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N-(tert-Butoxycarbonyl)-p-toluenesulfonamide

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N-(tert-Butoxycarbonyl)-p-toluenesulfonamide Basic information
Product Name:N-(tert-Butoxycarbonyl)-p-toluenesulfonamide
Synonyms:LABOTEST-BB LT00453242;N-(tert-Butoxycarbonyl-p-tolunesulfonamide;(tert-Butoxycarbonyl)tosylamine;N-(p-Tolylsulfonyl)carbamic acid tert-butyl ester;N-Tosylcarbamic acid tert-butyl ester;Tosylcarbamic acid tert-butyl ester;N-Boc-toluenesulfonamide;tert-Butyl N-(p-tosyl)carbamate
CAS:18303-04-3
MF:C12H17NO4S
MW:271.33
EINECS:
Product Categories:Amination;Synthetic Organic Chemistry;Nitrogen Compounds;Organic Building Blocks;Protected Amines
Mol File:18303-04-3.mol
N-(tert-Butoxycarbonyl)-p-toluenesulfonamide Structure
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
pka4.84±0.10(Predicted)
form powder to crystal
color White to Almost white
InChIInChI=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)
InChIKeyDUTLOVSBVBGNDM-UHFFFAOYSA-N
SMILESC(OC(C)(C)C)(=O)NS(C1=CC=C(C)C=C1)(=O)=O
CAS DataBase Reference18303-04-3
Safety Information
Safety Statements 24/25
WGK Germany 3
HS Code 29350090
Storage Class10 - Combustible liquids
MSDS Information
ProviderLanguage
SigmaAldrich English
N-(tert-Butoxycarbonyl)-p-toluenesulfonamide Usage And Synthesis
DescriptionN-(TERT-BUTOXYCARBONYL)-P-TOLUENESULFONAMIDE is an useful component in Mitsunobu reactions for the direct preparation of protected amines from alcohols.
UsesN-(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 DescriptionN-(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.
storageN-(TERT-BUTOXYCARBONYL)-P-TOLUENESULFONAMIDE can be stored for extended periods of time in an amber  bottle at rt.
N-(tert-Butoxycarbonyl)-p-toluenesulfonamide Preparation Products And Raw materials
Tag:N-(tert-Butoxycarbonyl)-p-toluenesulfonamide(18303-04-3) Related Product Information
2-Azido-1,3-diMethyliMidazoliniuM Hexafluorophosphate N-(4-Bromo-2-butynyl)-N-(tert-butyloxycarbonyl)(4-methylphenyl)sulfonamide N-(tert-Butoxycarbonyl)-p-toluenesulfonamide N-(Phenylsulfonyl)-carbamic acid methyl ester Toluenesulfonamide methyl tosylcarbamate Ethyl N-(4-methylphenyl)sulfonylcarbamate