513210

(S)-(−)-2-Methyl-2-propanesulfinamide

97%

• Synonym(s): (S)-(-)-tert-Butanesulfinamide, (S)-(-)-tert-Butyl sulfinamide, (S)-2-Methyl-2-propanesulfinamide, (S)-tert-Butanesulfinamide, (S)-tert-Butylsulfinamide
• Linear Formula: (CH₃)₃CS(O)NH₂
• CAS Number: 343338-28-3
• Molecular Weight: 121.20
• MDL number: MFCD05861480
• UNSPSC Code: 12352111
• PubChem Substance ID: 24873681
• NACRES: NA.22

Properties

• Quality Level: 100
• Assay: 97%
• optical activity: [α]20/D −4.5°, c = 1 in chloroform
• mp: 97-101 °C (lit.)
• storage temp.: 2-8°C
• SMILES string: CC(C)(C)S(N)=O
• InChI: 1S/C4H11NOS/c1-4(2,3)7(5)6/h5H2,1-3H3/t7-/m0/s1
• InChI key: CESUXLKAADQNTB-ZETCQYMHSA-N

Description

Application

Ellman′s Sulfinamides

(S)-(-)-2-Methyl-2-propanesulfinamide 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.

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.

Useful reagent for synthesizing chiral amines.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves