578741-08-9

Basic information

• Product Name: 1-Pyrrolidinecarboxamide,2-(methoxymethyl)-(9CI)
• Synonyms: 1-Pyrrolidinecarboxamide,2-(methoxymethyl)-(9CI)
• CAS NO: 578741-08-9
• Molecular Formula: C7H14N2O2
• Molecular Weight: 158.19826
• Product Categories: AMIDE;AMINETERTIARY
• Mol File: 578741-08-9.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-Pyrrolidinecarboxamide,2-(methoxymethyl)-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Pyrrolidinecarboxamide,2-(methoxymethyl)-(9CI)(578741-08-9)
• EPA Substance Registry System: 1-Pyrrolidinecarboxamide,2-(methoxymethyl)-(9CI)(578741-08-9)

Safety Data

• Hazardous Substances Data: 578741-08-9(Hazardous Substances Data)

Upstream product

• 590-28-3 potassium cyanate 
• 578741-10-3 (R)-N-tert-butoxycarbonyl-2-methoxymethylpyrrolidine 
• 59378-81-3 1-(tert-butoxycarbonyl)prolin-2R-ol 
• 145681-01-2 (+/-)-N-tert-butoxycarbonylproline methyl ester 
• 73323-65-6 1-(tert-butyl) 2-methyl (R)-pyrrolidine-1,2-dicarboxylate 
• 15761-39-4 N-tert-butoxycarbonyl-proline 
• 121817-72-9 (R)-2-(methoxymethyl)pyrrolidine hydrochloride 
• 68832-13-3 D-prolinol 
• 121817-71-8 (R)-(+)-2-(methoxymethyl)-1-pyrrolidinecarboxaldehyde 
• 344-25-2 D-Prolin 
• 578740-82-6 (+/-)-N-carbamoylprolinol 
• 74-88-4 methyl iodide 
• 23356-96-9 (S)-1-Pyrrolidin-2-yl-methanol 
• 55456-46-7 (S)-(-)-1-Formyl-2-(hydroxymethyl)pyrrolidine 

Relevant articles and documents

Enzyme-catalyzed enantiomeric resolution of N-Boc-proline as the key-step in an expeditious route towards RAMP

For the preparation of both enantiomers of N-carbamoyl-2-methoxymethylpyrrolidine, the precursors of Enders' chiral auxiliaries, SAMP and RAMP, enzyme-catalyzed kinetic resolution of racemic N-carbamoyl, N-Boc, N-Cbz proline esters and prolinols were examined. B. licheniformis protease (subtilisin) preferentially hydrolyzed the (R)-carbamoylproline ester with an enantiomeric ratio (E) of 10. To a hydrophobic N-Cbz proline ester, subtilisin showed lower selectivity (E=2.8), and in contrast, a purified protease (isozyme A) from the earthworm showed the preference of (S)-enantiomer (E=13.6). In a practical sense, C. antarctica lipase B (Chirazyme L-2) was effective for the hydrolysis of both N-Boc and N-Cbz derivatives with E >100. The e.e. of (R)-N-carbamoyl-2-methoxymethylpyrrolidine was raised to be >99.9% by recrystallization at the N-Boc-prolinol stage, which was derived from the (R)-N-Boc-proline methyl ester (98.7% e.e.) through a preparative-scale enzyme-catalyzed resolution (49% yield) of the racemic substrate.