802622-23-7

Basic information

• Product Name: 3-[(1R,2S)-2-methyl-2-(4-methylpent-3-enyl)-4-(triisopropylsiloxy)-3-(triisopropylsiloxymethyl)cyclohex-3-enecarbonyl]oxazolidin-2-one
• Synonyms: 3-[(1R,2S)-2-methyl-2-(4-methylpent-3-enyl)-4-(triisopropylsiloxy)-3-(triisopropylsiloxymethyl)cyclohex-3-enecarbonyl]oxazolidin-2-one
• CAS NO: 802622-23-7
• Molecular Weight: 650.103
• Mol File: 802622-23-7.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 3-[(1R,2S)-2-methyl-2-(4-methylpent-3-enyl)-4-(triisopropylsiloxy)-3-(triisopropylsiloxymethyl)cyclohex-3-enecarbonyl]oxazolidin-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3-[(1R,2S)-2-methyl-2-(4-methylpent-3-enyl)-4-(triisopropylsiloxy)-3-(triisopropylsiloxymethyl)cyclohex-3-enecarbonyl]oxazolidin-2-one(802622-23-7)
• EPA Substance Registry System: 3-[(1R,2S)-2-methyl-2-(4-methylpent-3-enyl)-4-(triisopropylsiloxy)-3-(triisopropylsiloxymethyl)cyclohex-3-enecarbonyl]oxazolidin-2-one(802622-23-7)

Safety Data

• Hazardous Substances Data: 802622-23-7(Hazardous Substances Data)

Upstream product

• 2043-21-2 acryloyl-1,3-oxazolidin-2-one 
• 802622-01-1 3E-4,8-dimethyl-3-(triisopropylsiloxymethyl)-3,7-nonadien-2-ol 
• 802622-03-3 3E-4,8-dimethyl-3-(triisopropylsiloxymethyl)-3,7-nonadien-2-one 
• 80522-42-5 triisopropylsilyl trifluoromethanesulfonate 
• 54345-41-4 7-methyl-6-octen-2-ynoic acid ethyl ester 
• 22842-10-0 2-methylhept-2-en-6-yne 
• 802622-05-5 3E-4,8-dimethyl-2-(triisopropylsiloxy)-3-(triisopropylsiloxymethyl)nona-1,3,7-triene 

Downstream Products

• 802622-25-9 (1R,2S)-2-Methyl-2-(4-methyl-pent-3-enyl)-4-triisopropylsilanyloxy-3-triisopropylsilanyloxymethyl-cyclohex-3-enecarbothioic acid S-ethyl ester 
• 802622-27-1 (3S,4R)-4-methoxymethoxymethyl-3-methyl-3-(4-methylpent-3-enyl)-1-(triisopropylsiloxy)-2-(triisopropylsiloxymethyl)cyclohex-1-ene 
• 802622-26-0 [(1R,2S)-2-methyl-2-(4-methylpent-3-enyl)-4-(triisopropylsiloxy)-3-(triisopropylsiloxymethyl)cyclohex-3-enyl]methanol 
• 802622-29-3 4-methoxymethoxymethyl-3-methyl-6-(3-methylbut-2-enyl)-3-(4-methylpent-3-enyl)-2-(triisopropylsiloxymethyl)cyclohexanone 
• 802622-28-2 4-methoxymethoxymethyl-3-methyl-3-(4-methylpent-3-enyl)-2-(triisopropylsiloxymethyl)cyclohexanone 

Relevant articles and documents

Catalytic asymmetric total synthesis of ent-hyperforin

(Figure Presented) Key to success: The first catalytic asymmetric total synthesis of ent-hyperforin (see picture) was accomplished by using a Diels-Alder reaction promoted by a chiral cationic iron catalyst (A; 96% ee, d.r. >33:1), a diastereoselective Claisen rearrangement (B; 12:1 selectivity), an intramolecular aldol reaction (C), and a vinylogous Pummerer rearrangement (D) as key steps.

Challenge toward structural complexity using asymmetric catalysis: Target-oriented development of catalytic enantioselective Diels-Alder reaction

(Chemical Equation Presented) A new method for the catalytic enantioselective Diels-Alder reaction using polysubstituted silyl enol ethers as dienes is described. High enantioselectivity (up to 92% ee) was produced using a catalyst generated from FeBr3 and AgSbF6 in a 1:2 ratio and aryl-pybox (aryl = Ph or p-ethoxyphenyl). This reaction should facilitate the enantioselective synthesis of polycyclic acylphloroglucinols such as hyperforin or garsubellin A, which are currently of interest from synthetic and medicinal points of view.