131310-55-9

Upstream product

• 1125-88-8 benzaldehyde dimethyl acetal 
• 131310-54-8 (E)-(5S,6R)-5,6,7-Trihydroxy-2-methyl-hept-2-enoic acid ethyl ester 
• 100-52-7 benzaldehyde 
• 21382-82-1 (carbethoxyethylidene)triphenylphosphorane 
• 22900-10-3 2-deoxy-D-ribose 

Downstream Products

• 131310-56-0 (E)-4-[(2R,4S,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-2-phenyl-[1,3]dioxan-4-yl]-2-methyl-but-2-enoic acid ethyl ester 
• 1053720-31-2 (2R,4S,5R)-4-((2R,3R)-3-Hydroxymethyl-3-methyl-oxiranylmethyl)-2-phenyl-[1,3]dioxan-5-ol 
• 131310-60-6 (2R,4S,5R)-4-((2R,3R)-3-Methyl-3-vinyl-oxiranylmethyl)-2-phenyl-[1,3]dioxan-5-ol 
• 131310-61-7 (2R,4aR,6S,7R,8aS)-6-Methyl-2-phenyl-6-vinyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol 
• 131310-95-7 C₁₇H₂₀O₅ 
• 1474040-00-0 C₁₆H₂₂O₄ 
• 131311-01-8 (2R,4S,5R)-5-Methyl-4-((2R,3R)-3-methyl-3-vinyl-oxiranylmethyl)-2-phenyl-[1,3]dioxan-5-ol 
• 131311-02-9 (2R,4aR,6S,7R,8aS)-4a,6-Dimethyl-2-phenyl-6-vinyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol 
• 1474039-97-8 C₁₅H₂₀O₄ 
• 131310-86-6 (Dimethoxy-phosphoryl)-acetic acid (2S,3S,4aR,6S,7R,8aS)-2-acetyl-6-[3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-propyl]-7-(4-methoxy-benzyloxy)-8a-methyl-octahydro-pyrano[3,2-b]pyran-3-yl ester 
• 131310-76-4 (2S,3R,4aS,6R,7S,8aR)-7-(tert-Butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-2-[3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-propyl]-3-(4-methoxy-benzyloxy)-4a-methyl-octahydro-pyrano[3,2-b]pyran 
• 131310-74-2 tert-Butyl-{3-[(2R,4aR,6R,7S,8aR,9aS,10aS)-6-(4-methoxy-benzyloxy)-10a-methyl-2-phenyl-octahydro-1,3,8,10-tetraoxa-anthracen-7-yl]-2-methyl-propoxy}-diphenyl-silane 
• 131310-81-1 1-[(2S,3S,4aR,6S,7R,8aS)-3-(tert-Butyl-dimethyl-silanyloxy)-6-[3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-propyl]-7-(4-methoxy-benzyloxy)-8a-methyl-octahydro-pyrano[3,2-b]pyran-2-yl]-ethanone 
• 131310-84-4 Bromo-acetic acid (2S,3S,4aR,6S,7R,8aS)-2-acetyl-6-[3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-propyl]-7-(4-methoxy-benzyloxy)-8a-methyl-octahydro-pyrano[3,2-b]pyran-3-yl ester 

Relevant academic research and scientific papers

A facile and practical synthesis of Nicolaou's key intermediates, 2-methyl- and 2,6-dimethyltetrahydropyrans, toward the total synthesis of ladder-shaped polyethers

A facile and robust method to prepare 2-methyl- and 2,6- dimethyltetrahydropyrans, most useful Nicolaou intermediates for the synthesis of ladder-shaped polyethers, is disclosed. The established highly practical recipe, adopting chemo- and stereoselective catalytic oxidations and one-pot reactions with few chromatographic purifications, would significantly facilitate the large-scale supply of pivotal monocyclic building blocks, which is a rate-determining process of gigantic tetrahydropyran-containing natural products synthesis.