73787-19-6

Upstream product

• 85708-41-4 (4R,5R)-2-((2R,4S)-2-Benzyloxy-4,5-dimethoxy-1,1-dimethyl-pentyl)-4,5-dimethyl-[1,3]dioxolane 
• 141550-23-4 (2E,5R,7S)-5-benzyloxy-7,8-dimethoxy-4,4-dimethyl-2-octene 
• 100-39-0 benzyl bromide 
• 73787-13-0 2-((4R,5R)-4,5-Dimethyl-[1,3]dioxolan-2-yl)-2-methyl-hex-5-en-3-one 
• 73787-18-5 (R)-4-Benzyloxy-5-((4R,5R)-4,5-dimethyl-[1,3]dioxolan-2-yl)-1-methoxy-5-methyl-hexan-2-one 
• 73787-17-4 (2S,4R)-4-Benzyloxy-5-((4R,5R)-4,5-dimethyl-[1,3]dioxolan-2-yl)-1-methoxy-5-methyl-hexan-2-ol 
• 85708-39-0 (4R,5R)-2-((R)-2-Benzyloxy-1,1-dimethyl-3-oxiranyl-propyl)-4,5-dimethyl-[1,3]dioxolane 
• 73787-15-2 (4R,5R)-2-((R)-2-Benzyloxy-1,1-dimethyl-pent-4-enyl)-4,5-dimethyl-[1,3]dioxolane 
• 73787-10-7 (4R,5R)-4,5-dimethyl-2-(1,1-dimethyl-2-oxoethyl)-1,3-dioxolane 
• 92927-36-1 2-((4R,5R)-4,5-Dimethyl-[1,3]dioxolan-2-yl)-2-methyl-propan-1-ol 
• 597-31-9 2,2-dimethyl-3-hydroxypropionaldehyde 
• 141566-51-0 (5R,7S,2E)-5-hydroxy-7,8-dimethoxy-4,4-dimethyl-2-octene 

Downstream Products

• 141550-19-8 (1Z,4R,6R,8S)-6-benzyloxy-1-chloro-4-hydroxy-8,9-dimethoxy-5,5-dimethyl-1-nonene 
• 141611-12-3 (1E,4S,6R,8S)-6-benzyloxy-1-chloro-4-hydroxy-8,9-dimethoxy-5,5-dimethyl-1-nonene 
• 85708-42-5 (6R,8S)-6-Benzyloxy-8,9-dimethoxy-5,5-dimethyl-non-1-en-4-ol 
• 103728-86-5 (2R,4R,6R)-4-benzoyloxy-6-cyano-2-<(2S)-2,3-dimethoxypropyl>-3,3-dimethyl-2H-tetrahydropyran 
• 141550-22-3 (2R,4R)-4,6-dibenzoyloxy-2-<(2S)-2,3-dimethoxypropyl>-3,3-dimethyl-2H-tetrahydropyran 
• 85708-35-6 (2S,4R,6R)-4-Benzoyloxy-6-((S)-2,3-dimethoxy-propyl)-5,5-dimethyl-tetrahydro-pyran-2-carboxylic acid 
• 85708-36-7 Benzoic acid (2R,4R,6S)-6-chlorocarbonyl-2-((S)-2,3-dimethoxy-propyl)-3,3-dimethyl-tetrahydro-pyran-4-yl ester 
• 73804-18-9 methyl pedate 
• 85719-38-6 methyl 2-epipedate 
• 73787-23-2 (+)-benzoylpedamide 

Relevant academic research and scientific papers

Allylboration-reactions, the key to a short synthesis of benzoyl-pedamide

Benzoyl-pedamide (2) a key building block for the synthesis of pederin, has been synthesized in 13 steps from malic acid. The new stereogenic centers have been generated under reagent control of diastereoselectivity with selectivities of 87 and 80% using the newly developed chiral α-substituted allylboronate 16 as well as 21 as reagents.

REMOTE ACYCLIC STEREOCONTROL; CHIRAL SYNTHESIS OF (+)-PEDAMIDE

Synthesis of optically active pedamide (3), one of the tetrahydropyran moieties of the potent insect poison pederine (1), has been accomplished through a new, remote controlled asymmetric reduction of a ketone as key step.