2,5-Dioxopyrrolidin-1-yl 6-(2-(tert-butoxycarbonyl)hydrazinyl)nicotinate

Base Information

• Chemical Name: 2,5-Dioxopyrrolidin-1-yl 6-(2-(tert-butoxycarbonyl)hydrazinyl)nicotinate
• CAS No.: 133081-26-2
• Molecular Formula: C15H18 N4 O6
• Molecular Weight: 350.331
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID80571768
• Nikkaji Number: J2.835.892J
• Wikidata: Q82459933
• Mol file: 133081-26-2.mol

Synonyms:133081-26-2;2,5-Dioxopyrrolidin-1-yl 6-(2-(tert-butoxycarbonyl)hydrazinyl)nicotinate;Succinimidyl-N-Boc-hynic;Succinimidyl 6-(2-Boc-hydrazino)nicotinate;(2,5-dioxopyrrolidin-1-yl) 6-[2-[(2-methylpropan-2-yl)oxycarbonyl]hydrazinyl]pyridine-3-carboxylate;2,5-Dioxopyrrolidin-1-yl 6-(2-(tert-butoxycarbonyl)-hydrazinyl)nicotinate;MFCD03788694;C15H18N4O6;SCHEMBL1509167;DTXSID80571768;AC1500;AKOS015910787;DS-15727;SY103483;SUCCINIMIDYL6-BOC-HYDRAZINONICOTINATE;CS-0186513;Succinimidyl 6-(2-Boc-hydrazino) nicotinate;A909041;3-Pyridinecarboxylicacid,6-[1-[(1,1-dimethylethoxy)carbonyl]hydrazinyl]-,2,5-dioxo-1-pyrrolidinylester;tert-Butyl 2-(5-{[(2,5-dioxopyrrolidin-1-yl)oxy]carbonyl}pyridin-2-yl)hydrazine-1-carboxylate

Chemical Property of 2,5-Dioxopyrrolidin-1-yl 6-(2-(tert-butoxycarbonyl)hydrazinyl)nicotinate

Chemical Property:

• Melting Point: 168-171 °C
• PKA: 9.47±0.43(Predicted)
• PSA: 126.93000
• Density: 1.40±0.1 g/cm3(Predicted)
• LogP: 1.55580
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 7
• Exact Mass: 350.12263431
• Heavy Atom Count: 25
• Complexity: 543

Purity/Quality:

97% ^*data from raw suppliers

Succinimidyl6-BOC-hydrazinonicotinate >95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NNC1=NC=C(C=C1)C(=O)ON2C(=O)CCC2=O

Technology Process of 2,5-Dioxopyrrolidin-1-yl 6-(2-(tert-butoxycarbonyl)hydrazinyl)nicotinate

There total 4 articles about 2,5-Dioxopyrrolidin-1-yl 6-(2-(tert-butoxycarbonyl)hydrazinyl)nicotinate 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: 84.0%

Succinimide (123-56-8,89963-74-6) + 6-({[(tert-butoxy)carbonyl]amino}amino)pyridine-3-carboxylic acid (133081-25-1) → 2-(N'-tert-butoxycarbonylhydrazino)pyridine-5-carboxylic acid 2,5-dioxopyrrolidin-1-yl ester (133081-26-2)

Guidance literature:

With dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; at 25 ℃; for 17h; Inert atmosphere;

DOI:10.2174/15701786113106660087

Reference yield: 52.0%

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + 6-({[(tert-butoxy)carbonyl]amino}amino)pyridine-3-carboxylic acid (133081-25-1) → 2-(N'-tert-butoxycarbonylhydrazino)pyridine-5-carboxylic acid 2,5-dioxopyrrolidin-1-yl ester (133081-26-2)

Guidance literature:

With dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; at 20 ℃; for 24h;

DOI:10.1016/j.bmcl.2009.06.056

Reference yield:

6-Chloro-3-pyridinecarboxylic acid (5326-23-8) → 2-(N'-tert-butoxycarbonylhydrazino)pyridine-5-carboxylic acid 2,5-dioxopyrrolidin-1-yl ester (133081-26-2)

Guidance literature:

Multi-step reaction with 3 steps

1: NH₂NH₂ / H₂O

2: DCC

With dicyclohexyl-carbodiimide; hydrazine; In water;

DOI:10.1016/j.bmcl.2007.03.086

upstream raw materials:

1-hydroxy-pyrrolidine-2,5-dione

6-({[(tert-butoxy)carbonyl]amino}amino)pyridine-3-carboxylic acid

6-Chloro-3-pyridinecarboxylic acid

6-hydrazinylnicotinic acid

Downstream raw materials:

2-[2'-(6-N₂-Boc-hydrazinonicotinamido-propoxy)-4'-amino]phenyl-1,3-benzothiazole

N-{2-[3,5-bis-(2-fluorobenzylidene)-4-oxo-piperidin-1-yl]-ethyl}-6-hydrazinonicotinamide

N'-(5-{2-[3,5-bis-(2-fluorobenzylidene)-4-oxopiperidin-1-yl]ethylcarbamoyl}pyridin-2-yl)hydrazinecarboxylic acid tert-butyl ester

C₈₇H₁₃₇N₂₃O₂₂