile; at 20 ℃; for 13h;

Reference yield: 94.8%

N-trifluoroacetoxy succinimide (5672-89-9) + 6-(trifluoroacetamido)hexanoic acid (407-91-0) → N-ε-trifluoroacetylaminohexanoic acid N-hydroxysuccinimide ester (117032-51-6)

Guidance literature:

With pyridine; In methanol; for 24h;

upstream raw materials:

1-hydroxy-pyrrolidine-2,5-dione

6-(trifluoroacetamido)hexanoic acid

6-aminohexanoic acid

di(succinimido) carbonate

Downstream raw materials:

1-0-(Dimethoxytrityl)-3-N-(6-aminocaproyl)-Amino-1,2-Dihydroxypropane

C₄₅H₄₆N₂O₆

C₅₄H₆₃N₄O₇P

Refernces

• 1、 Tatulchenkov, M. Yu.,Prokhorenko,Kvach,Navakouski,Stepanova,Pilchenko,Gontarev,Sharko,Korshun,Shmanai. "Phosphoramidite reagents and solid-phase supports based on hydroxyprolinol for the synthesis of modified oligonucleotides". . p. 386 - 396. Retrieved 2017/08/08.
• 2、 -. "NOVEL AZO COMPOUND, USE THEREOF AND METHOD FOR PREPARING SAME". . . Retrieved 2015/06/17.