116652-75-6

Basic information

• Product Name: 3-Pentanone, 2-methyl-1-(phenylmethoxy)-, (R)-
• CAS NO: 116652-75-6
• Molecular Formula: C13H18O2
• Molecular Weight: 206.285
• Mol File: 116652-75-6.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 3-Pentanone, 2-methyl-1-(phenylmethoxy)-, (R)-(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Pentanone, 2-methyl-1-(phenylmethoxy)-, (R)-(116652-75-6)
• EPA Substance Registry System: 3-Pentanone, 2-methyl-1-(phenylmethoxy)-, (R)-(116652-75-6)

Safety Data

• Hazardous Substances Data: 116652-75-6(Hazardous Substances Data)

Upstream product

• 81927-55-1 O-benzyl 2,2,2-trichloroacetimidate 
• 100-51-6 benzyl alcohol 
• 56850-58-9 methyl (2R)-3-(benzyloxy)-2-methylpropanoate 
• 925-90-6 ethylmagnesium bromide 
• 116652-76-7 (2R)-3-benzyloxy-N-methoxy-N-methyl-2-methylpropanamide 
• 86535-20-8 3-pentanone (R)-1-amino-2-methoxymethylpyrrolidine hydrazone 
• 3587-60-8 Benzyloxymethyl chloride 
• 116652-76-7 3-Benzyloxy-N-methoxy-2,N-dimethyl-propionamide 
• 79026-61-2 (R)-3-benzyloxy-2-methylpropanal 

Downstream Products

• 256643-34-2 (2R,4R,5R,6R,7S,8R)-1-benzyloxy-7-tert-butyldimethylsilyloxy-5-hydroxy-2,4,6,8-tetramethyl-9-(triisopropylsilyloxy)-3-nonanone 
• 410523-51-2 (2R,4S,5R,6S)-(-)-1-benzyloxy-5-hydroxy-2,4,6-trimethyloctan-3-one 
• 494844-47-2 (2R,4S,5R,6S)-1-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-2,4,6-trimethyl-octan-3-one 
• 494844-48-3 (2R,4S,5R,6R)-1-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-2,4,6-trimethyl-octan-3-one 
• 1352832-11-1 (2R,3R,4R,5R,6R)-2-((1'S)-1'-benzoyloxyethyl)-6-[(1''R,2''R)-2''-benzoyloxy-1''-methylprop-1''-yl]-3-methoxy-5-methyltetrahydropyran-2,4-diol 
• 1352832-13-3 (2R,3R,4R,5S,6S)-4-acetoxy-2-((1'S)-1'-benzoyloxyethyl)-6-[(1''R,2''R)-2''-benzoyloxy-1''-methylprop-1''-yl]-3-methoxy-5-methyltetrahydropyran-2-ol 
• 1352832-20-2 C₅₅H₉₄O₁₀Si₂ 
• 1352832-22-4 C₅₄H₉₂O₁₀Si₂ 
• 273944-65-3 (2R,4R,5R)-1-benzyloxy-5-hydroxy-2,4-dimethylhexan-3-one 
• 1252651-74-3 C₃₁H₅₂O₆Si 
• 1252651-65-2 C₂₅H₃₆O₆ 
• 1319647-61-4 C₂₀H₂₈O₄ 
• 1319647-59-0 C₂₀H₂₈O₃ 
• 1319647-58-9 C₂₁H₃₁BrO₃ 

Relevant articles and documents

Lewis Base–Br?nsted Acid–Enzyme Catalysis in Enantioselective Multistep One-Pot Syntheses

Establishing one-pot, multi-step protocols combining different types of catalysts is one important goal for increasing efficiency in modern organic synthesis. In particular, the high potential of biocatalysts still needs to be harvested. Based on an in-depth mechanistic investigation of a new organocatalytic protocol employing two catalysts {1,4-diazabicyclo[2.2.2]octane (DABCO); benzoic acid (BzOH)}, a sequence was established providing starting materials for enzymatic refinement (ene reductase; alcohol dehydrogenase): A gram-scale access to a variety of enantiopure key building blocks for natural product syntheses was enabled utilizing up to six catalytic steps within the same reaction vessel.

Asymmetric total synthesis of (-)-callystatin A employing the SAMP/RAMP hydrazone alkylation methodology

(equation presented) The asymmetric total synthesis of (-)-callystatin A has been achieved. The key steps generating the stereogenic centers rely on the asymmetric α-alkylation of aldehydes or ketones exploiting the SAMP/RAMP hydrazone alkylation methodology, as well as an enzymatic enantioselective reduction of a 3,5-dioxocarboxylate. For the construction of the alkene moieties, highly selective Wittig or Horner-Wadsworth-Emmons reactions were employed.

Versatile enantioselective synthesis of four diastereomers of serricornin, a sex pheromone of the cigarette beetle, using the SAMP/RAMP-hydrazone method

Serricornin is a female-produced sex pheromone of the cigarette beetle (Lasioderma serricorne), which is a pest of dried foodstuffs and tobacco. We report a versatile and short synthesis of all possible 6,7-syn-isomers of serricornin, including the natura