186249-76-3

Basic information

• Product Name: (R,E)-2-methyl-N-(phenylmethylene)-2-propanesulfinamide
• Synonyms: (R,E)-2-methyl-N-(phenylmethylene)-2-propanesulfinamide
• CAS NO: 186249-76-3
• Molecular Weight: 209.312
• Mol File: 186249-76-3.mol
• Article Data: 24

Chemical Properties

• CAS DataBase Reference: (R,E)-2-methyl-N-(phenylmethylene)-2-propanesulfinamide(CAS DataBase Reference)
• NIST Chemistry Reference: (R,E)-2-methyl-N-(phenylmethylene)-2-propanesulfinamide(186249-76-3)
• EPA Substance Registry System: (R,E)-2-methyl-N-(phenylmethylene)-2-propanesulfinamide(186249-76-3)

Safety Data

• Hazardous Substances Data: 186249-76-3(Hazardous Substances Data)

Upstream product

• 100-52-7 benzaldehyde 
• 196929-78-9 (R)-2-methylpropane-2-sulfinamide 
• 159263-57-7 (R)-3-deoxy-1,2:5,6-di-O-isopropylidene-α-D-glucofuranos-3-yl tert-butanesulfinate 
• 1279696-96-6 (2R,4S)-3-[(4-methylphenyl)sulfonyl]-4-(phenylmethyl)-1,2,3-oxathiazolidine 2-oxide 
• 677-22-5 tert-butylmagnesium chloride 
• 4039-32-1 lithium hexamethyldisilazane 
• 31562-43-3 tert-butylsulfinyl chloride 

Downstream Products

• 19068-33-8 (R)-1-phenylpropan-1-amine hydrochloride 
• 19146-52-2 (1S)-1-phenylpropan-1-amine hydrochloride 
• 451503-20-1 (R_S,S)-(1-phenyl-1-(4-trifluoromethylphenyl)methyl)-2-methylpropanesulfinamide 
• 870074-85-4 2-Methyl-propane-2-sulfinic acid ((1S,2R)-2-hydroxy-3,3-dimethyl-1-phenyl-butyl)-amide 
• 1021167-03-2 (R(S),2S,3S,1'S)-N-(tert-butylsulfinyl)-2-(aminophenylmethyl)-3-ethylcyclohexanone 
• 1021167-04-3 (R(S),2R,3R,1'S)-N-(tert-butylsulfinyl)-2-(aminophenylmethyl)-3-ethylcyclohexanone 
• 1021167-09-8 (R(S),2S,3S,1'S)-N-(tert-butylsulfinyl)-2-(aminophenylmethyl)-3-ethylcycloheptanone 
• 196929-90-5 (R_S)-2-methyl-N-((R)-1-phenylpropyl)propane-2-sulfinamide 
• 3789-59-1 (R)-1-phenylpropylamine 
• 2941-20-0 1-phenylpropylamine 
• 6668-27-5 (R)-2-methyl-1-phenylpropylamine 
• 6668-27-5 (S)-2-methyl-1-phenylpropane-1-amine 

Relevant articles and documents

Synthesis of enantiomerically pure N-tert-butanesulfinyl imines (tert- butanesulfinimines) by the direct condensation of tert-butanesulfinamide with aldehydes and ketones

Experimental details for the first general methods for the one-step preparation of N-tert-butanesulfinyl imines (tert-butanesulfinimines) (2) from aldehydes and ketones is described. To effect the condensations of tert- butanesulfinamide (1) with aldehydes, the Lewis acidic dehydrating agents MgSO4, CuSO4, or Ti(OEt)4 are employed. Aldehyde condensations mediated by MgSO4 proceed in high yields (84-96%) when an excess of aldehyde is used. In contrast, only a slight excess of aldehyde (1.1 equiv) relative to tert- butanesulfinamide provides sulfinimines in high yields when the more Lewis acidic dehydrating agent CuSO4 is used. The CuSO4-mediated procedure is effective for a wide range of aldehydes, including sterically demanding aldehydes, such as isobutyraldehyde (90%), and electron-rich aldehydes, such as p-anisaldehyde (81%). The still more Lewis acidic Ti(OEt)4 and TI(O-i- Pr)4 also afford N-tert-butanesulfinyl aldimines from especially unreactive aldehydes, such as pivaldehyde (82%). In addition, Ti(OEt)4 is effective for the condensation of 1 with ketones to afford a wide range of N-tert- butanesulfinyl ketimines in good yields (77-91%). For sulfinyl ketimines derived from methyl or n-alkyl phenyl ketones and methyl or n-alkyl isopropyl ketones, only the E isomer is detected by 1H and 13C NMR in CDCl3. For those cases where the difference in steric demand about the imine is very small, such as for 2-hexanone, high E/Z ratios are still observed (5:1).

COVALENT RAS INHIBITORS AND USES THEREOF

The disclosure features compounds, or pharmaceutically acceptable salts thereof, alone and in combination with other therapeutic agents, pharmaceutical compositions, and protein conjugates thereof, capable of modulating biological processes including Ras, and their uses in the treatment of cancers.

Design and Synthesis of TY-Phos and Application in Palladium-Catalyzed Enantioselective Fluoroarylation of gem-Difluoroalkenes

The first example of highly enantioselective fluoroarylation of gem-difluoroalkenes with aryl halides is presented by using a new chiral sulfinamide phosphine (Sadphos) type ligand TY-Phos. N-Me-TY-Phos can be easily synthesized on a gram scale from readily available starting materials in three steps. Salient features of this work including readily available starting materials, good yields, high enantioselectivities as well as broad substrate scope make this approach very practical and attractive. Notably, the asymmetric synthesis of an analogue of a biologically active molecule is also reported.