1381848-84-5

Basic information

• Product Name: C₅₄H₈₄O₉Si₂
• Synonyms: C₅₄H₈₄O₉Si₂
• CAS NO: 1381848-84-5
• Molecular Weight: 933.427
• Mol File: 1381848-84-5.mol

Chemical Properties

• CAS DataBase Reference: C₅₄H₈₄O₉Si₂(CAS DataBase Reference)
• NIST Chemistry Reference: C₅₄H₈₄O₉Si₂(1381848-84-5)
• EPA Substance Registry System: C₅₄H₈₄O₉Si₂(1381848-84-5)

Safety Data

• Hazardous Substances Data: 1381848-84-5(Hazardous Substances Data)

Upstream product

• 115869-43-7 (tert-butyldiphenylsilanyloxy)acetaldehyde 
• 1381848-82-3 (2R,4R,6R)-6-((S)-4-((tert-butyldiphenylsilyl)oxy)-2-methyl-3-((triethylsilyl)oxy)butan-2-yl)-2-methoxy-2-(((2S,4S,5S,6S)-6-(2-((4-methoxybenzyl)oxy)ethyl)-5-methyl-4-((triisopropylsilyl)oxy)tetrahydro-2H-pyran-2-yl)methyl)-4-methyldihydro-2H-pyran-3(4H)-one 
• 1381848-80-1 (2R,3R,4R,6R)-6-((S)-4-((tert-butyldiphenylsilyl)oxy)-2-methyl-3-((triethylsilyl)oxy)butan-2-yl)-2-methoxy-2-(((2S,4S,5S,6S)-6-(2-((4-methoxybenzyl)oxy)ethyl)-5-methyl-4-((triisopropylsilyl)-oxy)tetrahydro-2H-pyran-2-yl)methyl)-4-methyltetrahydro-2H-pyran-3-ol 
• 1381848-79-8 (2R,3S,4R,6R)-6-((S)-4-((tert-butyldiphenylsilyl)oxy)-2-methyl-3-((triethylsilyl)oxy)butan-2-yl)-2-methoxy-2-(((2S,4S,5S,6S)-6-(2-((4-methoxybenzyl)oxy)ethyl)-5-methyl-4-((triisopropylsilyl)oxy)-tetrahydro-2H-pyran-2-yl)methyl)-4-methyltetrahydro-2H-pyran-3-ol 
• 1381848-75-4 C₅₉H₉₆O₇Si₃ 
• 1381848-73-2 (2R,4R)-2-((S)-4-((tert-butyldiphenylsilyl)oxy)-2-methyl-3-((triethylsilyl)oxy)butan-2-yl)-4-methyl-3,4-dihydro-2H-pyran-6-yl trifluoromethanesulfonate 
• 1381848-71-0 (4R,6R)-6-((S)-4-((tert-butyldiphenylsilyl)oxy)-2-methyl-3-((triethylsilyl)oxy)butan-2-yl)-4-methyltetrahydro-2H-pyran-2-one 
• 1381848-69-6 C₂₇H₃₈O₄Si 
• 1381848-68-5 C₂₇H₄₂O₄Si 
• 1381848-67-4 C₃₃H₅₆O₄Si₂ 
• 1381848-66-3 C₁₇H₃₈O₄Si 
• 1381848-65-2 C₁₇H₃₆O₂Si 
• 1381848-61-8 triisopropyl(((2S,3S,4S)-2-(2-((4-methoxybenzyl)oxy)ethyl)-3-methyl-6-methylenetetrahydro-2H-pyran-4-yl)oxy)silane 
• 870-63-3 prenyl bromide 

Downstream Products

• 1381848-83-4 (2R,4R,6R)-6-((S)-4-((tert-butyldiphenylsilyl)oxy)-3-hydroxy-2-methylbutan-2-yl)-2-(((2S,4S,5S,6S)-6-(2-hydroxyethyl)-5-methyl-4-((triisopropylsilyl)oxy)tetrahydro-2H-pyran-2-yl)methyl)-2-methoxy-4-methyldihydro-2H-pyran-3(4H)-one 
• 1381848-85-6 2-((2S,3S,4S,6S)-6-(((2R,4R,6R)-6-((S)-4-((tert-butyldiphenylsilyl)oxy)-3-hydroxy-2-methylbutan-2-yl)-2-methoxy-4-methyl-3-oxotetrahydro-2H-pyran-2-yl)methyl)-3-methyl-4-((triisopropylsilyl)oxy)tetrahydro-2H-pyran-2-yl)acetic acid 
• 1381848-86-7 (1S,3R,5R,7R,9S,13S,14S,15S)-9-(((tert-butyldiphenylsilyl)oxy)methyl)-3-methoxy-5,8,8,14-tetramethyl-15-((triisopropylsilyl)oxy)-10,17,18-trioxatricyclo[11.3.1.13,7]octadecane-4,11-dione 

Relevant articles and documents

Total Synthesis of Polycavernosides A and B, Two Lethal Toxins from Red Alga

Polycavernosides A and B are glycosidic macrolide natural products isolated as the toxins causing fatal human poisoning by the edible red alga Gracilaria edulis (Polycavernosa tsudai). Total synthesis of polycavernosides A and B has been achieved via a convergent approach. The synthesis of the macrolactone core structure is highlighted by the catalytic asymmetric syntheses of the two key fragments using hetero-Diels-Alder reaction and Kiyooka aldol reaction as the key steps, their union through Suzuki-Miyaura coupling, and Keck macrolactonization. Finally, glycosylation with the l-fucosyl-d-xylose unit and construction of the polyene side chain through Stille coupling completed the total synthesis of polycavernosides A and B.

Total synthesis of (-)-polycavernoside A: Suzuki-Miyaura coupling approach

A total synthesis of (-)-polycavernoside A, a marine lethal toxin isolated from the edible alga Gracilaria edulis, has been achieved via a convergent approach. The synthesis is highlighted by catalytic asymmetric syntheses of the two key fragments and their union through Suzuki-Miyaura coupling and Keck macrolactonization.