124445-27-8

Basic information

• Product Name: (3S)-1-benzyl-3-acetatoxypyrrolidine
• Synonyms: (3S)-1-benzyl-3-acetatoxypyrrolidine
• CAS NO: 124445-27-8
• Molecular Weight: 219.283
• Mol File: 124445-27-8.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: (3S)-1-benzyl-3-acetatoxypyrrolidine(CAS DataBase Reference)
• NIST Chemistry Reference: (3S)-1-benzyl-3-acetatoxypyrrolidine(124445-27-8)
• EPA Substance Registry System: (3S)-1-benzyl-3-acetatoxypyrrolidine(124445-27-8)

Safety Data

• Hazardous Substances Data: 124445-27-8(Hazardous Substances Data)

Upstream product

• 127-09-3 sodium acetate 
• 118354-71-5 (S)-methanesulfonic acid 1-benzylpyrrolidin-3-yl ester 
• 122929-12-8 rac-N-benzyl-3-pyrrolidinyl acetate 
• 775-15-5 1-benzyl-3-pyrrolidinol 
• 101385-90-4 (S)-N-benzyl-3-hydroxypyrrolidine 
• 100-46-9 benzylamine 
• 108-24-7 acetic anhydride 
• 75-36-5 acetyl chloride 

Downstream Products

• 130403-94-0 (S)-(pyrrolidin-3-yl) acetate 

Relevant articles and documents

Preparation of enantiomerically pure N-heterocyclic amino alcohols by enzymatic kinetic resolution

Abstract The synthesis of both enantiomers of N-benzyl-3-hydroxypyrrolidine and N-benzyl-3-hydroxypiperidine via enzymatic kinetic resolution of the corresponding racemic esters is described. Various commercially available hydrolases were studied as biocatalysts in native and immobilized form. The best results were obtained with lipases PS, AK, CAL-B and with protease Alcalase, which were active and selective for the kinetic resolutions of racemic esters (E > 100). Under optimized reaction conditions, highly enantiomerically enriched (up to 99.5% ee) resolution products were obtained. Lipase and protease showed opposite enantiopreference on the esters, allowing the preparation of both enantiomers of the target compounds. Semi-continuous reactions in column reactors with immobilized biocatalysts were also performed with high enantioselectivities. Inversion of the configuration at C(3) of N-benzyl-3-hydroxypyrrolidine was quantitatively effected in a short number of steps.

PYRIDONE DERIVATIVE

The invention provides pyridone derivatives represented by a general formula (I) [in the formula, R 1 and R 2 may be same or different and stands for H, etc., or R 1 and R 2 may form an aliphatic nitrogen-containing heterocyclic group together with the N to which they bind; X 1 -X 3 may be same or different and stand for methine or N, provided not all of them simultaneously stand for nitrogen; X 4 -X 7 may be same or different and stand for methine or N, provided that three or more of them do not simultaneously stand for N; Y 1 and Y 3 may be same or different and stand for single bond, -0-, -NR-, -S-, etc ; Y 2 stands for lower lkylene, etc.; R stands for H, etc., L stands for methylene; Z 1 and Z 2 may be same or different and stand for single bond or lower alkylene; or R 1 , L and Z 2 may form an aliphatic nitrogen-containing heterocyclic group with the N to which R 1 binds; and Ar stands for aromatic carbocyclic group, etc.].

Enzymatic optical resolution of N-benzyl-3-pyrrolidinol

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