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安全信息

464015

Sigma-Aldrich

(S)-(+)-2-苄基-1-(对甲苯磺酰基)氮丙啶

98%

别名:

(S)-2-Benzyl-1-tosylaziridine

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About This Item

经验公式（希尔记法）:
C16H17NO2S
CAS号:
62596-64-9
分子量:
287.38
MDL编号:
MFCD00799479
UNSPSC代码:
12352005
PubChem化学物质编号:
24870129
NACRES:
NA.22

方案

98%

旋光性

[α]20/D +8.8°, c = 1.3 in toluene

mp

92-94 °C (lit.)

官能团

phenyl
sulfonamide

SMILES字符串

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

应用

(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.

象形图

Exclamation mark
GHS07

警示用语：

Warning

危险声明

H302

危险分类

Acute Tox. 4 Oral

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

法规信息

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分析证书(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)
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)
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)
Asymmetric Synthesis of Octahydroindoles via a Domino Robinson Annulation/5-Endo Intramolecular Aza-Michael Reaction
Parra C, et al.
The Journal of Organic Chemistry, 81(21), 10172-10179 (2016)

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