312492-73-2

Basic information

• Product Name: ethyl (2S,3R)-6-benzyloxy-2,3-dihydroxy-2-methylhexanoate
• Synonyms: ethyl (2S,3R)-6-benzyloxy-2,3-dihydroxy-2-methylhexanoate
• CAS NO: 312492-73-2
• Molecular Weight: 296.364
• Mol File: 312492-73-2.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: ethyl (2S,3R)-6-benzyloxy-2,3-dihydroxy-2-methylhexanoate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl (2S,3R)-6-benzyloxy-2,3-dihydroxy-2-methylhexanoate(312492-73-2)
• EPA Substance Registry System: ethyl (2S,3R)-6-benzyloxy-2,3-dihydroxy-2-methylhexanoate(312492-73-2)

Safety Data

• Hazardous Substances Data: 312492-73-2(Hazardous Substances Data)

Upstream product

• 109307-90-6 ethyl 2-methyl-6-(phenylmethoxy)-2(E)-hexenoate 
• 100-39-0 benzyl bromide 
• 5470-84-8 4-benzyloxybutanal 
• 4541-14-4 4-benzyloxy-butan-1-ol 

Downstream Products

• 312492-77-6 (4S,5R)-3-[(S)-3-{(4R,5R)-5-[(S)-5-(tert-butyldimethylsilyloxy)-4-methylpentyl]-2,2,5-trimethyl-1,3-dioxolan-4-yl}-2-hydroxypropanoyl]-4-methyl-5-phenyloxazolidin-2-one 
• 312492-76-5 (4S,5R)-3-(3-{(4R,5R)-5-[(S)-5-(tert-butyldimethylsilyloxy)-4-methylpentyl]-2,2,5-trimethyl-1,3-dioxolan-4-yl}propanoyl)-4-methyl-5-phenyloxazolidin-2-one 
• 312492-75-4 ((S)-5-{(4R,5R)-5-[3-(benzyloxy)propyl]-2,2,4-trimethyl-1,3-dioxolan-4-yl}-2-methylpent-4-enyloxy)(tert-butyl)dimethylsilane 
• 312492-85-6 {(4R,5R)-5-[3-(benzyloxy)propyl]-2,2,4-trimethyl-1,3-dioxolan-4-yl}methanol 
• 312492-74-3 (4S,5R)-5-(3-Benzyloxy-propyl)-2,2,4-trimethyl-[1,3]dioxolane-4-carbaldehyde 
• 312492-84-5 ethyl (4S,5R)-5-[3-(benzyloxy)propyl]-2,2,4-trimethyl-1,3-dioxolane-4-carboxylate 

Relevant articles and documents

New solutions to the C-12,13 stereoproblem of epothilones B and D; synthesis of a 12,13-diol-acetonide epothilone B analog

New approaches are described to the synthesis of epothilone B and a 12,13-diol-acetonide derivative. Specifically the (12Z) double bond is formed quantitatively by a silicon-tethered ring-closing metathesis (RCM) reaction with 85 % selectivity. Alternatively, a direct route to the 12,13-epoxide by cyclization of a 12,13-diol has been developed. Wiley-VCH Verlag GmbH & Co. KGaA, 2006.

A novel highly stereoselective total synthesis of epothilone B and of its (12R, 13R) acetonide

Stereoselective syntheses of epothilone B (1) and its novel derivative 2 are described. Key steps are the formation of intermediate 3 via Sharpless AD-reaction and Davis-Evans-hydroxylation. (C) 2000 Elsevier Science Ltd.