380687

Sigma-Aldrich

N,N-Bis2-(p-tolylsulfonyloxy)ethyl-p-toluenesulfonamide

97%

Synonym(s):
N,O,O′-Tritosyldiethanolamine, N,N-Bis2-(tosyloxy)ethyl-p-toluenesulfonamide
Linear Formula:
CH3C6H4SO2N(CH2CH2OSO2C6H4CH3)2
CAS Number:
Molecular Weight:
567.69
Beilstein/REAXYS Number:
2406580
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22
Pricing and availability is not currently available.

Quality Level

assay

97%

mp

92-98 °C (lit.)

SMILES string

Cc1ccc(cc1)S(=O)(=O)OCCN(CCOS(=O)(=O)c2ccc(C)cc2)S(=O)(=O)c3ccc(C)cc3

InChI

1S/C25H29NO8S3/c1-20-4-10-23(11-5-20)35(27,28)26(16-18-33-36(29,30)24-12-6-21(2)7-13-24)17-19-34-37(31,32)25-14-8-22(3)9-15-25/h4-15H,16-19H2,1-3H3

InChI key

VJDZYMIEDBLSDT-UHFFFAOYSA-N

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Application

N,N-Bis2-(p-tolylsulfonyloxy)ethyl-p-toluenesulfonamide may be used in the preparation of :
  • 2-(p-benzamidobenzyl)-1,4,7-tris(p-tolylsulfonyl)-1,4,7-triazacyclononane, via reaction with N,N′-bis(p-tolylsulfonyl)-1-(p-benzamidobenzyl)ethylenediamine
  • selectively protected aza-macrocycles
  • carbon-bridged metallacarboranes
  • tetrakis(phosphonomethyl)-substituted cyclododecanes

Packaging

50 g in poly bottle

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Hazard Codes

Xi

Risk Statement

43-53

Safety Statement

24-37-61

RIDADR

NONH for all modes of transport

WGK Germany

WGK 1

Rec. Trav. Chim., 110, 124-124 (1991)
Inorganic Chemistry, 31, 3558-3558 (1992)
The Journal of Organic Chemistry, 56, 4904-4904 (1991)
T J McMurry et al.
Bioconjugate chemistry, 4(3), 236-245 (1993-05-01)
A synthesis of the bifunctional chelator 2-(p-thiocyanatobenzyl)-1,4,7-triazacyclononane-1,4,7-triacetic acid [2-(p-NCS-Bz)-NOTA] is described which illustrates the especial utility of the (4-methoxy-2,3,6-trimethylphenyl)sulfonyl (Mtr) protecting group as an alternative to the p-tolylsulfonyl (Ts) moiety commonly used for Richman-Atkins type cyclizations. Reaction of N,N'-bis(p-tolylsulfonyl)-1-(p-benzamidobenzyl)ethylenediami ne...

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