124166-11-6

Basic information

• Product Name: Carbamic acid, [(3S)-2,5-dioxo-1-(phenylmethyl)-3-pyrrolidinyl]-, phenylmethyl ester
• CAS NO: 124166-11-6
• Molecular Formula: C19H18N2O4
• Molecular Weight: 338.363
• Mol File: 124166-11-6.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: Carbamic acid, [(3S)-2,5-dioxo-1-(phenylmethyl)-3-pyrrolidinyl]-, phenylmethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Carbamic acid, [(3S)-2,5-dioxo-1-(phenylmethyl)-3-pyrrolidinyl]-, phenylmethyl ester(124166-11-6)
• EPA Substance Registry System: Carbamic acid, [(3S)-2,5-dioxo-1-(phenylmethyl)-3-pyrrolidinyl]-, phenylmethyl ester(124166-11-6)

Safety Data

• Hazardous Substances Data: 124166-11-6(Hazardous Substances Data)

Upstream product

• 60846-91-5 3-(S)-N-benzyloxycarbonylaminopyrrolidine-2,5-dione 
• 100-39-0 benzyl bromide 
• 88966-25-0 N-benzyloxycarbonyl-L-aspartic anhydride 
• 100-46-9 benzylamine 
• 497-19-8 sodium carbonate 
• 4668-37-5 N-(benzyloxycarbonyl)asparagine methyl ester 
• 2304-96-3 N-benzyloxycarbonyl-L-asparagine 
• 368875-04-1 N-benzyloxycarbonyl-D,L-asparagine n-butyl ester 
• 126401-11-4 N-benzyloxycarbonyl-D,L-asparagine ethyl ester 
• 160348-01-6 N-benzyloxycarbonyl-D,L-asparagine methyl ester 
• 29880-22-6 N-benzyloxy-carbonyl-DL-asparagine 
• 160348-02-7 N-benzyloxycarbonyl-D-asparagine methyl ester 
• 4515-23-5 N-benzyloxycarbonyl-L-aspartic acid anhydride 

Downstream Products

• 114715-38-7 (3S)-1-benzyl-3-pyrrolidinamine 
• 145223-70-7 (S)-N-Benzyl-N-((S)-1-benzyl-pyrrolidin-3-yl)-2-fluoro-2-phenyl-acetamide 
• 145223-78-5 (R)-N-Benzyl-N-((S)-1-benzyl-pyrrolidin-3-yl)-2-fluoro-2-phenyl-acetamide 
• 145223-72-9 (S)-1-Benzyl-3-{[1-naphthalen-1-yl-meth-(E)-ylidene]-amino}-pyrrolidine-2,5-dione 
• 145223-73-0 (S)-1-Benzyl-3-{[1-naphthalen-2-yl-meth-(E)-ylidene]-amino}-pyrrolidine-2,5-dione 
• 145223-76-3 (S)-1-Benzyl-3-{[1-(4-methoxy-phenyl)-meth-(E)-ylidene]-amino}-pyrrolidine-2,5-dione 
• 145223-75-2 (S)-1-Benzyl-3-{[1-(4-chloro-phenyl)-meth-(E)-ylidene]-amino}-pyrrolidine-2,5-dione 
• 145223-71-8 (S)-1-Benzyl-3-[2-phenyl-eth-(E)-ylideneamino]-pyrrolidine-2,5-dione 
• 145223-79-6 ((S)-1-Benzyl-pyrrolidin-3-yl)-naphthalen-1-ylmethyl-amine 
• 145223-68-3 (S)-1-Benzyl-3-{[1-phenyl-meth-(E)-ylidene]-amino}-pyrrolidine-2,5-dione 
• 145223-83-2 ((S)-1-Benzyl-pyrrolidin-3-yl)-(4-methoxy-benzyl)-amine 
• 145223-80-9 (3S)-1-benzyl-N-(2-naphthylmethyl)pyrrolidin-3-amine 
• 145223-82-1 ((S)-1-Benzyl-pyrrolidin-3-yl)-(4-chloro-benzyl)-amine 
• 145223-77-4 ((S)-1-Benzyl-pyrrolidin-3-yl)-phenethyl-amine 

Relevant articles and documents

Chemo-enzymatic preparation of chiral 3-aminopyrrolidine derivatives

A new simple method for the enantioselective enzymatic hydrolysis of N-protected D-asparagine esters suitable for the use on the preparative scale is presented. Due to major obstacles observed under conventional reaction conditions - racemization of the retained ester and a strong enzyme inactivation - a comparatively low pH together with an organic co-solvent had to be employed. Under these conditions, nearly all tested proteases demonstrated good activity and excellent enantioselectivity giving access to the corresponding D-esters and L-asparagines in high optical purities (>95% ee) and good chemical yields (>40%). From the unnatural D-asparagine derivative, sequential cyclization, selective deprotection and reduction yielded efficiently benzyl protected (R)-3-aminopyrrolidine, a homo-chiral building block utilized in numerous drug candidates.

Process for producing 1H-3-aminopyrrolidine and derivatives thereof

A process for producing 1H-3-aminopyrrolidine and derivatives thereof is disclosed. The process is especially useful for producing optically active 1H-3-aminopyrrolidine and derivatives thereof and in this case comprises reacting an optically active amino