1426145-97-2

Basic information

• Product Name: (2R,3S)-3-((2R,4R,5S)-5-(2-((tert-butyldiphenylsilyl)oxy)ethyl)-4-methyltetrahydrofuran-2-yl)-2,3-bis(methoxymethoxy)propan-1-ol
• Synonyms: (2R,3S)-3-((2R,4R,5S)-5-(2-((tert-butyldiphenylsilyl)oxy)ethyl)-4-methyltetrahydrofuran-2-yl)-2,3-bis(methoxymethoxy)propan-1-ol
• CAS NO: 1426145-97-2
• Molecular Weight: 546.777
• Mol File: 1426145-97-2.mol

Chemical Properties

• CAS DataBase Reference: (2R,3S)-3-((2R,4R,5S)-5-(2-((tert-butyldiphenylsilyl)oxy)ethyl)-4-methyltetrahydrofuran-2-yl)-2,3-bis(methoxymethoxy)propan-1-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,3S)-3-((2R,4R,5S)-5-(2-((tert-butyldiphenylsilyl)oxy)ethyl)-4-methyltetrahydrofuran-2-yl)-2,3-bis(methoxymethoxy)propan-1-ol(1426145-97-2)
• EPA Substance Registry System: (2R,3S)-3-((2R,4R,5S)-5-(2-((tert-butyldiphenylsilyl)oxy)ethyl)-4-methyltetrahydrofuran-2-yl)-2,3-bis(methoxymethoxy)propan-1-ol(1426145-97-2)

Safety Data

• Hazardous Substances Data: 1426145-97-2(Hazardous Substances Data)

Upstream product

• 114743-85-0 methyl 3,4:5,6-di-O-isopropylidene-D-gluconate 
• 38145-93-6 (S)-1-((4R,4'R,5R)-2,2,2',2'-tetramethyl-4,4'-bi(1,3-dioxolan)-5-yl)ethane-1,2-diol 
• 13039-93-5 2,2:4,5-di-O-isopropylidene-D-arabinose 
• 1426145-88-1 methyl (Z)-2-methyl-3-((4S,4'R,5R)-2,2,2',2'-tetramethyl-[4,4'-bi(1,3-dioxolan)]-5-yl)acrylate 
• 1426145-96-1 (5S,6R)-5-((2R,4R,5S)-5-(2-((tert-butyldiphenylsilyl)oxy)ethyl)-4-methyltetrahydrofuran-2-yl)-9,9-diethyl-6-(methoxymethoxy)-2,4,8-trioxa-9-silaundecane 
• 1426145-95-0 2-((2S,3R,5R)-5-((5S,6R)-9,9-diethyl-6-(methoxymethoxy)-2,4,8-trioxa-9-silaundecan-5-yl)-3-methyltetrahydrofuran-2-yl)ethan-1-ol 
• 1426145-89-2 (R)-3-methyl-5-((1R,2R)-1,2,3-trihydroxypropyl)furan-2(5H)-one 
• 1426145-94-9 methyl 2-((2S,3R,5R)-5-((5S,6R)-9,9-diethyl-6-(methoxymethoxy)-2,4,8-trioxa-9-silaundecan-5-yl)-3-methyltetrahydrofuran-2-yl)acetate 
• 1426145-93-8 methyl (4R,6R,7S,8R,E)-9-((tert-butyldiphenylsilyl)oxy)-6-hydroxy-7,8-bis(methoxymethoxy)-4-methylnon-2-enoate 
• 1426145-91-6 (3R,5R)-5-((5S,6R)-6-(methoxymethoxy)-10,10-dimethyl-9,9-diphenyl-2,4,8-trioxa-9-silaundecan-5-yl)-3-methyldihydrofuran-2(3H)-one 
• 1426145-90-5 (3R,5R)-5-((1R,2R)-3-((tert-butyldiphenylsilyl)oxy)-1,2-dihydroxypropyl)-3-methyldihydrofuran-2(3H)-one 

Downstream Products

• 1426146-01-1 (5S,6S,10R,11R,E)-11-(tert-butyldimethylsilyloxy)-5-((2R,4R,5S)-5-(2-(tert-butyldiphenylsilyloxy)ethyl)-4-methyltetrahydrofuran-2-yl)-6-(methoxymethoxy)-9,10,14,14,15,15-hexamethyl-2,4,13-trioxa-14-silahexadec-8-en-7-one 
• 1426146-04-4 (5S,6R,10R,11R,E)-11-(tert-butyldimethylsilyloxy)-5-((2R,4R,5S)-5-(2-(tert-butyldiphenylsilyloxy)ethyl)-4-methyltetrahydrofuran-2-yl)-6-(methoxymethoxy)-9,10,14,14,15,15-hexamethyl-7-methylene-2,4,13-trioxa-14-silahexadec-8-ene 
• 1426145-98-3 C₃₀H₄₄O₇Si 

Relevant articles and documents

Stereoselective Synthesis of the C1-C9 and C11-C25 Fragments of Amphidinolides C, C2, C3, and F

An efficient synthesis of the C1-C9 and the C11-C25 fragments of amphidinolides C, C2, C3, and F from a common intermediate is reported. The construction of the C1-C9 fragment involves an intramolecular hetero-Michael cyclization to form the 3,5-disubstituted trans-tetrahydrofuran moiety. The approach to prepare the C11-C25 fragment utilizes a highly stereoselective aerobic cobalt-catalyzed alkenol cyclization and a chelated Mukaiyama aldol reaction to form the C13-C14 bond and to concomitantly install the C13 hydroxyl group.

Syntheses of the C1-C14 and C15-C25 fragments of amphidinolide C

Divergent syntheses of the C1-C14 and C15-C25 fragments of amphidinolide C have been achieved. The synthesis of the C15-C25 fragment featured cobalt-catalyzed modified Mukaiyama aerobic alkenol cyclization and sulfur-directed regiocontrolled Wacker oxidation of an internal alkene. The C1-C14 fragment was established by alkenyllithium addition to an aldehyde followed by a challenging olefination of a highly inert C9 ketone.