168333-75-3

Upstream product

• 168333-72-0 (2R,3S,6S)-2-((Z)-2-Benzenesulfonyl-2-triethylsilanyl-vinyl)-6-(tert-butyl-dimethyl-silanyloxymethyl)-3-methyl-tetrahydro-pyran 
• 189832-18-6 (2R,3S,6S)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-3-methyl-2-((Z)-2-phenylsulfanyl-2-triethylsilanyl-vinyl)-tetrahydro-pyran 
• 168333-70-8 Acetic acid (2S,5S,6R)-5-methyl-6-((Z)-2-phenylsulfanyl-2-triethylsilanyl-vinyl)-tetrahydro-pyran-2-ylmethyl ester 
• 168333-71-9 [(2S,5S,6R)-5-Methyl-6-((Z)-2-phenylsulfanyl-2-triethylsilanyl-vinyl)-tetrahydro-pyran-2-yl]-methanol 
• 168333-73-1 [(2S,5S,6R)-6-((S)-2-Benzenesulfonyl-1-methyl-ethyl)-5-methyl-tetrahydro-pyran-2-yl]-methanol 
• 168333-74-2 (2R,3S,6S)-2-((S)-2-Benzenesulfonyl-1-methyl-ethyl)-6-iodomethyl-3-methyl-tetrahydro-pyran 

Downstream Products

• 168333-76-4 [(1R,2S)-1-((S)-2-Benzenesulfonyl-1-methyl-ethyl)-2-methyl-hex-5-enyloxy]-tert-butyl-dimethyl-silane 
• 189832-24-4 (2S,3R,4S,10S,11S,14S)-1,9-Bis-benzenesulfonyl-3,11-bis-(tert-butyl-dimethyl-silanyloxy)-2,4,10,14-tetramethyl-hexadec-15-en-7-one 
• 189832-23-3 (2S,3R,4S,10S,11S,14S)-1,9-Bis-benzenesulfonyl-3,11-bis-(tert-butyl-dimethyl-silanyloxy)-2,4,10,14-tetramethyl-hexadec-15-en-7-ol 
• 168334-04-1 (S)-5-[(2S,3R,6R,8R,9S)-8-((S)-2-Benzenesulfonyl-1-methyl-ethyl)-3,9-dimethyl-1,7-dioxa-spiro[5.5]undec-2-yl]-3-methyl-pentan-2-one 
• 189832-17-5 [(1R,2S)-1-((S)-2-Benzenesulfonyl-1-methyl-ethyl)-2-methyl-4-oxiranyl-butoxy]-tert-butyl-dimethyl-silane 

Relevant academic research and scientific papers

Synthetic studies on tautomycin synthesis of segment C

Synthesis of Segment C of tautomycin was accomplished from two D-sugar derivatives. Pseudoenantiomeric heteroconjugate addition strategy allowed stereocontrolled synthesis of Sub-segment C-l. Sub-segment C-2 and its three diastereoisomers have been synthesized through heteroconjugate addition strategy and Mitsunobu reaction, Sub segment C-1 (epoxide electrophile) and C2 (sulfone carbanion) were coupled in the presence of boron trifluoride etherate (BF3·OEt2) to furnish Segment C.