158347-50-3

Upstream product

• 58479-61-1 tert-butylchlorodiphenylsilane 
• 198057-22-6 (Z)-(4S,5S)-5,6-Dihydroxy-4-(4-methoxy-benzyloxy)-hex-2-enoic acid methyl ester 
• 174968-09-3 (R)-((S)-2,2-Diethyl-[1,3]dioxolan-4-yl)-(4-methoxy-benzyloxy)-acetaldehyde 
• 198057-21-5 (S)-4-((S)-2,2-Diethyl-[1,3]dioxolan-4-yl)-4-(4-methoxy-benzyloxy)-but-2-ynoic acid methyl ester 
• 198057-20-4 (3S,4S)-1,1-dibromo-3-(4-methoxybenzyloxy)-4,5-pentylidenedioxy-1-pentene 
• 156696-20-7 (2S,3S)-2-(4-methoxybenzyloxy)-3,4-O-(3-pentylidene)-1,3,4-butanetriol 

Downstream Products

• 198057-24-8 tert-Butyl-[(2S,3S,6R)-6-methoxy-3-(4-methoxy-benzyloxy)-3,6-dihydro-2H-pyran-2-ylmethoxy]-diphenyl-silane 
• 158347-54-7 Acetic acid (2S,3S,4S,5R,6R)-5-acetoxy-2-(tert-butyl-diphenyl-silanyloxymethyl)-6-methoxy-4-methyl-tetrahydro-pyran-3-yl ester 
• 158347-61-6 Toluene-4-sulfonic acid (2S,3S,4S,5R,6R)-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-6-methoxy-4-methyl-tetrahydro-pyran-2-ylmethyl ester 
• 198057-17-9 (2S,3R,4R,5S,6S)-2-Allyl-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-6-[(R)-2-(4-methoxy-phenyl)-[1,3]dioxolan-4-ylmethyl]-4-methyl-tetrahydro-pyran 
• 198057-18-0 (R)-3-[(2S,3S,4R,5R,6S)-6-Allyl-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-4-methyl-tetrahydro-pyran-2-yl]-2-(4-methoxy-benzyloxy)-propan-1-ol 
• 158347-57-0 (2R,3R,4S,5S,6S)-3,5-diacetoxy-2-methoxy-4-methyl-3,4,5,6-tetrahydro-6-(4-toluenesulfonyloxy)methyl-2H-pyran 
• 198057-29-3 (2S,3S,4S,5R,6R)-2-Benzyloxymethoxymethyl-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-6-methoxy-4-methyl-tetrahydro-pyran 
• 158347-52-5 (1R,2R,4S,5R,6R)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-2-methoxy-3,7-dioxa-bicyclo[4.1.0]heptan-5-ol 
• 158347-53-6 (2S,3S,4S,5R,6R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-6-methoxy-4-methyl-tetrahydro-pyran-3,5-diol 
• 198057-27-1 (2R,3R,4S,5S,6S)-6-benzyloxymethoxymethyl-3,5-diacetoxy-2-methoxy-4-methyl-3,4,5,6-tetrahydro-2H-pyran 
• 158347-51-4 (2S,3S,6R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-6-methoxy-3,6-dihydro-2H-pyran-3-ol 
• 198057-28-2 (2R,3R,4S,5S,6S)-6-benzyloxymethyloxymethyl-3,5-dihydroxy-2-methoxy-4-methyl-3,4,5,6-tetrahydro-2H-pyran 
• 198057-23-7 (5S,6S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-5-(4-methoxy-benzyloxy)-5,6-dihydro-pyran-2-one 

Relevant academic research and scientific papers

Synthetic studies of halichondrin B, an antitumor polyether macrolide isolated from a marine sponge. 7. Synthesis of two C27-C36 units via construction of the F ring and completely stereoselective C-glycosylation using mixed Lewis acids

Two C27-C36 units of halichondrin B were synthesized starting from a C31-C34 alcohol, which was easily available from dimethyl L-tartrate, via construction of the F ring, methylation at the C31 position and C- glycosylation. These crucial reactions proceeded completely stereoselectively, and in particular the stereoselective C-glycosylation with allyltrimethylsilane took place only in the presence of both of two Lewis acids, boron trifluoride etherate and trimethylsilyl triflate.