17904-27-7

Basic information

• Product Name: 1-Cyclohexene-1-carboxylic acid, 4-(1,5-dimethyl-3-oxohexyl)-, methyl ester, (1R,4R)-(+)-
• Synonyms: 1-Cyclohexene-1-carboxylic acid, 4-(1,5-dimethyl-3-oxohexyl)-, methyl ester, (1R,4R)-(+)-;(4R)-4-[(1R)-1,5-Dimethyl-3-oxohexyl]-1-cyclohexene-1-carboxylic acid methyl ester;(4R)-4α-[(1R)-1,5-Dimethyl-3-oxohexyl]-1-cyclohexene-1-carboxylic acid methyl ester;(R)-4-[(R)-1,5-Dimethyl-3-oxohexyl]-1-cyclohexene-1-carboxylic acid methyl ester;threo-Juvabione
• CAS NO: 17904-27-7
• Molecular Formula: C₁₆H₂₆O₃
• Molecular Weight: 266.38
• Mol File: 17904-27-7.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 351.9°Cat760mmHg
• Flash Point: 150.4°C
• Appearance: /
• Density: 0.995g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.474
• CAS DataBase Reference: 1-Cyclohexene-1-carboxylic acid, 4-(1,5-dimethyl-3-oxohexyl)-, methyl ester, (1R,4R)-(+)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Cyclohexene-1-carboxylic acid, 4-(1,5-dimethyl-3-oxohexyl)-, methyl ester, (1R,4R)-(+)-(17904-27-7)
• EPA Substance Registry System: 1-Cyclohexene-1-carboxylic acid, 4-(1,5-dimethyl-3-oxohexyl)-, methyl ester, (1R,4R)-(+)-(17904-27-7)

Safety Data

• Hazardous Substances Data: 17904-27-7(Hazardous Substances Data)

Usage

InChI:InChI=1/C16H26O3/c1-11(2)9-15(17)10-12(3)13-5-7-14(8-6-13)16(18)19-4/h7,11-13H,5-6,8-10H2,1-4H3/t12-,13+/m1/s1

Upstream product

• 67-56-1 methanol 
• 26462-78-2 (R)-4-(1,5-Dimethyl-3-oxo-hexyl)-cyclohex-1-enecarbaldehyde 
• 42719-55-1 (4R)-4-((1R)-1,5-dimethyl-3-oxohexyl)cyclohex-1-enecarbaldehyde 
• 46941-66-6 (3-methylbutan-1-yl)(diphenyl)phosphine oxide 
• 145353-92-0 methyl (1'R,4R)-4-(2'-formyl-1'-methylethyl)cyclohex-1-ene-1-carboxylate 
• 145414-45-5 methyl (4R,1'R)-(+)-4-(3'-hydroxypropyl)-1-cyclohexanecarboxylate 
• 13835-75-1 (2R)-2-[(1R)-4-methylcyclohex-3-en-1-yl]propan-1-ol 
• 13835-32-0 (2R)-2-[(1R)-4-methylcyclohex-3-en-1-yl]propyl 3,5-dinitrobenzoate 
• 186581-53-3 diazomethane 
• 6753-22-6 (+/-)-Epitodomatusaeure 
• 172332-67-1 (1S,5R,6R)-5-Methyl-2-oxa-bicyclo[4.2.1]nonan-3-one 
• 295356-96-6 (+)-2-[4-[(S)-1-carboxyethyl]-(1S,4R)-cyclohex-2-enyl]-2-(2,2-dimethylpropionyloxy)malonic acid dimethyl ester 
• 295356-97-7 (+)-2-(4-[(S)-hydroxymethylethyl]-(1S,4R)-cyclohex-2-enyl)propane-1,2,3-triol 
• 295357-00-5 [3-methyl-1-(methylthio)butyl]diphenylphosphine oxide 

Downstream Products

• 57495-79-1 4-((R)-1,5-Dimethyl-3-oxo-hexyl)-cyclohexanecarboxylic acid methyl ester 
• 38963-91-6 4-((R)-1,5-Dimethyl-3-oxo-hexyl)-cyclohexanecarboxylic acid 
• 38963-91-6 4-((R)-1,5-Dimethyl-3-oxo-hexyl)-cyclohexanecarboxylic acid 
• 86279-09-6 cis-4-<3(S)-hydroxy-1(R),5-dimethylhexyl>cyclohexane-1-carboxylic acid 
• 86279-09-6 trans-4-<3(S)-hydroxy-1(R),5-dimethylhexyl>cyclohexane-1-carboxylic acid 
• 17844-06-3 (R)-4-((R)-3-Hydroxy-1,5-dimethyl-hexyl)-cyclohex-1-enecarboxylic acid 
• 38963-60-9 4-((R)-1,5-Dimethyl-3-oxo-hexyl)-cyclohexanecarboxylic acid methyl ester 
• 58493-52-0 methyl (4R,1'R,3'RS)-(+)-4-(1',5'-dimethyl-3'-hydroxyhexyl)-1-cyclohexenecarboxylate 
• 132185-48-9 (+)-oxoepijuvabione 
• 6753-22-6 todomatuic acid 
• 6753-22-6 (+/-)-Epitodomatusaeure 

Relevant articles and documents

Enantio- and diastereocontrolled synthesis of (+)-juvabione employing organocatalytic desymmetrisation and photoinduced fragmentation

(+)-Juvabione, a natural sesquiterpene exhibiting insect juvenile hormone activity, has been synthesized from σ-symmetric 4-(2-formylethyl) cyclohexanone by employing organocatalytic asymmetric aldolisation and Norrish I-type fragmentation as the key step

Enantioselective Synthesis of (+)-Juvabione

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Stereo- and Enantio-controlled Synthesis of (+)-Juvabione and (+)-Epijuvabione from (+)-Norcamphor

(+)-Juvabione and (+)-epijuvabione, natural sesquiterpenes exhibiting insect juvenile hormone activity, have been synthesized with complete stereo- and enantio-control using (+)-norcamphor as the chiral precursor via both the enantiomeric bicyclooc