860640-20-6

Basic information

• Product Name: (R)-1-((R)-2-methyl-propane-2-sulfinyl)-2-phenyl-pyrrolidine
• Synonyms: (R)-1-((R)-2-methyl-propane-2-sulfinyl)-2-phenyl-pyrrolidine
• CAS NO: 860640-20-6
• Molecular Weight: 251.393
• Mol File: 860640-20-6.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: (R)-1-((R)-2-methyl-propane-2-sulfinyl)-2-phenyl-pyrrolidine(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-1-((R)-2-methyl-propane-2-sulfinyl)-2-phenyl-pyrrolidine(860640-20-6)
• EPA Substance Registry System: (R)-1-((R)-2-methyl-propane-2-sulfinyl)-2-phenyl-pyrrolidine(860640-20-6)

Safety Data

• Hazardous Substances Data: 860640-20-6(Hazardous Substances Data)

Upstream product

• 1227798-53-9 C₁₄H₂₂ClNOS 
• 100-58-3 phenylmagnesium bromide 
• 939-52-6 4-chloro-1-phenylbutan-1-one 
• 1227798-49-3 C₁₄H₂₀ClNOS 
• 186249-76-3 (R,E)-2-methyl-N-(phenylmethylene)-2-propanesulfinamide 
• 860640-13-7 2-Methyl-propane-2-sulfinic acid ((R)-3-[1,3]dioxan-2-yl-1-phenyl-propyl)-amide 
• 860640-21-7 (R)-1-((S)-2-methyl-propane-2-sulfinyl)-2-phenyl-pyrrolidine 
• 31562-43-3 tert-butylsulfinyl chloride 
• 56523-47-8 (R)-2-phenylpyrrolidine 

Downstream Products

• 56523-47-8 (R)-2-phenylpyrrolidine 
• 56523-58-1 (R)-2-phenylpyrrolidine hydrochloride 
• 700-91-4 2-phenyl-1-pyrroline 

Relevant articles and documents

Determination of the Absolute Configuration of Cyclic Amines with Bode's Chiral Hydroxamic Esters Using the Competing Enantioselective Conversion Method

The competing enantioselective conversion (CEC) strategy has been extended to cyclic amines. The basis for the CEC approach is the use of two complementary, enantioselective reactions to determine the configuration of the enantiopure substrate. Bode's chiral acylated hydroxamic acids are very effective enantioselective acylating agents for a variety of amines. Pseudoenantiomers of these acyl-transfer reagents were prepared and demonstrated to react with enantiopure cyclic amines with modest to high selectivity. The products were analyzed by ESI-MS to determine selectivity, and the results were used to assign the configuration of the amine substrate. The method was applicable to a variety of cyclic amines as well as primary amines and acyclic secondary amines. The method is limited to amines that are unhindered enough to react with the reagents, and not all amine substitution patters lead to high selectivity.

Asymmetric synthesis of 2-arylpyrrolidines starting from γ-chloro N-(tert-butanesulfinyl)ketimines

The enantioselective reductive cyclization of γ-chloro N-(tert-butanesulfinyl)ketimines towards the short and efficient synthesis of (S)- and (R)-2-arylpyrrolidines (ee >99%) is described for the first time by treatment with LiBEt3H and subsequ

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

A new method for the asymmetric synthesis of 2-substituted pyrrolidines in three steps from commercially available starting materials is described. Addition of the Grignard reagent prepared from 2-(2-bromoethyl)-1,3-dioxane to N-tert-butanesulfinyl aldimines proceeds in high yields and with good diastereoselectivities. The sulfinamide products are then cleanly converted into pyrrolidines in one step. The Royal Society of Chemistry 2005.