N-(tert-Butoxycarbonyl)-p-toluenesulfonamide - ≥98% , CAS No.18303-04-3

CAS: 18303-04-3 Cat. No.: N159720 Molecular Weight: 271.33

GRADE & PURITY ≥98%

Synonyms

FS-3882 | N-Boc-4-toluenesulfonamide | SCHEMBL497667 | DUTLOVSBVBGNDM-UHFFFAOYSA-N | MFCD00134267 | N-Boc-4-tolylsulfonamide | J-011716 | N-(p-tolylsulfonyl)-carbamic acid tert-butyl ester | tert-Butyl N-(p-tosyl)carbamate | (tert-butoxy)-N-[(4-methylphen

Storage

Room temperature

Shipped In

Normal

Overview

N-(tert-Butoxycarbonyl)-p-toluenesulfonamide is a N-substituted sulphonamide and its reaction with N-trityl L-serine esters under Mitsunobu reaction conditions is reported. It can be directly coupled with primary, secondary and allylic alcohols under Mitsunobu conditions to afford various sulfonyl-protected amines.
N-(tert-Butoxycarbonyl)-p-toluenesulfonamide may be used in the preparation of enyne amide, precursor for Pauson-Khand reaction.

Specifications

Synonyms

FS-3882 | N-Boc-4-toluenesulfonamide | SCHEMBL497667 | DUTLOVSBVBGNDM-UHFFFAOYSA-N | MFCD00134267 | N-Boc-4-tolylsulfonamide | J-011716 | N-(p-tolylsulfonyl)-carbamic acid tert-butyl ester | tert-Butyl N-(p-tosyl)carbamate | (tert-butoxy)-N-[(4-methylphen

Specifications & Purity

≥98%

Storage

Room temperature

Shipped In

Normal

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 488191090
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488191090
• Canonical Smiles: CC1=CC=C(C=C1)S(=O)(=O)NC(=O)OC(C)(C)C
• IUPAC Name: tert-butyl N-(4-methylphenyl)sulfonylcarbamate
• InChIKey: DUTLOVSBVBGNDM-UHFFFAOYSA-N
• INCHI: 1S/C12H17NO4S/c1-9-5-7-10(8-6-9)18(15,16)13-11(14)17-12(2,3)4/h5-8H,1-4H3,(H,13,14)
• Isomeric SMILES: CC1=CC=C(C=C1)S(=O)(=O)NC(=O)OC(C)(C)C
• WGK Germany: 3
• Molecular Weight: 271.33
• Reaxy-Rn: 2858665
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2858665&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Benzene and substituted derivatives
      • Subclass Benzenesulfonamides

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Benzenesulfonamides
• Intermediate Tree Nodes: Not available
• Direct Parent: Benzenesulfonamides
• Alternative Parents: Tosyl compounds Benzenesulfonyl compounds Organosulfonic acids and derivatives Aminosulfonyl compounds Organic carbonic acids and derivatives Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Benzenesulfonamide - Tosyl compound - Benzenesulfonyl group - Toluene - Organic sulfonic acid or derivatives - Organosulfonic acid or derivatives - Sulfonyl - Aminosulfonyl compound - Carbonic acid derivative - Organic nitrogen compound - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organosulfur compound - Organooxygen compound - Organonitrogen compound - Organic oxygen compound - Carbonyl group - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as benzenesulfonamides. These are organic compounds containing a sulfonamide group that is S-linked to a benzene ring.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Melt Point(°C): 121-123°C
• Molecular Weight: 271.330 g/mol
• XLogP3: 2.500
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 271.088 Da
• Monoisotopic Mass: 271.088 Da
• Topological Polar Surface Area: 80.900 Ų
• Heavy Atom Count: 18
• Formal Charge: 0
• Complexity: 383.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Yuling Li, Weiran Zhao, Xiang Xiang, YunLei Hu, Xiaoqiang Zhang, Wenjian Sun, Xiaoxuan Liu.  (2025)  Untargeted Lipidomic Deep-Profiling of Human Plasma via High-Performance Aza-Prilezhaev Aziridination-LC-MS: Unraveling C=C Isomeric Signatures of Charcot-Marie-Tooth Disease.  ANALYTICA CHIMICA ACTA,      [PMID:40825640] [10.1016/j.aca.2025.344428]