678165-45-2

Upstream product

• 678165-22-5 4-methoxybenzoic acid (2R,3R,6R)-2-[(2R,3R)-2,3-bis-(tert-butyl-dimethyl-silanyloxy)-4-((2R,3R,6R)-6-methoxy-3-(4-methoxybenzoyloxy)-3,6-dihydro-2H-pyran-2-yl)-butyl]-6-methoxy-3,6-dihydro-2H-pyran-3-yl ester 
• 100-07-2 4-methoxy-benzoyl chloride 
• 678165-18-9 (2R)-2-[(2R,3R)-2,3-bis-(tert-butyl-dimethyl-silanyloxy)-4-((R)-3-oxo-6-methoxy-3,6-dihydro-2H-pyran-2-yl)-butyl]-6-methoxy-6H-pyran-3-one 
• 678165-20-3 (2R,3R,6R)-2-[(2R,3R)-2,3-bis-(tert-butyl-dimethyl-silanyloxy)-4-((2R,3R,6R)-3-hydroxy-6-methoxy-3,6-dihydro-2H-pyran-2-yl)-butyl]-6-methoxy-3,6-dihydro-2H-pyran-3-ol 

Downstream Products

• 678165-47-4 (2R,3R,4S,6R)-2-[(2R,3R)-2,3-bis-(tert-butyl-dimethyl-silanyloxy)-4-((2R',3R',6R')-6'-methoxy-3'-(4-methoxybenzoyloxy)-3,6-dihydro-2H-pyran-2-yl)-butyl]-6-methoxy-3-(4-methoxybenzoyloxy)-tetrahydropyran-4-ol 
• 678165-51-0 (2R,3R,4R,6R)-2-[(2R,3R)-2,3-bis-(tert-butyl-dimethyl-silanyloxy)-4-((2R',3R',6R')-3'-(4-methoxybenzoyloxy)-6'-methoxy-3,6-dihydro-2H-pyran-2-yl)-butyl]-4-acetoxy-6-methoxy-3-(4-methoxybenzoyloxy)-tetrahydropyran 
• 678165-50-9 (2R,3R,4R,6R)-2-[(2R,3R)-2,3-bis-(tert-butyl-dimethyl-silanyloxy)-4-((2R',3R',6R')-3'-(4-methoxybenzoyloxy)-6'-methoxy-3,6-dihydro-2H-pyran-2-yl)-butyl]-6-methoxy-3-(4-methoxybenzoyloxy)-tetrahydropyran-4-ol 
• 678165-49-6 (2R,3R,6R)-2-[(2R,3R)-2,3-bis-(tert-butyl-dimethyl-silanyloxy)-4-((2R',3R',6R')-3'-(4-methoxybenzoyloxy)-6'-methoxy-3,6-dihydro-2H-pyran-2-yl)-butyl]-6-methoxy-3-(4-methoxybenzoyloxy)-tetrahydropyran-4-one 

Relevant academic research and scientific papers

A two-directional synthesis of the C58-C71 fragment of palytoxin

A two directional approach, in which asymmetric dihydroxylation and reduction reactions were used to control absolute configuration, was exploited in the preparation of a C2-symmetrical dipyranone. The homotopic dihydropyran (DHP) rings of this precursor were differentiated statistically using by a Prevost reaction and further functionalisation. A second Prevost reaction was used to functionalise the other DHP; global deprotection and peracetylation gave a protected version of the C58-C71 fragment of palytoxin. Methods which might be of value in future synthetic work were developed for the stereoselective functionalisation of THP rings similar to those found in this fragment.