(S)-(-)-2-Methyl-2-propanesulfinamide (343338-28-3)

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(S)-(-)-2-Methyl-2-propanesulfinamide (343338-28-3) – APICMO video

(S)-(-)-2-Methyl-2-propanesulfinamide,CAS 343338-28-3, may be used to develop benzofuran-based farnesyltransferase inhibitors as anti-cancer agents.It may also be used to prepare (20E)-N-[t-butyl-(S)-sulfinyl]-3β-(t-butyldimethylsilyloxy)-pregn-5-en-20-imine, an intermediate for the preparation of androgen receptor antagonists.

(S)-(-)-2-Methyl-2-propanesulfinamide can be readily transformed into P,N-sulfinyl imine ligands through condensation with aldehydes and ketones, which can undergo iridium-catalyzed asymmetric hydrogenation of olefins.

Chiral auxiliary used in an asymmetric preparation of trifluoroethylamines by conversion of trifluoroacetaldehyde to a chiral imine followed by treatment with an aryl lithium and acidic methanolysis.

(S)-(-)-2-Methyl-2-propanesulfinamide is used in reaction. It is also employed as a reagent for synthesizing chiral amines. It acts as a chiral auxiliary used in an asymmetric synthesis of trifluoroethylamines by conversion of trifluoroacetaldehyde to a chiral imine. It is also involved in the transformation of P,N-sulfinyl imine ligands through condensation with aldehydes and ketones, which can undergo iridium-catalyzed asymmetric hydrogenation of olefins. Further, it serves as a reagent for the preparation of chemicals and pharmaceutical intermediates.

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(S)-(-)-2-Methyl-2-propanesulfinamide (343338-28-3) Specifications

CAS 343338-28-3
CAS Min % 95%
CAS Max % 100%
MDL Number MFCD05861480
InChI Key CESUXLKAADQNTB-ZETCQYMHSA-N
Chemical Name or Material (S)-(-)-2-Methyl-2-propanesulfinamide
Infrared Spectrum Authentic
Physical Form solid
Packaging Glass bottle
Molecular Formula C4H11NOS
Molecular Weight (g/mol) 121.20
SMILES
Color White to off-white
Melting Point 97-101 °C
Assay 97%

 

(S)-(-)-2-Methyl-2-propanesulfinamide (343338-28-3) Safety and HandlingAPICMO hazard icons

(343338-28-3) GHS H Statement

  • Harmful if swallowed
  • Causes skin irritation
  • Causes serious eye irritation
  • May cause respiratory irritation

(S)-(-)-2-Methyl-2-propanesulfinamide GHS P Statement

  • Avoid breathing dust/fume/gas/mist/vapors/spray.
  • Wash … thoroughly after handling.
  • Do not eat, drink or smoke when using this product.
  • Use only outdoors or in a well-ventilated area.
  • IF SWALLOWED:Call a POISON CENTER or doctor

WARNING: The information provided on this web site was developed in compliance with European Union (EU) regulations and is correct to the best of our knowledge, information and belief at the date of its publication. The information given is designed only as a guide for safe handling and use. It is not to be considered as either a warranty or quality specification.

(S)-(-)-2-Methyl-2-propanesulfinamide (343338-28-3) Articles

Mechanochemical synthesis of N-tert-butanesulfinyl imines under metal-free conditions

A simple and convenient mechanochemical method for the condensation of aldehydes with tert-butanesulfinamide using catalytic amounts of iodine under metal- and solvent-free conditions is described.

Tetrahedron 2018 vol. 74 # 25 p. 3101 – 3106

An Efficient and Practical Method for the Enantioselective Synthesis of Tertiary Trifluoromethyl Carbinols

An efficient sulfinamide/olefin based chiral ligand, MetSulfolefin, has been developed for the enantioselective rhodium-catalysed addition of aryl-boronic acids to trifluoromethyl ketones. This shelf-stable ligand is insensitive to air, oxygen and moisture, and it is obtained in only two high yielding steps from cheap commercially available (R)-tert-butanesulfinamide.

Advanced Synthesis and Catalysis 2018 vol. 360 # 6 p. 1273 – 1279

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