200499-57-6

Basic information

• Product Name: (2R,4'S)-N-Benzyloxycarbonyl-2-(2',2'-dimethyl-1',3'-dioxolan-4'-yl)pyrrolidine
• Synonyms: (2R,4'S)-N-Benzyloxycarbonyl-2-(2',2'-dimethyl-1',3'-dioxolan-4'-yl)pyrrolidine
• CAS NO: 200499-57-6
• Molecular Weight: 305.374
• Mol File: 200499-57-6.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (2R,4'S)-N-Benzyloxycarbonyl-2-(2',2'-dimethyl-1',3'-dioxolan-4'-yl)pyrrolidine(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,4'S)-N-Benzyloxycarbonyl-2-(2',2'-dimethyl-1',3'-dioxolan-4'-yl)pyrrolidine(200499-57-6)
• EPA Substance Registry System: (2R,4'S)-N-Benzyloxycarbonyl-2-(2',2'-dimethyl-1',3'-dioxolan-4'-yl)pyrrolidine(200499-57-6)

Safety Data

• Hazardous Substances Data: 200499-57-6(Hazardous Substances Data)

Upstream product

• 1350716-23-2 (R)-N-[(S)-1-phenylethyl]-1-[(S)-2,2-dimethyl-1,3-dioxolan-4-yl]-3-buten-1-amine 
• 136963-32-1 methyl 2,3-dideoxy-5,6-O-isopropylidene-4-O-p-tolylsulfonyl-D-erythro-hexonate 
• 501-53-1 benzyl chloroformate 
• 200499-55-4 (R)-2-[(S)-2,2-dimethyl-1,3-dioxolan-4-yl]pyrrolidine 
• 200499-52-1 (R)-4-Azido-4-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-butyric acid methyl ester 
• 200499-54-3 (R)-4-Azido-4-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-butyraldehyde 

Downstream Products

• 6404-31-5 Z-D-proline 
• 72597-18-3 (2R)-(+)-phenylmethyl 2-(hydroxymethyl)pyrrolidine-1-carboxylate 
• 50463-82-6 (2R)-(+)-phenylmethyl 2-formylpyrrolidine-1-carboxylate 
• 344-25-2 D-Prolin 
• 200499-58-7 (R)-1-benzyloxycarbonyl-2-[(S)-1,2-dihydroxyethyl]pyrrolidine 

Relevant articles and documents

Enantiospecific syntheses of (R)- and (S)-proline and some derivatives from D-glucono-1,5-lactone

Carbohydrate-based enantiospecific syntheses of (R)-proline 1 and (S)-proline 2 from the previously reported D-erythro-hexonate ester 9 are described. Azide-substitution reactions on appropriately activated intermediates derived from ester 9, followed by reductive cyclization (H2/Pd-C), gave the substituted pyrrolidines 14 and 22, which were converted into their corresponding N-Cbz derivatives 16 and 24 in conventional manner. Mild acidic hydrolysis of these, followed by oxidation (sodium metaperiodate), gave the protected prolinals 3 and 4, which on further oxidation (sodium chlorite), followed by catalytic hydrogenolysis, gave the prolines 1 and 2. The N-Cbz-prolinol derivatives 5 and 6 are also reported.