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

(2 customer reviews)

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

  1. APICMO

    We produce (S)-(-)-2-Methyl-2-propanesulfinamide (343338-28-3) in bulk under cGMP manufacturing standards. This product is available on APICMO contract. It is intended for chemical synthesis, research, and development purposes.

    The chemical structure of (S)-(-)-2-Methyl-2-propanesulfinamide (343338-28-3):

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

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

    (S)-(-)-2-Methyl-2-propanesulfinamide is a chiral compound, which falls in the same category as sulphonamides, building blocks, and chiral compounds.

    This product has several uses including acting as an anti-cancer agent. In the study of cancer treatments, it is useful in developing the inhibitors of benzofuran-based farnesyltransferase. Besides, it acts as an intermediate when preparing (20E)-N-[t-butyl-(S)-sulfinyl]-3β-(t-butyldimethylsilyloxy)-pregn-5-en-20-imine, the primary antagonist of androgen receptors.

    When condensed with ketones and aldehydes via the iridium-catalyzed asymmetric olefins hydrogenation, the (S)-(-)-2-Methyl-2-propanesulfinamide transforms into P,N-sulfinyl imine ligands.

    When preparing trifluoroethylamines, (S)-(-)-2-Methyl-2-propanesulfinamide serves as a chiral auxiliary. The product converts trifluoroacetaldehyde to a chiral imine, before treating with acidic methanolysis and aryl lithium.

    Uses of (S)-(-)-2-Methyl-2-propanesulfinamide

    • Synthesis of chiral amines
    • It is a chiral auxiliary in the asymmetric synthesis of trifluoroethylamines
    • Chemical and pharmaceutical intermediate
    • Transforming P,N-sulfinyl imine ligands via condensation of ketones and aldehydes, for the asymmetric olefin hydrogenation

    343338-28-3 Product Specifications

    Boiling point (˚C) 200.6
    Canonical SMILES CC(C)(C)S(=O)N
    CAS no. 343338-28-3
    Chemical name (S)-(-)-2-Methyl-2-propanesulfinamide
    Density (g/cm3) 1.044
    Flash point (˚C) 75.1
    Hill notation C4H11NOS
    IUPAC name 2-methylpropane-2-sulfinamide
    Melting point (˚C) 97 – 101
    Molecular weight (g/mol) 121.2
    Monoisotopic mass (g/mol) 121.056
    Physical state Solid
    Purity 97%
    Synonyms · (s)-tert-butanesulfinamide
    · (s)-2-methylpropane-2-sulfinamide
    · S-tert-butylsulfinamide
    · (S)-t-butyl sulfinamide
    · (S)-(-)-tert-butanesulfinamide
    · (S)-2-methyl-2-propanesulfinamide
    · (S)-2-methyl-propane-2-sulfinic acid amide

    Physical & Chemical Properties of (S)-(-)-2-Methyl-2-propanesulfinamide

    Appearance

    (S)-(-)-2-Methyl-2-propanesulfinamide (343338-28-3) is an off-white crystalline powder.

    Bonding of (S)-(-)-2-Methyl-2-propanesulfinamide

    Hydrogen bond Donor count – 1
    Acceptor count – 3 units
    Covalent 1
    Rotatable bond 1

    (S)-(-)-2-Methyl-2-propanesulfinamide Computed Properties

    Property Name Property value
    XlogP3-AA 0
    Vapor pressure (mmHg) 0.116
    Undefined Bond Stereocenter Count 0
    Undefined Atom Stereocenter Count 0
    Topological polar surface area  62.3 A^2
    Surface tension (dyne/cm) 49.8
    Refractive index 1.493
    Isotope Atom Count 0
    Heavy Atom Count 7
    Formal Charge 0
    Exact Mass (g/mol) 121.056
    Enthalpy of vaporization 45.64 kJ/mol
    Defined Bond Stereocenter Count 0
    Defined Atom Stereocenter Count 1
    Compound is Canonicalized True
    Complexity 84.2

    The Synthesis Routes of (S)-(-)-2-Methyl-2-propanesulfinamide (343338-28-3)

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

    The Downstream and Precursor Products of (S)-(-)-2-Methyl-2-propanesulfinamide (343338-28-3)

    Downstream

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

    Precursors

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

    (S)-(-)-2-Methyl-2-propanesulfinamide GHS Hazard Statements

    (S)-(-)-2-Methyl-2-propanesulfinamide (343338-28-3) is an irritant. When it gets into the body, it causes some allergic reactions and inflammation of the skin. It is also irritating to the eyes with the probability of permanent eye damage. If swallowed, it is harmful and requires immediate medical attention.

    Safety Measures when Using (S)-(-)-2-Methyl-2-propanesulfinamide (343338-28-3)

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

    Do not use (S)-(-)-2-Methyl-2-propanesulfinamide (343338-28-3) except if you have experience using hazardous chemicals or you’re under a close supervision by a professional.

    Precautionary Statements

    Avoid inhaling the released vapors, fumes, and gases. A sure way to avoid breathing in the dangerous airborne contaminants is through installation of exhaust ventilation and putting on an approved self-contained respirator. Avoid oral consumption of food or drinks, lest you accidentally swallow a chemical. What’s more, use (S)-(-)-2-Methyl-2-propanesulfinamide (343338-28-3) in a fume hood, outdoors, or a well-ventilated space.

    Engineering Controls

    Install a fume chamber in your laboratory. Air cleaning devices and exhaust ventilation will cleanse the air and direct the airborne contaminants away from the user. Consider putting up a convenient eye bath and a safety shower.

    Personal Protection

    Use standard eye shields, rubber footwear, respirator filters, a face mask, and chemical-resistant gloves. Go for type N95 and type P1 equipment, according to the US and the European (EN143) regulations, respectively.

    2. After Use

    After using (S)-(-)-2-Methyl-2-propanesulfinamide (343338-28-3), remove the contaminated gears. Discard the gloves as a chemical waste and wash the clothing before you can reuse. Any untouched chemical ought to be returned to the original storage and locked up.

    3. Storage of (S)-(-)-2-Methyl-2-propanesulfinamide (343338-28-3)

    The ideal storage temperature should not be more than 8°C. Anything beyond this value will make the product unstable. Ensure the package is well-labeled, sealed, and locked up in a secure location.

    Keep (S)-(-)-2-Methyl-2-propanesulfinamide away from flames, heat, or strong oxidants. Under these conditions, the product readily decomposes, evolving harmful substances.

    4. First Aid Measures

    These emergency responses are by no means a final treatment for managing the hazardous nature of (S)-(-)-2-Methyl-2-propanesulfinamide (343338-28-3). It is not a substitute for treating or managing the dangers of the product. Therefore, make an effort to consult a physician in case you continue feeling uncomfortable. Serious cases such as breathing difficulties and toxicity in the digestive tract may require immediate help from a medical expert.

    Ingestion

    Start off by washing the mouth with adequate amounts of water, then take up to three cups of water or milk. If you can’t observe any changes, consult a poison center or a doctor.

    Inhalation

    Move the person to a ventilated space. Ensure the position is comfortable enough to facilitate breathing. You can administer artificial respiration when breathing becomes faint.

    Body Contact

    Eyes

    Rinse the eye by separating the upper eyelid from the lower one using fingers. Keep the eyes open and use clean cold running water.

    Skin

    Remove and wash the soiled clothing right away. Gently rinse the skin with soap and large quantities of running water for not less than 10 minutes.

    5. Accidental Release Measures

    No leaks or spills should be discharged to the environment. Unless in solid state, lift the liquid spillages with an absorbent material like sand. Collect everything in a labelled vessel before disposing of as special waste.

    6. Firefighting Measures

    Protect yourself against potentially harmful fumes by putting on the right breathing equipment. Extinguish the fire using carbon dioxide, alcohol-resistant foam, water spray, or dry chemical powder.

    7. Incompatibilities of (S)-(-)-2-Methyl-2-propanesulfinamide (343338-28-3)

    The product is unstable when exposed to flames, heat, high temperatures, and strong oxidants. Such conditions trigger the decomposition of (S)-(-)-2-Methyl-2-propanesulfinamide into carbon (II) oxide, oxides of nitrogen, and sulphur oxides; all of which, are harmful when breathed in.

    8. 343338-28-3 Chemical Disposal

    Dispose of (S)-(-)-2-Methyl-2-propanesulfinamide (343338-28-3) as special waste. For convenience, get help from a licenced waste disposal company near you. If you are a regular chemical user, it will be more economical and easier to install a chemical incinerator for destroying the hazardous wastes.

    9. Shipping Information

    (S)-(-)-2-Methyl-2-propanesulfinamide is safe for all transport modes including ground, air, and marine.

    Regulatory Info

    Make sure to follow any regulations, standards, and laws governing the usage of (S)-(-)-2-Methyl-2-propanesulfinamide (343338-28-3).

    Technical Details

    At APICMO, we’re honoured to have a scientific panel who excel in material and life sciences, chemical synthesis, chromatography, analytical chemistry, and the related practical research.

    Bulk Ordering and Pricing of (S)-(-)-2-Methyl-2-propanesulfinamide (343338-28-3)

    Are you a research scientist looking for large quantities of (S)-(-)-2-Methyl-2-propanesulfinamide for your synthesis or pharmaceutical applications? Check in with us for some pure quality product. Get yourself an account, view the rating, and contact our receptive customer care to make an order.

    Bibliography

    1. National Centre For Biotechnology Information, US. National Library Of Medicine, PubChem,  (S)-(-)-2-Methyl-2-propanesulfinamide, Sections 1-9.
    2. Kumar Gadamasetti, Tamim Braish, CRC Press, 10 Dec 2007,  Science, Process Chemistry in the Pharmaceutical Industry, Volume 2: Challenges in an Ever Changing Climate, page 34-36.
    3. JOHN WILEY & SONS INC, John Wiley & Sons, 13 Jul 2015 , Science, Organic Syntheses: Collective, Volume 11, page 45-49.

     

  2. Apicmo

    The best (S)-(-)-2-Methyl-2-propanesulfinamide and service i have ever had,Nice experience

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