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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-TOLUENESULFONAMIDE
  • N-BOC-P-TOLUENESULFONAMIDE
  • 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
CAS:
18303-04-3
MF:
C12H17NO4S
MW:
271.33
Product Categories:
  • Amination
  • Synthetic Organic Chemistry
  • Nitrogen Compounds
  • Organic Building Blocks
  • Protected Amines
Mol File:
18303-04-3.mol
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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
InChIKey
DUTLOVSBVBGNDM-UHFFFAOYSA-N
CAS DataBase Reference
18303-04-3
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Safety Information

Safety Statements 
24/25
WGK Germany 
3
HS Code 
29350090

MSDS

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

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.

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