110529-23-2

Basic information

• Product Name: (αR,2S)-1-methyl-α-phenyl-2-pyrrolidinemethanol
• Synonyms: (αR,2S)-1-methyl-α-phenyl-2-pyrrolidinemethanol
• CAS NO: 110529-23-2
• Molecular Weight: 191.273
• Mol File: 110529-23-2.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: (αR,2S)-1-methyl-α-phenyl-2-pyrrolidinemethanol(CAS DataBase Reference)
• NIST Chemistry Reference: (αR,2S)-1-methyl-α-phenyl-2-pyrrolidinemethanol(110529-23-2)
• EPA Substance Registry System: (αR,2S)-1-methyl-α-phenyl-2-pyrrolidinemethanol(110529-23-2)

Safety Data

• Hazardous Substances Data: 110529-23-2(Hazardous Substances Data)

Upstream product

• 100-52-7 benzaldehyde 
• 100-58-3 phenylmagnesium bromide 
• 55456-48-9 ((2S)-1-p-toluenesulfonyl-2-pyrrolidinyl)methanol 
• 67488-65-7 (S)-methyl 1-tosylpyrrolidine-2-carboxylate 
• 101250-69-5 (S)-1-<(4-methylphenyl)sulfonyl>-2-pyrrolidinecarboxaldehyde 
• 69610-41-9 Boc-L-Pro-H 
• 106202-17-9 ethyl (S)-2-benzoylpyrrolidine-1-carboxylate 
• 628292-19-3 (αR,2S)-α-phenyl-1-triphenylmethyl-2-pyrrolidinemethanol 
• 179918-60-6 (2S)-1-triphenylmethyl-2-pyrrolidinemethanol 
• 628292-12-6 (2S)-1-triphenylmethyl-2-pyrrolidinemethanal 
• 147-85-3 L-proline 
• 50-00-0 formaldehyd 
• 74936-95-1 (S)-α-<(R)-pyrrolidin-2-yl>benzyl alcohol 
• 106202-19-1 ethyl (S)-2-<(R)-α-hydroxybenzyl>pyrrolidine-1-carboxylate 

Downstream Products

• 1402559-47-0 C₁₉H₂₂N₂OS 

Relevant articles and documents

Highly stereoselective syntheses of proline-derived vicinal amino alcohols through grignard addition onto N-tosylprolinal

A highly diastereoselective Grignard addition to N-tosyl-l-prolinal has been developed to deliver a variety of proline-derived vicinal amino alcohols in good to excellent yields with high diastereoselectivities. A similar selectivity was also obtained by using N-tosyl-d-prolinal. The methodology has been applied to the synthesis of medicinally important 3-hydroxy-2-phenylpiperidines.

N-Tritylprolinal: An Efficient Building Block for the Stereoselective Synthesis of Proline-Derived Amino Alcohols

N-Tritylprolinal (prepared in four steps from L-proline) shows a very high Felkin diastereoselectivity in its reaction with various nucleophiles, leading to a straightforward and highly stereoselective access to syn-proline-derived amino alcohols.

Catalytic Asymmetric Induction. Highly Enantioselective Addition of Dialkylzincs to Aldehydes Using Chiral Pyrrolidinylmethanols and Their Metal Salts

A series of chiral pyrrolidinylmethanols were synthesized from (S)-proline.Optically active secondary alcohols (R and S enantiomers, respectively) in up to 100percent enantiomeric excess (ee) were obtained in high yields from the enantioselective addition of dialkylzincs to aldehydes catalyzed by 2-5 mol percent of chiral pyrrolidinylmethanols.The sense of the asymmetric induction and the degrees of enantioselectivities were highly dependent on the structure of the catalysts. (+)-DPMPM (3, tertiary amino tertiary alcohol) catalyzed the reaction of aryl, α,β-unsaturated, and aliphatic aldehydes to afford (S) alcohols in high ee's.When the lithium salt of 3 was employed as catalyst in the reactions of aryl and α,β-unsaturated aldehydes, the ee's of (S) alcohols reached 100percent.On the other hand, (-)-erythro-PNPM (10, tertiary amino secondary alcohol) afforded (R) alcohols in high ee (100percent ee).The steric course of the reaction is discussed.