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464015

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

Name: (<I>S</I>)-(+)-2-Benzyl-1-(<I>p</I>-tolylsulfonyl)aziridine
Brand: ALDRICH

98%

Synonym(s):

(S)-2-Benzyl-1-tosylaziridine

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About This Item

Empirical Formula (Hill Notation):

C₁₆H₁₇NO₂S

CAS Number:

62596-64-9

Molecular Weight:

287.38

NACRES:

NA.22

PubChem Substance ID:

24870129

UNSPSC Code:

12352005

MDL number:

MFCD00799479

Assay:

98%

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Properties

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

Description

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

GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number

00619JJ

08201DR

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First evaluation of organotellurium derivatives as carbonic anhydrase I, II, IV, VII and IX inhibitors

Angeli A, et al.

Bioorganic Chemistry, 76(17), 268-272 (2018)

Stereochemical studies. 44. Exploitation of the new synthetic scheme for chiral additives usable in asymmetric syntheses. Novel syntheses of optically active. GAMMA.-amino acids and pyrrolidines from L-a-amino acids.

Tseng CC, et al.

Chemical & Pharmaceutical Bulletin, 25(1), 29-40 (1977)

Ring opening of aziridines with ortho-bromophenyl metal reagents: synthesis of 2-substituted indolines

Michaelis DJ and Dineen TA

Tetrahedron Letters, 50(17), 1920-1923 (2009)

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Global Trade Item Number

SKU	GTIN
464015-5G	04061832904610
464015-1G	04061826063675