94493-16-0

Upstream product

• 129156-04-3 (2R,4S,6S)-6-((S)-2,3-Dimethoxy-propyl)-4-hydroxy-5,5-dimethyl-tetrahydro-pyran-2-carbonitrile 
• 100-44-7 benzyl chloride 
• 65335-67-3 (1,2-Dimethyl-propenyloxy)-dimethyl-phenyl-silane 
• 129156-04-3 (2R,4S,6S)-6-((R)-2,3-Dimethoxy-propyl)-4-hydroxy-5,5-dimethyl-tetrahydro-pyran-2-carbonitrile 
• 7677-24-9 trimethylsilyl cyanide 
• 103577-07-7 Benzoic acid (2R,4R)-6-acetoxy-2-((S)-2,3-dimethoxy-propyl)-3,3-dimethyl-tetrahydro-pyran-4-yl ester 
• 98-88-4 benzoyl chloride 
• 94493-08-0 C₁₂H₂₁ClO₅ 
• 105878-76-0 [(2S,6S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-4-(2-ethoxy-ethoxy)-2-hydroxy-3,3-dimethyl-tetrahydro-pyran-2-yl]-acetic acid tert-butyl ester 
• 105878-75-9 (S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-4-(2-ethoxy-ethoxy)-3,3-dimethyl-tetrahydro-pyran-2-one 
• 103576-98-3 (S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-4-hydroxy-3,3-dimethyl-tetrahydro-pyran-2-one 
• 103577-06-6 Benzoic acid (2R,4R,6S)-2-((S)-2,3-dimethoxy-propyl)-6-methoxymethoxy-3,3-dimethyl-tetrahydro-pyran-4-yl ester 
• 103577-04-4 (R)-9-((S)-2,3-Dimethoxy-propyl)-10,10-dimethyl-8-oxa-1,4-dithia-spiro[4.5]decan-7-one 
• 105878-78-2 (2R,6S)-2-((S)-2,3-Dimethoxy-propyl)-6-methoxymethoxy-3,3-dimethyl-tetrahydro-pyran-4-one 

Downstream Products

• 73787-23-2 (+)-benzoylpedamide 
• 103728-87-6 Benzoic acid (2R,4R,6R)-6-carbamoyl-2-((S)-2,3-dimethoxy-propyl)-3,3-dimethyl-tetrahydro-pyran-4-yl ester 
• 73787-23-2 (+/-)-18-epi-benzoylpedamide 
• 104432-05-5 C₄₅H₅₇NO₁₁Se 
• 73787-25-4 Benzoic acid (2R,4R,6S)-2-((S)-2,3-dimethoxy-propyl)-6-methoxycarbonimidoyl-3,3-dimethyl-tetrahydro-pyran-4-yl ester 

Relevant academic research and scientific papers

Studies related to the synthesis of pederin. Part 2. Synthesis of pederol dibenzoate and benzoylpedamide

Syntheses of the ring B fragments (+)-pederol dibenzoate (2) and (±)-benzoylpedamide (3) of the insect toxin pederin (1) are described. An intramolecular directed aldol condensation was used to construct the tetrahydropyran ring in (+)-pederol dibenzoate

TOTAL SYNTHESIS OF (+)-PEDERIN. 1. STEREOCONTROLLED SYNTHESIS OF (+)-BENZOYLPEDAMIDE

(+)-Benzoylpedamide (5), a right half of (+)-pederin (1), was synthesized stereoselectively based on the newly developed method for the synthesis of 1,3-syn- and 1,3-anti-polyols.

Synthetic Approaches to Pederin. A Synthesis of (+/-)-Benzoylpedamide

A Lewis acid-catalysed addition of Me3SiCN to a 4-oxo-3,4-dihydro-2H-pyran is a key step in the synthesis of (+/-)-benzoylpedamide (2).