146374-27-8 | 2-Methyl-2-propanesulfinamide

Packsize	Purity	Availability	Price	Discounted Price
1g	98%	in stock	$8.00	$5.00
5g	98%	in stock	$10.00	$7.00
10g	95%	in stock	$13.00	$10.00
25g	95%	in stock	$28.00	$20.00
50g	98%	in stock	$48.00	$33.00
100g	98%	in stock	$60.00	$42.00
500g	98%	in stock	$299.00	$209.00

Description

• Catalog Number: AI36355
• Chemical Name: 2-Methyl-2-propanesulfinamide
• CAS Number: 146374-27-8
• Molecular Formula: C4H11NOS
• Molecular Weight: 121.2012
• MDL Number: MFCD01863616
• SMILES: CC(S(=O)N)(C)C

Computed Properties

• Complexity: 84.2
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 7
• Hydrogen Bond Acceptor Count: 3
• Hydrogen Bond Donor Count: 1
• Rotatable Bond Count: 1
• Undefined Atom Stereocenter Count: 1

Literature

• Chiral sulfur compounds studied by Raman optical activity: tert-butanesulfinamide and its precursor tert-butyl tert-butanethiosulfinate.

  Chirality 20120901

• Microwave-assisted solvent-free synthesis of enantiomerically pure N-(tert-butylsulfinyl)imines.

  The Journal of organic chemistry 20120706

• The enantiomers of epiboxidine and of two related analogs: synthesis and estimation of their binding affinity at α4β2 and α7 neuronal nicotinic acetylcholine receptors.

  Chirality 20120701

• Palladium-catalyzed C-N cross coupling of sulfinamides and aryl halides.

  The Journal of organic chemistry 20120504

• Lewis acid promoted highly diastereoselective Petasis Borono-Mannich reaction: efficient synthesis of optically active β,γ-unsaturated α-amino acids.

  Organic letters 20120420

• Stereoselective synthesis of novel pyrazole derivatives using tert-butansulfonamide as a chiral auxiliary.

  Organic & biomolecular chemistry 20120407

• Stereoselective synthesis of cis-2,5-disubstituted pyrrolidines via Wacker-type aerobic oxidative cyclization of alkenes with tert-butanesulfinamide nucleophiles.

  Organic letters 20120302

• Chiral N-tert-butanesulfinyl α,β-unsaturated ketimine: a simple and highly effective olefin/sulfinimide hybrid ligand for asymmetric 1,4-additions.

  Organic & biomolecular chemistry 20110907

• Synthesis of β,γ-dihydroxyhomotyrosines by a tandem Petasis-asymmetric dihydroxylation approach.

  Organic letters 20110603

• Thermal rearrangement of tert-butylsulfinamide.

  Beilstein journal of organic chemistry 20110101

• Stereoselective α-aminoallylation of aldehydes with chiral tert-butanesulfinamides and allyl bromides.

  The Journal of organic chemistry 20100917

• Synthesis and applications of tert-butanesulfinamide.

  Chemical reviews 20100609

• The tert-butylsulfinamide lynchpin in transition-metal-mediated multiscaffold library synthesis.

  Organic letters 20100507

• Discovery of 4-amino-1-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperidine-4-carboxamides as selective, orally active inhibitors of protein kinase B (Akt).

  Journal of medicinal chemistry 20100311

• Asymmetric synthesis of alpha-alkylated N-sulfinyl imidates as new chiral building blocks.

  The Journal of organic chemistry 20090515

• General one-pot method for the preparation of N-tert-butanesulfinylamine diastereomer mixtures as standards for stereoselectivity determinations.

  The Journal of organic chemistry 20090501

• Highly stereoselective methylene transfers onto butanediacetal-protected chiral non-racemic sulfinyl imines using S-ylide technology.

  Chemical communications (Cambridge, England) 20090414

• Recycling the tert-butanesulfinyl group in the synthesis of amines using tert-butanesulfinamide.

  The Journal of organic chemistry 20090403

• A scalable synthesis of an azabicyclooctanyl derivative, a novel DPP-4 inhibitor.

  The Journal of organic chemistry 20081121

• Sequential C-Si bond formations from diphenylsilane: application to silanediol peptide isostere precursors.

  Journal of the American Chemical Society 20081001

• An advance on exploring N-tert-butanesulfinyl imines in asymmetric synthesis of chiral amines.

  Accounts of chemical research 20080701

• Expedient synthesis of N-methyl tubulysin analogues with high cytotoxicity.

  The Journal of organic chemistry 20080620

• An efficient and versatile approach for optical resolution of C2-symmetric axially chiral biaryl dials. Synthesis of enantiopure biaryl-derived cyclic trans-1,2-diols.

  Organic letters 20080320

• Chiroptical spectroscopic determination of molecular structures of chiral sulfinamides: t-butanesulfinamide.

  The journal of physical chemistry. A 20071101

• One-pot asymmetric synthesis of either diastereomer of tert-butanesulfinyl-protected amines from ketones.

  The Journal of organic chemistry 20070119

• The total synthesis of tubulysin D.

  Journal of the American Chemical Society 20061220

• Practical asymmetric synthesis of alpha-branched 2-piperazinylbenzylamines by 1,2-additions of organometallic reagents to N-tert-butanesulfinyl imines.

  The Journal of organic chemistry 20051028

• A rapid and general method for the asymmetric synthesis of 2-substituted pyrrolidines using tert-butanesulfinamide.

  Organic & biomolecular chemistry 20050607

• Highly stereoselective addition of organometallic reagents to N-tert-butanesulfinyl imines derived from 3- and 4-substituted cyclohexanones.

  Organic letters 20040513

• Improved synthesis of tert-butanesulfinamide suitable for large-scale production.

  Organic letters 20030417

• N-tert-butanesulfinyl imines: versatile intermediates for the asymmetric synthesis of amines.

  Accounts of chemical research 20021101