86050-92-2

Basic information

• Product Name: L-Proline, 1-(chlorocarbonyl)-, ethyl ester (9CI)
• Synonyms: L-Proline, 1-(chlorocarbonyl)-, ethyl ester (9CI)
• CAS NO: 86050-92-2
• Molecular Formula: C₈H₁₂ClNO₃
• Molecular Weight: 205.63878
• Product Categories: ACIDHALIDE
• Mol File: 86050-92-2.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• CAS DataBase Reference: L-Proline, 1-(chlorocarbonyl)-, ethyl ester (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: L-Proline, 1-(chlorocarbonyl)-, ethyl ester (9CI)(86050-92-2)
• EPA Substance Registry System: L-Proline, 1-(chlorocarbonyl)-, ethyl ester (9CI)(86050-92-2)

Safety Data

• Hazardous Substances Data: 86050-92-2(Hazardous Substances Data)

Upstream product

• 75-44-5 phosgene 
• 7149-65-7 ethyl (S)-pyroglutamate 
• 98-79-3 L-Pyroglutamic acid 

Downstream Products

• 147-85-3 L-proline 

Relevant articles and documents

Amino Acids. 7. A Novel Synthetic Route to L-Proline

Reaction of L-5-oxoproline esters L-2 with phosgene at 0 deg C gives L-5,5-dichloro-1-(chlorocarbonyl)proline esters L-6, which readily lose hydrogen chloride to form L-5-chloro-1-(chlorocarbonyl)-4,5-dehydroproline esters L-7.Catalytic hydrogenation (Pd/C, 180 bar) of L-7 yields L-1-(chlorocarbonyl)proline esters L-15 and thence, upon hydrolysis, L-proline (L-17).A 'one-pot reaction' for the whole sequence is described, starting from easily accessible L-5-oxoproline esters and yielding L-proline in 78percent overall yield and 99.7percent optical purity.