64654-10-0

Usage

Uses

Used in Pharmaceutical Industry:
PYRROLIDINE, 1-(1,3-BENZODIOXOL-5-YLCARBONYL)is used as an intermediate in the synthesis of Pancratistatin (P173600) for its anti-cancer properties. Pancratistatin is known to initiate cell-death in cancer cells, making it a promising candidate for the development of novel cancer therapies.
As an intermediate in the synthesis of Pancratistatin, PYRROLIDINE, 1-(1,3-BENZODIOXOL-5-YLCARBONYL)plays a crucial role in the production of this anti-cancer compound. Its unique chemical structure allows for the formation of Pancratistatin, which has the potential to be a highly effective treatment for various types of cancer. Further research and development in this area could lead to the discovery of new and innovative cancer therapies, ultimately improving patient outcomes and quality of life.

InChI:InChI=1/C12H13NO3/c14-12(13-5-1-2-6-13)9-3-4-10-11(7-9)16-8-15-10/h3-4,7H,1-2,5-6,8H2

Upstream product

• 123-75-1 pyrrolidine 
• 25054-53-9 3,4-(methylenedioxy)benzoyl chloride 
• 94-53-1 Piperonylic acid 

Downstream Products

• 96203-70-2 pancratistatin 

Relevant academic research and scientific papers

Total Synthesis of (+)-Pancratistatin by the Rh(III)-Catalyzed Addition of a Densely Functionalized Benzamide to a Sugar-Derived Nitroalkene

Herein, we report the concise total synthesis of (+)-pancratistatin, accessed in a 10-step linear sequence from commercially available inputs. The convergent synthesis features a highly diastereoselective Rh(III)-catalyzed C-H bond addition to a d-glucose

Synthesis of α-benzylated amides via electrocatalytic Favorskii rearrangement of 1, 3-diarylacetones

Electrolysis of 1,3-diarylacetones with aliphatic amines in Bu4NI/CH3CN to racemic Favorskii amides via benzyl group rearrangement has been developed. The electroconversion is easily conducted in a simple undivided cell under constan

Catalytic Formation of α-Aryl Ketones by C-H Functionalization with Cyclic Alkenyl Carbonates and One-Pot Synthesis of Isocoumarins

We report here a method for direct catalytic introduction of simple α-acylalkyl groups via rhodium-catalyzed C-H functionalization with cyclic alkenyl carbonates, synthetic equivalents to enolates bearing leaving groups. The reaction proceeded smoothly without using bases to give α-aryl ketones in high yields. Various nitrogen-containing aromatic rings and amide groups serve as directing groups. 3-Substituted isocoumarins can also be prepared by one-pot C-H functionalization/cyclization.

Synthesis and Application of Imidazole Derivatives. Synthesis and Acyl Activation of 2-Acyl-1-methyl-1H-imidazoles

2-Acyl-1-methyl-1H-imidazoles (3) were prepared in good yields by treating 1-acylpyrrolidines (5) with 2-lithio-1-methyl-1H-imidazole (2) at -78 deg C.The acyl group of 3 was very stable under various severe conditions, but 2-benzoylimidazole (3a) was gradually hydrolyzed by heating with 1.3 N NaOH to produce benzoic acid and 1-methyl-1H-imidazole.Acyl activation of 3 was performed by direct quaternization of 3 with iodomethane or dimethyl sulfate or more successfully by quaternization of the corresponding O-trimethylsilylated gem-cyanohydrin (11) with dimethyl sulfate.Keywords- acylimidazole; 2-acylimidazole; imidazolium salt; acyl group activation; acylation; C-C bond fission; protecting group; latent functionality