287483-51-6

Basic information

• Product Name: (1S)-1-[(4S,5S,2S)-4-(tert-butyldiphenylsilanyloxy)-5-pentyltetrahydrofuran-2-yl]-dec-9-en-1-ol
• Synonyms: (1S)-1-[(4S,5S,2S)-4-(tert-butyldiphenylsilanyloxy)-5-pentyltetrahydrofuran-2-yl]-dec-9-en-1-ol
• CAS NO: 287483-51-6
• Molecular Weight: 550.897
• Mol File: 287483-51-6.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: (1S)-1-[(4S,5S,2S)-4-(tert-butyldiphenylsilanyloxy)-5-pentyltetrahydrofuran-2-yl]-dec-9-en-1-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (1S)-1-[(4S,5S,2S)-4-(tert-butyldiphenylsilanyloxy)-5-pentyltetrahydrofuran-2-yl]-dec-9-en-1-ol(287483-51-6)
• EPA Substance Registry System: (1S)-1-[(4S,5S,2S)-4-(tert-butyldiphenylsilanyloxy)-5-pentyltetrahydrofuran-2-yl]-dec-9-en-1-ol(287483-51-6)

Safety Data

• Hazardous Substances Data: 287483-51-6(Hazardous Substances Data)

Upstream product

• 122167-22-0 7-octenylmagnesium bromide 
• 287483-50-5 tert-butyl-[5-((2S)-oxiran-2-yl)-2-(2S,3S,5S)-2-pentyltetrahydrofuran-3-yloxy]-diphenylsilane 
• 58479-61-1 tert-butylchlorodiphenylsilane 
• 36781-67-6 methyl non-3-enoate 
• 1422267-50-2 C₃₁H₄₈O₃Si₂ 
• 1422267-54-6 C₂₈H₃₉BrO₃Si 
• 2065-66-9 methyl-triphenylphosphonium iodide 
• 77758-51-1 methyl hex-5-ynoate 
• 111-71-7 heptanal 
• 165605-79-8 (4S,5S)-4,5-dihydro-4-hydroxy-5-pentyl-2-(3H)-furanone 
• 36781-67-6 methyl (trans-3-nonenoate) 
• 369375-78-0 Toluene-4-sulfonic acid (S)-2-((2S,4S,5S)-4-benzyloxy-5-pentyl-tetrahydro-furan-2-yl)-2-hydroxy-ethyl ester 
• 369375-76-8 (S)-1-((2S,4S,5S)-4-Benzyloxy-5-pentyl-tetrahydro-furan-2-yl)-ethane-1,2-diol 
• 369375-77-9 (2S,3S,5S)-3-Benzyloxy-5-(S)-oxiranyl-2-pentyl-tetrahydro-furan 

Relevant articles and documents

Sakurai reaction of 3,3-bis(silyl) silyl enol ethers with acetals involving selective desilylation of the geminal bis(silane). Concise synthesis of nematocidal oxylipid

3,3-Bis(silyl) silyl enol ethers have been shown to exhibit predominantly Sakurai reactivity, rather than Mukaiyama aldol reactivity, in their Lewis acid promoted reactions with acetals. Starting from a geminal bis(silyl) moiety consisting of two differen

β-hydroxy-γ-lactones as chiral building blocks for the enantioselective synthesis of marine natural products

The enantioselective synthesis of trans-(+)-laurediol, (2S,3S,5R)-5-[(1R)-1-hydroxy-9-decenyl]-2-pentyltetrahydro-3-furanol, and (2S,3S,5S)-5-[(1S)-1-hydroxy-9-decenyl]-2-pentyltetrahydro-3-furanol are described. In addition, a formal synthesis of trans-(-)-kumausyne is also developed. All the synthetic procedures have in common the use of enantiomerically enriched β-hydroxy-γ-lactones, easily available by Sharpless asymmetric dihydroxylation (AD) from the suitable β,γ-unsaturated ester. The use of Katsuki - Sharpless asymmetric epoxidation (AE) as an additional enantioselective reaction provides cyclic compounds of high enantiomeric purity.