N-(TERT-BUTOXYCARBONYL)-P-TOLUENESULFONAMIDE Chemical Properties

Melting point:

121-123 °C(lit.)

Density 

1.201±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

solubility 

chloroform: soluble25mg/mL, clear, colorless

form 

powder to crystal

pka

4.84±0.10(Predicted)

color 

White to Almost white

InChI

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)

InChIKey

DUTLOVSBVBGNDM-UHFFFAOYSA-N

SMILES

C(OC(C)(C)C)(=O)NS(C1=CC=C(C)C=C1)(=O)=O

CAS DataBase Reference

18303-04-3

Safety Information

Safety Statements 

24/25

WGK Germany 

3

HS Code 

29350090

MSDS

• Language:English Provider:SigmaAldrich

N-(TERT-BUTOXYCARBONYL)-P-TOLUENESULFONAMIDE Usage And Synthesis

Description

N-(TERT-BUTOXYCARBONYL)-P-TOLUENESULFONAMIDE is an useful component in Mitsunobu reactions for the direct preparation of protected amines from alcohols.

Uses

N-(tert-Butoxycarbonyl)-p-toluenesulfonamide may be used in the preparation of enyne amide, precursor for Pauson-Khand reaction.

Synthesis Reference(s)

Tetrahedron Letters, 35, p. 379, 1994 DOI: 10.1016/0040-4039(94)85058-5

General Description

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.

storage

N-(TERT-BUTOXYCARBONYL)-P-TOLUENESULFONAMIDE can be stored for extended periods of time in an amber  bottle at rt.

N-(TERT-BUTOXYCARBONYL)-P-TOLUENESULFONAMIDE(18303-04-3)Related Product Information

• 2-Azido-1,3-diMethyliMidazoliniuM Hexafluorophosphate
• Toluenesulfonamide
• N-(4-BROMO-2-BUTYNYL)-N-(TERT-BUTYLOXYCARBONYL)(4-METHYLPHENYL)SULFONAMIDE
• N-(PHENYLSULFONYL)-CARBAMIC ACID METHYL ESTER
• methyl tosylcarbamate
• Ethyl N-(4-methylphenyl)sulfonylcarbamate
• N-(TERT-BUTOXYCARBONYL)-P-TOLUENESULFONAMIDE