123483-10-3

Basic information

• Product Name: (+)-dibenzoylpederin
• Synonyms: (+)-dibenzoylpederin
• CAS NO: 123483-10-3
• Molecular Weight: 711.85
• Mol File: 123483-10-3.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: (+)-dibenzoylpederin(CAS DataBase Reference)
• NIST Chemistry Reference: (+)-dibenzoylpederin(123483-10-3)
• EPA Substance Registry System: (+)-dibenzoylpederin(123483-10-3)

Safety Data

• Hazardous Substances Data: 123483-10-3(Hazardous Substances Data)

Upstream product

• 87045-91-8 (αS,2R,4R,5R,6R)-N-<(S)-<(2S,4R,6R)-4-(benzoyloxy)-6-<(S)-2,3-dimethoxypropyl>-tetrahydro-5,5-dimethyl-2H-pyran-2-yl>methoxymethyl>-α-(benzoyloxy)tetrahydro-2-methoxy-5,6-dimethyl-4-<(phenylseleno)methyl>-2H-pyran-2-acetamide 
• 87045-91-8 C₄₅H₅₉NO₁₁Se 
• 956117-45-6 (S)-2-chloro-1-((2R,5R,6R)-2-methoxy-5,6-dimethyl-4-methylenetetrahydro-2H-pyran-2-yl)-2-oxoethyl benzoate 
• 175085-05-9 (S)-2-(benzoyloxy)-2-((2R,5R,6R)-tetrahydro-2-methoxy-5,6-dimethyl-4-methylene-2H-pyran-2-yl)acetic acid 
• 175085-04-8 (S)-2-methoxy-1-((2R,5R,6R)-2-methoxy-5,6-dimethyl-4-methylenetetrahydro-2H-pyran-2-yl)-2-oxoethyl benzoate 
• 85708-35-6 (2S,4R,6R)-4-Benzoyloxy-6-((S)-2,3-dimethoxy-propyl)-5,5-dimethyl-tetrahydro-pyran-2-carboxylic acid 
• 85279-96-5 methyl benzoylpedimidate 
• 73787-23-2 (+)-benzoylpedamide 
• 27973-72-4 (+)-pederine 
• 98-88-4 benzoyl chloride 
• 104432-03-3 (+/-)-benzoylselenopederic acid 
• 104432-04-4 Benzoic acid (S)-chlorocarbonyl-((2R,4S,5R,6R)-2-methoxy-5,6-dimethyl-4-phenylselanylmethyl-tetrahydro-pyran-2-yl)-methyl ester 

Downstream Products

• 27973-72-4 (+)-pederine 
• 27973-72-4 (+/-)-pederin 

Relevant articles and documents

Total synthesis of pederin, a potent insect toxin: The efficient synthesis of the right half, (+)-benzoylpedamide

A simple and efficient synthesis of (+)-benzoylpedamide, the right half of pederin, was achieved in 16 steps with a 35% overall yield from (S)-malic acid. The key steps include the SmI2-mediated intramolecular Reformatsky reaction, stereoselective allylation, the Sharpless asymmetric dihydroxylation, and amidation. The total synthesis of pederin was accomplished via coupling of the left and right halves.

STEREOCONTROLLED TOTAL SYNTHESIS OF (+)-PEDERINE

A mild one-pot method for the synthesis of acyclic N-(1-methoxyalkyl)amides starting from carboxylic acid and methyl imidates has been developed and applied to the first total synthesis of (+)-pederine (1), a potent insect poison.Furthermore, the stereocontrolled total synthesis of 1 was also achieved by employing acid catalyzed double alkoxy-exchange reaction of N-(1-methoxyalkyl)amide group as key step.