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Merck
CN

464015

(S)-(+)-2-Benzyl-1-(p-tolylsulfonyl)aziridine

98%

Synonym(s):

(S)-2-Benzyl-1-tosylaziridine

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About This Item

Empirical Formula (Hill Notation):
C16H17NO2S
CAS Number:
Molecular Weight:
287.38
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352005
MDL number:
Assay:
98%
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assay

98%

optical activity

[α]20/D +8.8°, c = 1.3 in toluene

mp

92-94 °C (lit.)

functional group

phenyl, sulfonamide

SMILES string

Cc1ccc(cc1)S(=O)(=O)N2C[C@@H]2Cc3ccccc3

InChI

1S/C16H17NO2S/c1-13-7-9-16(10-8-13)20(18,19)17-12-15(17)11-14-5-3-2-4-6-14/h2-10,15H,11-12H2,1H3/t15-,17?/m0/s1

InChI key

ISURUORMAKCTFF-MYJWUSKBSA-N

Application

(S)-(+)-2-Benzyl-1-(p-tolylsulfonyl)aziridine can be used:
  • To prepare tert-butyl(S)-6-((4-methylphenyl)sulfonamido)-3-oxo-7-phenylheptanoate, an intermediate for the synthesis of substituted octahydroindoles.
  • In the preparation of ortho-bromo phenethylamine products, which are further used to synthesize chiral 2-substituted indolines.
  • In the synthesis of β-aryltelluro amines as potent carbonic anhydrase inhibitors.

(S)-(+)-2-Benzyl-1-(p-tolylsulfonyl)aziridine may be used in the preparation of (R)-ethyl (5-benzyl-2-oxo-1-tosyl)pyrrolidine-3-carboxylate by reacting with diethyl potassiomalonate.


pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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