910910-08-6

Basic information

• Product Name: (S)-(E)-2-methyl-N-(1-phenylethylidene)propane-2-sulfinamide
• Synonyms: (S)-(E)-2-methyl-N-(1-phenylethylidene)propane-2-sulfinamide
• CAS NO: 910910-08-6
• Molecular Weight: 223.339
• Mol File: 910910-08-6.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: (S)-(E)-2-methyl-N-(1-phenylethylidene)propane-2-sulfinamide(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-(E)-2-methyl-N-(1-phenylethylidene)propane-2-sulfinamide(910910-08-6)
• EPA Substance Registry System: (S)-(E)-2-methyl-N-(1-phenylethylidene)propane-2-sulfinamide(910910-08-6)

Safety Data

• Hazardous Substances Data: 910910-08-6(Hazardous Substances Data)

Upstream product

• 98-86-2 acetophenone 
• 343338-28-3 (S)-2-methylpropane-2-sulfinamide 

Downstream Products

• 1360097-61-5 (S)-2-methyl-N-((R)-2-phenylpent-4-en-2-yl)propane-2-sulfinamide 

Relevant articles and documents

Enantioselective Synthesis of α-Allyl Amino Esters via Hydrogen-Bond-Donor Catalysis

We report a chiral-squaramide-catalyzed enantio- and diastereoselective synthesis of α-allyl amino esters. The optimized protocol provides access to N-carbamoyl-protected amino esters via nucleophilic allylation of readily accessible α-chloro glycinates. A variety of useful α-allyl amino esters were prepared, including crotylated products bearing vicinal stereocenters that are inaccessible through enolate alkylation, with high enantioselectivity (up to 97% ee) and diastereoselectivity (>10:1). The reactions display first-order kinetic dependence on both the α-chloro glycinate and the nucleophile, consistent with rate-limiting C-C bond formation. Computational analysis of the uncatalyzed reaction predicts an energetically inaccessible iminium intermediate, and a lower energy concerted SN2 mechanism.

Synthesis of enantiomerically pure aryl, hetero aryl and alkyl sulfinimides catalyzed by recyclable tungstophosphoric acid

A simple and efficient procedure was developed for the preparation of a variety of aryl, hetero aryl and alkyl N-sulfinylimines (2b-2u) with excellent yields (85–94%) using tungstophosphoric acid as catalyst. Also, this new synthetic protocol features hig

Diastereoselective indium-mediated allylation of N-tert-butanesulfinyl ketimines: Easy access to asymmetric quaternary stereocenters bearing nitrogen atoms

Indium-mediated allylation of N-tert-butanesulfinyl ketimines afforded in high yields and diastereoselectivities homoallylic amine derivatives with the nitrogen atom bonded to a quaternary stereocenter. The Royal Society of Chemistry 2012.