N-Boc-2-nitrobenzenesulfonamide

Base Information

• Chemical Name: N-Boc-2-nitrobenzenesulfonamide
• CAS No.: 198572-71-3
• Molecular Formula: C11H14N2O6S
• Molecular Weight: 302.308
• Hs Code.: 2935009090
• DSSTox Substance ID: DTXSID30456738
• Nikkaji Number: J1.184.696C
• Wikidata: Q72450192
• Mol file: 198572-71-3.mol

Synonyms:198572-71-3;N-Boc-2-nitrobenzenesulfonamide;N-(tert-Butoxycarbonyl)-2-nitrobenzenesulfonamide;tert-Butyl (2-nitrophenyl)sulfonylcarbamate;Tert-butyl N-(2-nitrophenyl)sulfonylcarbamate;Carbamic acid, [(2-nitrophenyl)sulfonyl]-, 1,1-dimethylethyl ester;tert-butyl [(2-nitrophenyl)sulfonyl]carbamate;tert-Butyl ((2-nitrophenyl)sulfonyl)carbamate;SCHEMBL1007487;DTXSID30456738;WAYBGHIVTXTUCZ-UHFFFAOYSA-N;MFCD06796217;AKOS015838171;tert-butyl 2-nitrophenylsulfonylcarbamate;AS-19365;tert-butyl 2-nitrophenylsulfonyl-carbamate;tert-Butyl(2-nitrophenyl)sulfonylcarbamate;B2303;CS-0119869;FT-0697934;A879968;N-tert-butyloxycarbonyl-2-nitrobenzenesulfonamide;J-012832;Carbamic acid, N-[(2-nitrophenyl)sulfonyl]-, 1,1-dimethylethyl ester

Chemical Property of N-Boc-2-nitrobenzenesulfonamide

Chemical Property:

• Melting Point: approximate 147℃(dec.)
• Refractive Index: 1.547
• PKA: 3.32±0.10(Predicted)
• PSA: 126.67000
• Density: 1.365g/cm³
• LogP: 3.80310
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 302.05725734
• Heavy Atom Count: 20
• Complexity: 471

Purity/Quality:

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

N-Boc-2-nitrobenzenesulfonamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of N-Boc-2-nitrobenzenesulfonamide

There total 2 articles about N-Boc-2-nitrobenzenesulfonamide 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%

di-tert-butyl dicarbonate (24424-99-5) + 2-Nitrobenzenesulfonamide (5455-59-4) → N-(tert-butoxycarbonyl)-2-nitrobenzenesulfonamide (198572-71-3)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 20 ℃; Inert atmosphere;

DOI:10.1039/c9ob01348b

Reference yield:

tert-butyl carbazate (4248-19-5) + 2-Nitrobenzenesulfonyl chloride (1694-92-4) → N-(tert-butoxycarbonyl)-2-nitrobenzenesulfonamide (198572-71-3)

Guidance literature:

With pyridine;

DOI:10.1002/open.202100147

Reference yield: 98.0%

3-(2-hydroxyethyl)-7-methoxybenzo[b]furan-4-carbaldehyde + N-(tert-butoxycarbonyl)-2-nitrobenzenesulfonamide (198572-71-3) → tert-butyl [2-(4-formyl-7-methoxybenzo[b]furan-3-yl)ethyl][(2-nitrophenyl)sulfonyl]carbamate

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In benzene; at 20 ℃; for 3h; Inert atmosphere;

DOI:10.1055/s-0036-1589147

upstream raw materials:

di-tert-butyl dicarbonate

2-Nitrobenzenesulfonamide

tert-butyl carbazate

2-Nitrobenzenesulfonyl chloride

Downstream raw materials:

N-tert-Butoxycarbonyl-2-aminobenzenesulfonamide

4-[N-(tert-butoxycarbonyl)-2-nitrobenzenesulfonamido]cyclopentene

C₁₈H₂₈N₂O₆S

(R)-N-Boc-N-o-nitrobenzenesulfonylalanine ethyl ester

Refernces

• 1、 Balijepalli, Anant S.,Sabatelle, Robert C.,Chen, Mingfu,Suki, Bela,Grinstaff, Mark W.. "A Synthetic Bioinspired Carbohydrate Polymer with Mucoadhesive Properties". supporting information. p. 704 - 710. Retrieved 2019/12/11.
• 2、 Barbazanges, Marion,Auge, Mylene,Moussa, Jamal,Amouri, Hani,Aubert, Corinne,Desmarets, Christophe,Fensterbank, Louis,Gandon, Vincent,Malacria, Max,Ollivier, Cyril. "Enantioselective IrI-catalyzed carbocyclization of 1,6-enynes by the chiral counterion strategy". experimental part. p. 13789 - 13794. Retrieved 2012/01/06.