474248-53-8

Upstream product

• 474248-52-7 tert-Butyl-[(2R,4aR,6S,7R,8aS)-2-(4-methoxy-phenyl)-6-(3-phenylsulfanyl-propyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy]-dimethyl-silane 
• 602301-75-7 (2R,4aR,6S,7R,8aS)-7-Benzyloxy-6-benzyloxymethyl-2-(4-methoxy-phenyl)-hexahydro-pyrano[3,2-d][1,3]dioxine 
• 602301-76-8 [(2R,3S,5R,6S)-5-Benzyloxy-6-benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-pyran-2-yl]-methanol 
• 602301-80-4 3-[(2R,4aR,6S,7R,8aS)-7-(tert-Butyl-dimethyl-silanyloxy)-2-(4-methoxy-phenyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl]-propan-1-ol 
• 602301-78-0 2-[(2R,4aR,6S,7R,8aS)-7-(tert-Butyl-dimethyl-silanyloxy)-2-(4-methoxy-phenyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl]-ethanol 
• 602301-79-1 [(2R,4aR,6S,7R,8aS)-6-Allyl-2-(4-methoxy-phenyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy]-tert-butyl-dimethyl-silane 
• 602301-71-3 (E)-4-[(2R,4S,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-but-2-enoic acid ethyl ester 
• 602301-77-9 tert-Butyl-[(2R,4aR,6S,7R,8aS)-2-(4-methoxy-phenyl)-6-vinyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy]-dimethyl-silane 
• 918897-16-2 [(2R,4aR,6S,7R,8aS)-7-(tert-Butyl-dimethyl-silanyloxy)-2-(4-methoxy-phenyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl]-acetaldehyde 
• 602301-72-4 (E)-4-[(2R,4S,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-but-2-en-1-ol 
• 918897-15-1 (2R,3S,5R,6S)-5-(benzyloxy)-6-((benzyloxy)methyl)-2-(hydroxymethyl)tetrahydro-2H-pyran-3-ol 
• 602301-70-2 (E)-ethyl 4-((2R,4S,5R)-5-hydroxy-2-(4-methoxyphenyl)-1,3-dioxan-4-yl)but-2-enoate 
• 620949-24-8 (2R,4aR,6S,7R,8aS)-6-Hydroxymethyl-2-(4-methoxy-phenyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol 
• 602301-65-5 (2R,4aR,6S,7R,8aS)-2-(4-Methoxy-phenyl)-6-vinyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol 

Downstream Products

• 602301-85-9 (2R,4aR,5aS,8R,9S,10aR,11aS)-8-((2R,3S,5R,6S)-5-Benzyloxy-6-benzyloxymethyl-2-vinyl-tetrahydro-pyran-3-yloxy)-2-(4-methoxy-phenyl)-9-vinyl-decahydro-1,3,5,10-tetraoxa-cyclohepta[b]naphthalene 
• 602301-90-6 (2R,4aR,5aS,8R,9S,10aR,11aS)-9-Allyl-8-((2R,3S,5R,6S)-5-benzyloxy-6-benzyloxymethyl-2-vinyl-tetrahydro-pyran-3-yloxy)-2-(4-methoxy-phenyl)-decahydro-1,3,5,10-tetraoxa-cyclohepta[b]naphthalene 
• 602301-87-1 (2R,4aR,5aS,8R,9S,10aR,11aS)-8-((2R,3S,5R,6S)-2-Allyl-5-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-3-yloxy)-2-(4-methoxy-phenyl)-9-vinyl-decahydro-1,3,5,10-tetraoxa-cyclohepta[b]naphthalene 
• 602301-84-8 {(2R,3S,5R,6S)-5-Benzyloxy-6-benzyloxymethyl-3-[(2R,4aR,5aS,8R,9S,10aR,11aS)-2-(4-methoxy-phenyl)-9-vinyl-decahydro-1,3,5,10-tetraoxa-cyclohepta[b]naphthalen-8-yloxy]-tetrahydro-pyran-2-yl}-methanol 
• 602301-86-0 {(2R,3S,5R,6S)-5-Benzyloxy-6-benzyloxymethyl-3-[(2R,4aR,5aS,8R,9S,10aR,11aS)-2-(4-methoxy-phenyl)-9-vinyl-decahydro-1,3,5,10-tetraoxa-cyclohepta[b]naphthalen-8-yloxy]-tetrahydro-pyran-2-yl}-acetonitrile 
• 602301-89-3 {(2R,3S,5R,6S)-3-[(2R,4aR,5aS,8R,9S,10aR,11aS)-9-Allyl-2-(4-methoxy-phenyl)-decahydro-1,3,5,10-tetraoxa-cyclohepta[b]naphthalen-8-yloxy]-5-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl}-methanol 
• 602301-91-7 {(2R,3S,5R,6S)-3-[(2R,4aR,5aS,8R,9S,10aR,11aS)-9-Allyl-2-(4-methoxy-phenyl)-decahydro-1,3,5,10-tetraoxa-cyclohepta[b]naphthalen-8-yloxy]-5-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl}-acetonitrile 
• 602301-92-8 (2R,4aR,5aS,8R,9S,10aR,11aS)-9-Allyl-8-((2R,3S,5R,6S)-2-allyl-5-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-3-yloxy)-2-(4-methoxy-phenyl)-decahydro-1,3,5,10-tetraoxa-cyclohepta[b]naphthalene 
• 602301-83-7 (2R,4aR,5aS,8R,9S,10aR,11aS)-8-[(2R,3S,5R,6S)-5-Benzyloxy-6-benzyloxymethyl-2-(1-ethoxy-ethoxymethyl)-tetrahydro-pyran-3-yloxy]-2-(4-methoxy-phenyl)-9-vinyl-decahydro-1,3,5,10-tetraoxa-cyclohepta[b]naphthalene 
• 602301-88-2 (2R,4aR,5aS,8R,9S,10aR,11aS)-9-Allyl-8-[(2R,3S,5R,6S)-5-benzyloxy-6-benzyloxymethyl-2-(1-ethoxy-ethoxymethyl)-tetrahydro-pyran-3-yloxy]-2-(4-methoxy-phenyl)-decahydro-1,3,5,10-tetraoxa-cyclohepta[b]naphthalene 
• 602301-82-6 2-[(2R,4aR,5aS,8R,9S,10aR,11aS)-8-[(2R,3S,5R,6S)-5-Benzyloxy-6-benzyloxymethyl-2-(1-ethoxy-ethoxymethyl)-tetrahydro-pyran-3-yloxy]-2-(4-methoxy-phenyl)-decahydro-1,3,5,10-tetraoxa-cyclohepta[b]naphthalen-9-yl]-ethanol 
• 602301-93-9 Toluene-4-sulfonic acid (2R,3S,5R,6S)-5-benzyloxy-6-benzyloxymethyl-3-[(2R,4aR,5aS,8R,9S,10aR,11aS)-2-(4-methoxy-phenyl)-9-vinyl-decahydro-1,3,5,10-tetraoxa-cyclohepta[b]naphthalen-8-yloxy]-tetrahydro-pyran-2-ylmethyl ester 
• 602301-94-0 Toluene-4-sulfonic acid (2R,3S,5R,6S)-3-[(2R,4aR,5aS,8R,9S,10aR,11aS)-9-allyl-2-(4-methoxy-phenyl)-decahydro-1,3,5,10-tetraoxa-cyclohepta[b]naphthalen-8-yloxy]-5-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylmethyl ester 

Relevant academic research and scientific papers

Divergent synthesis of the tetracyclic ethers of 6-X-7-6 ring systems

Ladder-shaped polyether natural products show diverse biological activities with extreme potency. As the initial phase of detailed SAR studies of bioactive polyethers, we set out to construct structurally simple mimics. This paper details the divergent synthesis of 6-X-7-6 tetracycles (X=7, 8, or 9) starting from a simple 6-membered ether. Key reactions in the synthesis include (i) the direct formation of an O,S-acetal by the coupling of an alcohol with an α-chlorosulfide, (ii) the construction of a 7-membered ring by radical cyclization, and (iii) cyclization to the 7, 8 or 9-membered ring via a ring-closing metathesis reaction. The neutral reaction conditions of our strategy enable the synthesis of a wide variety of substrates. The results of this study can be applied for the rapid construction of artificial polyether compounds with diversified molecular shapes and sizes.

Novel assembly of cyclic ethers by coupling alpha-chlorosulfides and alcohols.

A novel protocol for assembling polycyclic ethers was developed and successfully applied to the synthesis of the EFGH ring system of ciguatoxin CTX3C. A key transformation involves construction of an O,S-acetal through coupling of alpha-chlorosulfide and