1225487-37-5

Basic information

• Product Name: (6S)-5,6-dihydro-6-[(2E)-4-oxo-6-phenylhex-2-en-1-yl]-2H-pyran-2-one
• Synonyms: (6S)-5,6-dihydro-6-[(2E)-4-oxo-6-phenylhex-2-en-1-yl]-2H-pyran-2-one
• CAS NO: 1225487-37-5
• Molecular Weight: 270.328
• Mol File: 1225487-37-5.mol

Chemical Properties

• CAS DataBase Reference: (6S)-5,6-dihydro-6-[(2E)-4-oxo-6-phenylhex-2-en-1-yl]-2H-pyran-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: (6S)-5,6-dihydro-6-[(2E)-4-oxo-6-phenylhex-2-en-1-yl]-2H-pyran-2-one(1225487-37-5)
• EPA Substance Registry System: (6S)-5,6-dihydro-6-[(2E)-4-oxo-6-phenylhex-2-en-1-yl]-2H-pyran-2-one(1225487-37-5)

Safety Data

• Hazardous Substances Data: 1225487-37-5(Hazardous Substances Data)

Upstream product

• 1319146-01-4 (5R,2Z)-7-tert-butyldimethylsilyloxyhept-2-ene-1,5-diol 
• 1290048-50-8 (R)-6-(2-((tert-butyldimethylsilyl)oxy)ethyl)-5,6-dihydro-2H-pyran-2-one 
• 41162-19-0 dimethyl(2-oxo-4-phenylbutyl)phosphonate 
• 1042965-49-0 (R)-6-(2-(benzyloxy)ethyl)-5,6-dihydropyran-2-one 
• 1290048-52-0 (6R)-6-(2-hydroxyethyl)-5,6-dihydro-2H-pyran-2-one 
• 31984-10-8 1-bromo-4-phenylbutan-2-one 
• 16640-69-0 4-phenyl-1-(triphenylphosphoranylidene)butan-2-one 
• 111322-01-1 (R)-1-benzyloxy-hex-5-en-3-ol 
• 1042965-51-4 (R)-1-(benzyloxy)hex-5-en-3-yl acrylate 
• 70542-83-5 ethyl (2E)-5-(benzyloxy)pent-2-enoate 
• 128524-85-6 (3R)-5-(phenylmethoxy)pentane-1,3-diol 
• 89923-31-9 (E)-5-(benzyloxy)pent-2-en-1-ol 
• 111466-55-8 ((2S,3S)-3-(2-(benzyloxy)ethyl)oxiran-2-yl)methanol 

Relevant articles and documents

Enantioselective synthesis of the natural product (S)-rugulactone

A simple and efficient enantioselective synthesis of (6S)-5,6-dihydro-6- [(2E)-4-oxo-6-phenylhex-2-en-1-yl]-2H-pyran-2-one (=(S)-rugulactone) has been accomplished. The synthesis started from commercially available propane-1,3-diol and ethyl 3-phenylpropa

Simple stereoselective synthesis of unsaturated lactone intermediates and their conversion into natural dihydropyranones and their enantiomers#

The stereoselective synthesis of the unsaturated lactone intermediates, (S) - and (R)-2-(6-oxo-3, 6-dihydro-2Hpyran-2-yl) acetaldehydes has been accomplished from propane 1,3 diol employing Maruoka asymmetric allylation and ring closing metathesis reaction. The intermediates were converted into two natural dihydropyranones, 6 (R)-4-oxopent-2-enyl 5,6-dihydro-2H-pyran-2-one and (R)- rugulactone and their enantiomers through Wittig olefination.

Stereoselective synthesis of both enantiomers of rugulactone

The stereoselective total synthesis of both enantiomers of rugulactone 1 has been completed by applying enantioselective allyl additions as key steps. Two different strategies based on highly stable and enantiomerically pure α-substituted allylboronic esters 2 and 3 were performed starting from boronic ester 4.