194934-61-7

Basic information

• Product Name: (E)-(5R,6R,7R)-7-((4R,5R,6R)-5-Benzyloxy-2,2,6-trimethyl-[1,3]dioxan-4-yl)-5,6-bis-(2-trimethylsilanyl-ethoxymethoxy)-oct-3-en-2-one
• CAS NO: 194934-61-7
• Molecular Weight: 653.017
• Mol File: 194934-61-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (E)-(5R,6R,7R)-7-((4R,5R,6R)-5-Benzyloxy-2,2,6-trimethyl-[1,3]dioxan-4-yl)-5,6-bis-(2-trimethylsilanyl-ethoxymethoxy)-oct-3-en-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-(5R,6R,7R)-7-((4R,5R,6R)-5-Benzyloxy-2,2,6-trimethyl-[1,3]dioxan-4-yl)-5,6-bis-(2-trimethylsilanyl-ethoxymethoxy)-oct-3-en-2-one(194934-61-7)
• EPA Substance Registry System: (E)-(5R,6R,7R)-7-((4R,5R,6R)-5-Benzyloxy-2,2,6-trimethyl-[1,3]dioxan-4-yl)-5,6-bis-(2-trimethylsilanyl-ethoxymethoxy)-oct-3-en-2-one(194934-61-7)

Safety Data

• Hazardous Substances Data: 194934-61-7(Hazardous Substances Data)

Upstream product

• 194934-56-0 (2R,3R,4R,5R)-3-benzyloxy-6-(p-methoxybenzyloxy)-5-methylhexane-2,4-diol 
• 194934-60-6 (2S,3R,4R)-4-((4R,5R,6R)-5-Benzyloxy-2,2,6-trimethyl-[1,3]dioxan-4-yl)-2,3-bis-(2-trimethylsilanyl-ethoxymethoxy)-pentanoic acid methyl ester 
• 194934-59-3 methyl (2S,3R,4R)-4-[5-(R)-benzyloxy-2,2,6-(6R)-trimethyl-1,3-dioxan-4-(R)-yl]-2,3-dihydroxy-pentanoate 
• 194934-55-9 (2R,4R,5R)-4-benzyloxy-5-hydroxy-1-(p-methoxybenzyloxy)-2-methyl-3-hexanone 
• 194934-57-1 (4R,5R,6R)-5-benzyloxy-4-[1-(p-methoxybenzyloxy)-prop-2-(R)-yl]-2,2,6-trimethyl-1,3-dioxane 
• 194934-52-6 methyl (2E,4R)-4-[5-(R)-benzyloxy-2,2,6-(6R)-trimethyl-1,3-dioxan-4-(R)-yl]-pent-2-enoate 
• 194934-58-2 (S)-2-[5-(R)-benzyloxy-2,2,6-(6R)-trimethyl-1,3-dioxan-4-(R)-yl]-propionaldehyde 
• 862509-84-0 (4R,5R,6R)-5-benzyloxy-4-[1-hydroxy-prop-2-(R)-yl]-2,2,6-trimethyl-1,3-dioxane 
• 4202-14-6 dimethyl (2-oxopropyl)phosphonate 

Downstream Products

• 194934-62-8 1-[(2S,3R,4R,5S,6R)-6-((1R,2R)-1-Benzyloxy-2-hydroxy-propyl)-5-methyl-3,4-bis-(2-trimethylsilanyl-ethoxymethoxy)-tetrahydro-pyran-2-yl]-propan-2-one 

Relevant articles and documents

Studies in marine macrolide synthesis: Stereocontrolled synthesis of the F-ring subunit of spongistatin 1 (Altohyrtin A).

The C36-C46 subunit 3, containing the F ring of spongistatin 1 (1), was prepared in 12 steps from ketone (R)-7. Key steps include: (i) the boron-mediated anti aldol reaction, 7 → 9; (ii) the Sharpless AD, 6 → 13; and (iii) an intramolecular hetero-Michael addition, followed by base-promoted equilibration to give 3.