220009-45-0

Basic information

• Product Name: 1-tert-butyl 2-benzyl 2-allylpyrrolidine-1,2-dicarboxylate
• Synonyms: 1-tert-butyl 2-benzyl 2-allylpyrrolidine-1,2-dicarboxylate
• CAS NO: 220009-45-0
• Molecular Weight: 345.439
• Mol File: 220009-45-0.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 1-tert-butyl 2-benzyl 2-allylpyrrolidine-1,2-dicarboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: 1-tert-butyl 2-benzyl 2-allylpyrrolidine-1,2-dicarboxylate(220009-45-0)
• EPA Substance Registry System: 1-tert-butyl 2-benzyl 2-allylpyrrolidine-1,2-dicarboxylate(220009-45-0)

Safety Data

• Hazardous Substances Data: 220009-45-0(Hazardous Substances Data)

Upstream product

• 100-39-0 benzyl bromide 
• 15761-39-4 1-(tert-butoxycarbonyl)-L-proline 
• 37787-77-2 Boc-L-proline benzyl ester 
• 106-95-6 allyl bromide 
• 147-85-3 L-proline 
• 24424-99-5 di-tert-butyl dicarbonate 

Downstream Products

• 220009-53-0 2-[3-(Methoxycarbonylmethyl-amino)-propyl]-pyrrolidine-1,2-dicarboxylic acid 2-benzyl ester 1-tert-butyl ester 
• 220009-49-4 2-(3-Oxo-propyl)-pyrrolidine-1,2-dicarboxylic acid 2-benzyl ester 1-tert-butyl ester 
• 220009-35-8 7-Methoxycarbonylmethyl-6-oxo-1,7-diaza-spiro[4.5]decane-1-carboxylic acid tert-butyl ester 
• 216864-20-9 (6-Oxo-1,7-diaza-spiro[4.5]dec-7-yl)-acetic acid methyl ester 
• 220009-70-1 2-(3-Hydroxy-propyl)-pyrrolidine-1,2-dicarboxylic acid 2-benzyl ester 1-tert-butyl ester 

Relevant articles and documents

Synthesis and evaluation of C8-substituted 4.5-spiro lactams as Glycogen Phosphorylase a inhibitors

An effective synthesis of 4.5-spiro lactams 28/29, has been completed in nine steps with an overall yield of 5.8%. The 4.5-spiro lactams were made from 2-allyl-Cbz-Pro-OMe 21, which was converted into the corresponding alcohol 22 via a hindered borane reaction with (2-methylbutyl)2borane. Subsequent Swern oxidation of 22 gave novel aldehyde 23. Aldehyde 23 was treated under Bucherer-Bergs reaction conditions to give hydantoin 26, which was opened to the corresponding amino acid 30 using di-tert-butyl dicarbonate and DMAP followed by hydrolysis. Treatment of amino acid 30 with acidic methanol gave 4.5-spiro lactams 28/29. Only 4.5-spiro lactam 29 displayed moderate activity against GPa with an IC50 of 241 μM.