170708-54-0

Upstream product

• 170708-53-9 (2R,3S)-1,2-isopropylidenedioxy-4-methyl-3-(1,3-dithian-2-yl)-butane 
• 170708-52-8 (2R,3R,4R)-1,2-epoxy-3-methoxy-4-(4-methoxybenzyl)oxy-5-methylhexane 
• 189164-69-0 (E)-(R)-4-(4-Methoxy-benzyloxy)-5-methyl-hex-2-enoic acid methyl ester 
• 189164-70-3 (2R,3R,4R)-2,3-dihydroxy-4-(4-methoxybenzyl)oxy-5-methyl-1-hexanol 
• 189164-65-6 2-[(R)-4-(4-Methoxy-benzyloxy)-5-methyl-hex-2-ynyloxy]-tetrahydro-pyran 
• 189164-68-9 (R)-2-(4-Methoxy-benzyloxy)-3-methyl-butyric acid ethyl ester 
• 189164-66-7 (4R)-4-(4-methoxybenzyl)oxy-5-methyl-2-hexyne-1-ol 
• 189164-71-4 (2R,3R,4R)-1,2-epoxy-3-hydroxy-4-(4-methoxybenzyl)oxy-5-methylhexane 
• 189164-67-8 (4R,2E)-4-(p-methoxybenzyloxy)-5-methylhex-2-en-1-ol 
• 958018-56-9 (R)-2-(4-Methoxy-benzyloxy)-3-methyl-butyraldehyde 
• 189164-63-4 6-[(tetrahydro-2H-pyran-2-yl)oxy]-2-methylhex-4-yn-3-one 
• 184104-18-5 (2R)-2-(4-methoxybenzyl)oxy-3-methyl-1-butanol 
• 183947-36-6 (S)-2-((R)-2,2-Diethyl-[1,3]dioxolan-4-yl)-propionaldehyde 
• 153185-63-8 (2R,3R)-3,4-diethylmethylenedioxy-2-methyl-butan-1-ol 

Downstream Products

• 170708-55-1 (2R,3S,6R,7S,8R)-6-(t-butyldimethylsiloxy)-1,2-dihydroxy-7-methoxy-8-(4-methoxybenzyl)oxy-3,9-dimethyl-4-(1,3-dithian-2-yl)-decane 
• 189178-00-5 C₅₃H₈₂O₉S₅ 
• 189178-01-6 (2S,3S,6R)-6-{(2S,3S,6R,8S,9R)-3,9-Dimethyl-8-[(S)-3-(2-methyl-[1,3]dithian-2-yl)-butyl]-1,7-dioxa-spiro[5.5]undec-2-yl}-2-{2-[(4R,5S,6R)-6-isopropyl-5-methoxy-2-(4-methoxy-phenyl)-[1,3]dioxan-4-ylmethyl]-[1,3]dithian-2-yl}-heptan-3-ol 
• 189164-76-9 (R)-4-((S)-1-{2-[(2R,3S,4R)-2-Hydroxy-3-methoxy-4-(4-methoxy-benzyloxy)-5-methyl-hexyl]-[1,3]dithian-2-yl}-ethyl)-[1,3]dioxolan-2-one 
• 189177-98-8 (2R,3S)-3-{2-[(4R,5S,6R)-6-Isopropyl-5-methoxy-2-(4-methoxy-phenyl)-[1,3]dioxan-4-ylmethyl]-[1,3]dithian-2-yl}-butane-1,2-diol 
• 189177-99-9 (4R,5S,6R)-4-Isopropyl-5-methoxy-2-(4-methoxy-phenyl)-6-[2-((S)-(R)-1-oxiranyl-ethyl)-[1,3]dithian-2-ylmethyl]-[1,3]dioxane 
• 170708-51-7 (2R,3S,6R,7S,8R)-6-(t-butyldimethylsiloxy)-1,2-epoxy-7-methoxy-8-(4-methoxybenzyl)oxy-3,9-dimethyl-4-(1,3-dithian-2-yl)-decane 
• 109946-35-2 tautomycin 

Relevant academic research and scientific papers

Total synthesis of (+)-tautomycin

Tautomycin molecule was disconnected into 3 retrosynthetic segments, A, B, and C, each of which was synthesized in optically active form. First coupling between Segments B and C was achieved between an epoxide and a sulfone carbanion in the presence of BF

Synthetic studies on tautomycin synthesis of segment B

The synthesis of Segment B corresponding to the C26-C17 portion of tautomycin was accomplished by coupling reaction between the epoxide (Sub-segment B-l) and the dithiane (Subsegment B-2). The degradation product of tautomycin corresponding to the C26-C19 portion was also synthesized from Sub-segment B-1.