1426140-06-8

Basic information

• Product Name: (3Z,5E)-1-[(4R,6S)-6-allyl-2,2-dimethyl-1,3-dioxan-4-yl]-4-hydroxy-6-phenylhexa-3,5-dien-2-one
• Synonyms: (3Z,5E)-1-[(4R,6S)-6-allyl-2,2-dimethyl-1,3-dioxan-4-yl]-4-hydroxy-6-phenylhexa-3,5-dien-2-one
• CAS NO: 1426140-06-8
• Molecular Weight: 342.435
• Mol File: 1426140-06-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (3Z,5E)-1-[(4R,6S)-6-allyl-2,2-dimethyl-1,3-dioxan-4-yl]-4-hydroxy-6-phenylhexa-3,5-dien-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: (3Z,5E)-1-[(4R,6S)-6-allyl-2,2-dimethyl-1,3-dioxan-4-yl]-4-hydroxy-6-phenylhexa-3,5-dien-2-one(1426140-06-8)
• EPA Substance Registry System: (3Z,5E)-1-[(4R,6S)-6-allyl-2,2-dimethyl-1,3-dioxan-4-yl]-4-hydroxy-6-phenylhexa-3,5-dien-2-one(1426140-06-8)

Safety Data

• Hazardous Substances Data: 1426140-06-8(Hazardous Substances Data)

Upstream product

• 1426140-05-7 (E)-1-[(4R,6S)-6-allyl-2,2-dimethyl-1,3-dioxan-4-yl]-4-hydroxy-6-phenylhex-5-en-2-one 
• 1426140-03-5 1-[(4R,6S)-6-allyl-2,2-dimethyl-1,3-dioxan-4-yl]propan-2-one 
• 1182723-06-3 (4S,6S)-4,6-diallyl-2,2-dimethyl-1,3-dioxane 
• 131563-81-0 (+)-(2R,2'R)-methylenebis(oxirane) 
• 136030-28-9 (2R,4R)-1,5-dichloropentane-2,4-diol 
• 135943-86-1 (4S,6S)-nona-1,8-diene-4,6-diol 
• 40630-12-4 1,5-dichloropentane-2,4-dione 

Downstream Products

• 1426140-07-9 (R)-2-[(S)-2-hydroxypent-4-en-1-yl]-6-[(E)-styryl]-2H-pyran-4(3H)-one 
• 1426140-00-2 (S)-6-{[(R)-4-oxo-6-[(E)-styryl]-3,4-dihydro-2H-pyran-2-yl]methyl}-5,6-dihydro-2H-pyran-2-one 

Relevant articles and documents

Enantioselective synthesis of (+)-obolactone based on a symmetry-breaking wacker monooxidation of a diene

A concise synthesis of the dihydro-α-pyrone/dihydro-γ-pyrone natural product (+)-obolactone (13) is disclosed. The dienediol acetonide 23 (≥97% ee) was obtained from 1,5-dichloropentane-2,4-dione in four steps. A Wacker monooxidation of 23 furnished the monoketone 24 in 64% yield. The OH group of the ensuing dihydro-γ-pyrone 31 was esterified under Mitsunobu conditions with cinnamic acid (→ 80% inversion and 20% retention of configuration). A ring-closing metathesis formed the dihydro-α-pyrone moiety of the target in the terminating step.