Tert-butyl 5-nitroisoindoline-2-carboxylate

Base Information

• Chemical Name: Tert-butyl 5-nitroisoindoline-2-carboxylate
• CAS No.: 400727-63-1
• Molecular Formula: C13H16N2O4
• Molecular Weight: 264.2771
• Hs Code.: 2933990090
• European Community (EC) Number: 816-956-4
• DSSTox Substance ID: DTXSID60586077
• Wikidata: Q72496271
• Mol file: 400727-63-1.mol

Synonyms:400727-63-1;tert-butyl 5-nitroisoindoline-2-carboxylate;TERT-BUTYL 5-NITRO-1,3-DIHYDROISOINDOLE-2-CARBOXYLATE;5-Nitro-1,3-dihydro-isoindole-2-carboxylic Acid tert-butyl Ester;MFCD08236255;tert-Butyl5-nitroisoindoline-2-carboxylate;2-Boc-5-nitroisoindoline;2-N-boc-5-nitro-isoindoline;SCHEMBL1393643;SCHEMBL2634423;DTXSID60586077;QKGLAXAXISGACQ-UHFFFAOYSA-N;AKOS002254528;AB43832;AC-4306;N-t-butyloxycarbonyl-5-nitroisoindoline;AS-30291;SY205219;AM20040390;CS-0060919;A16056;EN300-226346;4-[2-(Chloromethyl)benzimidazol-1-yl]butylPivalate;Z1271381643;tert-Butyl 5-nitro-1,3-dihydro-2H-isoindole-2-carboxylate;tert-butyl 5-nitro-2,3-dihydro-1H-isoindole-2-carboxylate;2H-Isoindole-2-carboxylic acid, 1,3-dihydro-5-nitro-, 1,1-dimethylethyl ester

Chemical Property of Tert-butyl 5-nitroisoindoline-2-carboxylate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 159-162℃
• Refractive Index: 1.573
• Boiling Point: 381.655 °C at 760 mmHg
• PKA: -1.83±0.20(Predicted)
• Flash Point: 184.618 °C
• PSA: 75.36000
• Density: 1.267 g/cm³
• LogP: 3.30660
• Storage Temp.: 2-8°C
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 264.11100700
• Heavy Atom Count: 19
• Complexity: 372

Purity/Quality:

97% ^*data from raw suppliers

5-Nitro-1,3-dihydro-isoindole-2-carboxylicacidtert-butylester 96% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CC2=C(C1)C=C(C=C2)[N+](=O)[O-]

Technology Process of Tert-butyl 5-nitroisoindoline-2-carboxylate

There total 6 articles about Tert-butyl 5-nitroisoindoline-2-carboxylate 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: 94.0%

di-tert-butyl dicarbonate (24424-99-5) + 5-nitroisoindoline hydrobromide → tert-butyl 5-nitroisoindoline-2-carboxylate (400727-63-1)

Guidance literature:

With sodium carbonate; In chloroform; at 20 ℃; for 5h;

DOI:10.1134/S1070428006080124

Reference yield: 80.0%

5-nitroisoindoline (46053-72-9) + di-tert-butyl dicarbonate (24424-99-5) → tert-butyl 5-nitroisoindoline-2-carboxylate (400727-63-1)

Guidance literature:

In tetrahydrofuran; at 20 ℃; for 2h;

Reference yield:

2,2,2-trifluoro-1-(5-nitroisoindolin-2-yl)ethan-1-one (1059172-96-1) + di-tert-butyl dicarbonate (24424-99-5) → tert-butyl 5-nitroisoindoline-2-carboxylate (400727-63-1)

Guidance literature:

2,2,2-trifluoro-1-(5-nitroisoindolin-2-yl)ethan-1-one; With potassium carbonate; In methanol; water; at 20 ℃; for 0.5h;

di-tert-butyl dicarbonate; In methanol; water; at 20 ℃; for 0.5h;

upstream raw materials:

di-tert-butyl dicarbonate

5-nitroisoindoline

isoindoline

1-(1,3-dihydro-2H-isoindol-2-yl)-2,2,2-trifluoroethanone

Downstream raw materials:

1,1-dimethylethyl 1,3-dihydro-5-[[5-methoxy-6-(4-methylphenyl)-4-pyrimidinyl]amino]-2H-isoindole-2-carboxylate

4-[(2,3-dihydro-1H-isoindol-5-yl)amino]-6-(4-methylphenyl)-5-pyrimidinol

N-[4-(N-Boc-isoindolin-5-yl)amino-4-oxobutyryl]-β-phenyl-β-alanine

N-[4-(N-Boc-isoindolin-5-yl)amino-4-oxobutyryl]-β-phenyl-β-alanine methyl ester