885462-68-0

Basic information

• Product Name: (1R,2S')-α-(pyrrolidin-2-yl)benzyl alcohol
• Synonyms: (1R,2S')-α-(pyrrolidin-2-yl)benzyl alcohol
• CAS NO: 885462-68-0
• Molecular Weight: 177.246
• Mol File: 885462-68-0.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: (1R,2S')-α-(pyrrolidin-2-yl)benzyl alcohol(CAS DataBase Reference)
• NIST Chemistry Reference: (1R,2S')-α-(pyrrolidin-2-yl)benzyl alcohol(885462-68-0)
• EPA Substance Registry System: (1R,2S')-α-(pyrrolidin-2-yl)benzyl alcohol(885462-68-0)

Safety Data

• Hazardous Substances Data: 885462-68-0(Hazardous Substances Data)

Usage

Description

(1R,2S')-α-(pyrrolidin-2-yl)benzyl alcohol is a chiral secondary alcohol with a chemical structure that features a benzyl alcohol group attached to a pyrrolidin-2-yl moiety. It possesses a chiral center at the first carbon and a stereocenter at the second carbon, making it a versatile and valuable compound in the chemical and pharmaceutical industries.

Uses

Used in Pharmaceutical Industry:
(1R,2S')-α-(pyrrolidin-2-yl)benzyl alcohol is used as a building block in organic synthesis for the production of pharmaceuticals and other fine chemicals. Its chiral nature and reactivity make it an important compound in the development of chiral drugs and enantioselective processes.
Used in Chemical Industry:
(1R,2S')-α-(pyrrolidin-2-yl)benzyl alcohol is utilized as a key intermediate in the synthesis of various chemical compounds, contributing to the versatility and innovation in the chemical industry.

Upstream product

• 5700-74-3 (S)-N-(ethoxycarbonyl)proline 
• 885462-61-3 (2R,1'S)-N-[(S)-2-(p-tolylsulfinyl)]-2-[(2-p-tolylsulfinylphenyl)triisopropylsilyloxymethyl]pyrrolidine 
• 1147426-64-9 (1S,2R)-2-(hydroxy(phenyl)methyl)pyrrolidine-1-carboxylic acid tert-butyl ester 
• 100-58-3 phenylmagnesium bromide 
• 344-25-2 D-Prolin 
• 1314228-04-0 (R)-methyl 1-tosylpyrrolidine-2-carboxylate 
• 134513-04-5 [1-(toluene-4-sulfonyl)-pyrrolidin-2-yl]-methanol 
• 43041-12-9 methyl (2R)-pyrrolidine-2-carboxylate 
• 1033699-77-2 C₂₅H₂₅NO₂ 
• 1033699-79-4 C₂₄H₂₅NO 
• 1033699-62-5 (R)-1-tritylpyrrolidine-2-carbaldehyde 

Downstream Products

• 1147426-75-2 (1S,2R)-(1-benzylpyrrolidin-2-yl)phenylmethanol 
• 866219-07-0 2-chloro-1,3,2-oxazaphospholidine 
• 866219-00-3 (4R,5S)-oxazaphospholidine 

Relevant articles and documents

STEREOSELECTIVE SYNTHESIS OF PHOSPHOROTHIOATE OLIGORIBONUCLEOTIDES

The present invention relates to chiral phosphoramidites represented by formula (Ia) or formula (Ib) as novel monomers for the synthesis of stereodefined phosphorothioate MOE oligonucleotides. Furthermore, the present invention relates to a method for synthesizing stereodefined phosphorothioate MOE oligonucleotides using said novel chiral phosphoramidites.

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.

Quick access to optically pure 2-(1-hydroxybenzyl)piperidine and pyrrolidine

Optically pure 2-(1-hydroxybenzyl)piperidine and pyrrolidine were prepared by reaction of oxygenated 2-(p-tolylsulfinyl)benzyl carbanions with the appropriate chlorinated N-sulfinylimines followed by subsequent elimination of the sulfinyl groups. The main reaction is a tandem process involving nucleophilic addition of the sulfinylbenzyl carbanion to the C=N bond followed by intramolecular elimination of the chlorine by the resulting amide. The matched pair of the reagents (exhibiting the same configuration at their respective sulfinyl moieties) evolves with a complete control of the stereoselectivity at the two newly created chiral carbons. Georg Thieme Verlag Stuttgart.