2-[[[(1,1-Dimethylethoxy)carbonyl]amino]oxy]acetic Acid 2,5-Dioxo-1-pyrrolidinyl Ester

Base Information

• Chemical Name: 2-[[[(1,1-Dimethylethoxy)carbonyl]amino]oxy]acetic Acid 2,5-Dioxo-1-pyrrolidinyl Ester
• CAS No.: 80366-85-4
• Molecular Formula: C11H16N2O7
• Molecular Weight: 288.257
• Hs Code.: 2933998090
• DSSTox Substance ID: DTXSID90477525
• Nikkaji Number: J2.526.043K
• Wikidata: Q82310286
• Mol file: 80366-85-4.mol

Synonyms:80366-85-4;Boc-NH-O-C1-NHS ester;2-[[[(1,1-Dimethylethoxy)carbonyl]amino]oxy]acetic Acid 2,5-Dioxo-1-pyrrolidinyl Ester;t-Boc-aminooxyacetic Acid N-Hydroxysuccinimide Ester;(2,5-dioxopyrrolidin-1-yl) 2-[(2-methylpropan-2-yl)oxycarbonylamino]oxyacetate;N-Boc-aminooxyacetic acid N-hydroxysuccinimide ester;MFCD18382162;N-Succinimidyl [(tert-Butoxycarbonyl)aminooxy]acetate;2,5-Dioxopyrrolidin-1-yl 2-(((tert-butoxycarbonyl)amino)oxy)acetate;[(tert-Butoxycarbonyl)aminooxy]acetic acid NHS ester;Boc-Aoa-OSu;Bocaminooxy NHS acetate;AGN-PC-0NHS59;LCZC2670;SCHEMBL1509171;DTXSID90477525;N-Succinimidyl (Boc-aminooxy)acetate;AKOS025214127;FS-5529;BP-21814;SY235353;HY-133405;CS-0118071;FT-0662559;U0096;(Boc-aminooxy)acetic Acid N-Succinimidyl Ester;T72957;Boc-aminooxyacetic acid N-hydroxysuccinimide ester;A1-12294;2,5-Dioxo-1-pyrrolidinyl 2-[(Boc-amino)oxy]acetate;N-Bocaminooxy-acetic acid 2,5-dioxo-pyrrolidin-1-yl ester;[(tert-Butoxycarbonyl)aminooxy]acetic Acid N-Succinimidyl Ester;2,5-Dioxopyrrolidin-1-yl2-(((tert-butoxycarbonyl)amino)oxy)acetate

Chemical Property of 2-[[[(1,1-Dimethylethoxy)carbonyl]amino]oxy]acetic Acid 2,5-Dioxo-1-pyrrolidinyl Ester

Chemical Property:

• Melting Point: 108-110°C
• PSA: 114.73000
• LogP: 0.19220
• Storage Temp.: Hygroscopic, Refrigerator, Under Inert Atmosphere
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Ethyl Acetate (Slightly)
• XLogP3: 0
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 7
• Exact Mass: 288.09575085
• Heavy Atom Count: 20
• Complexity: 411

Purity/Quality:

97% ^*data from raw suppliers

t-Boc-aminooxyacetic acid N-hydroxysuccinimide ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NOCC(=O)ON1C(=O)CCC1=O
• Uses: A novel heterobifunctional linker for facile access to bioconjugates

Technology Process of 2-[[[(1,1-Dimethylethoxy)carbonyl]amino]oxy]acetic Acid 2,5-Dioxo-1-pyrrolidinyl Ester

There total 2 articles about 2-[[[(1,1-Dimethylethoxy)carbonyl]amino]oxy]acetic Acid 2,5-Dioxo-1-pyrrolidinyl Ester 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: 92.0%

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + [({[(2-methyl-2-propanyl)oxy]carbonyl}amino)oxy]acetic acid (42989-85-5) → N-succinimidyl [[(t-butyloxycarbonyl)amino]oxy]acetate (80366-85-4)

Guidance literature:

With diisopropyl-carbodiimide; In dichloromethane; at 20 ℃; for 4h; Inert atmosphere;

DOI:10.1007/s00726-014-1685-3

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → N-succinimidyl [[(t-butyloxycarbonyl)amino]oxy]acetate (80366-85-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / NaOH / dioxane / 2 h

2: 90 percent / DCC / CH₂Cl₂ / 1 h

With sodium hydroxide; dicyclohexyl-carbodiimide; In 1,4-dioxane; dichloromethane;

DOI:10.1016/j.tetlet.2003.09.128

Reference yield: 94.0%

N-(2-(1-(4-((4-amino-6-butoxy-2-oxo-2,3-dihydro-1H-imidazo[4,5-c]pyridin-1-yl)methyl)benzyl)piperidin-4-yl)ethyl)-4-(2-aminoethyl)benzamide + N-succinimidyl [[(t-butyloxycarbonyl)amino]oxy]acetate (80366-85-4) → N-(2-(1-(4-((4-amino-6-butoxy-2-oxo-2,3-dihydro-1H-imidazo[4,5-c]pyridin-1-yl)methyl)benzyl)piperidin-4-yl)ethyl)-4-(2-(2-(aminooxy)acetamido)ethyl)benzamide

Guidance literature:

N-(2-(1-(4-((4-amino-6-butoxy-2-oxo-2,3-dihydro-1H-imidazo[4,5-c]pyridin-1-yl)methyl)benzyl)piperidin-4-yl)ethyl)-4-(2-aminoethyl)benzamide; N-succinimidyl [[(t-butyloxycarbonyl)amino]oxy]acetate; With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 23 ℃; for 0.25h;

With trifluoroacetic acid; In dichloromethane; for 0.25h;

upstream raw materials:

1-hydroxy-pyrrolidine-2,5-dione

[({[(2-methyl-2-propanyl)oxy]carbonyl}amino)oxy]acetic acid

di-tert-butyl dicarbonate

Downstream raw materials:

C₁₉H₂₄F₃N₅O₆

C₂₉H₂₉N₅O₄