173010-14-5

Basic information

• Product Name: (1'R)-(2',2'-dimethyl-6'-methylene-cyclohexyl)-acetaldehyde
• Synonyms: (1'R)-(2',2'-dimethyl-6'-methylene-cyclohexyl)-acetaldehyde
• CAS NO: 173010-14-5
• Molecular Weight: 166.263
• Mol File: 173010-14-5.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (1'R)-(2',2'-dimethyl-6'-methylene-cyclohexyl)-acetaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: (1'R)-(2',2'-dimethyl-6'-methylene-cyclohexyl)-acetaldehyde(173010-14-5)
• EPA Substance Registry System: (1'R)-(2',2'-dimethyl-6'-methylene-cyclohexyl)-acetaldehyde(173010-14-5)

Safety Data

• Hazardous Substances Data: 173010-14-5(Hazardous Substances Data)

Upstream product

• 1178893-40-7 (+)-4-hydroxy-γ-cyclogeraniol 
• 166022-33-9 ((R)-(-)-2,2-dimethyl-6-methylene-1-cyclohexyl)methanol 
• 1178893-44-1 C₁₄H₂₂O₄ 
• 67801-22-3 (R)-2-(2,2-dimethyl-6-methylenecyclohexyl)acetonitrile 
• 930649-64-2 (R)-(2,2-dimethyl-6-methylenecyclohexyl)methyl acetate 
• 172958-94-0 (3Z)-(4'S)-6-(2',2',5',5'-tetramethyl-<1',3'>dioxolan-4'-yl)-4-trimethylsilanylmethyl-hex-3-en-1-yl acetate 
• 172958-86-0 Acetic acid (Z)-6-((R)-3,3-dimethyl-oxiranyl)-4-trimethylsilanylmethyl-hex-3-enyl ester 
• 172958-97-3 (3Z)-(7S)-7,8-dihydroxy-8-methyl-4-trimethylsilanylmethyl-non-3-en-1-yl acetate 
• 172958-88-2 (5S)-5-<2'-(4'',5''-dihydrofuran-2''-yl)ethyl>-2,2,4,4-tetramethyl-<1,3>-dioxolane 
• 172958-99-5 tert-butyl-dimethyl-[2-((S)-2,2,5,5-tetramethyl-[1,3]dioxolan-4-yl)-ethoxy]-silane 
• 172958-92-8 (5S)-5-(2'-t-butyldimethylsilyloxy)-2-methyl-pentane-2,3-diol 
• 172958-89-3 (5S)-5-(2'-iodoethyl)-2,2,4,4-tetramethyl-<1,3>dioxolane 
• 172958-93-9 (5S)-5-bromo-2-methyl-pentane-2,3-diol 
• 106777-49-5 (3S)-5-Brom-2,3-isopropylidendioxy-2-methylpentan 

Downstream Products

• 184046-12-6 (1''R)-(1'E)-2-[2'-(2'',2''-dimethyl-6''-methylene-cyclohexyl)-ethylidene]-butane-1,4-diol 
• 172958-84-8 (1''R)-(1'E)-3-<2'-(2'',2''-dimethyl-6''-methylene-cyclohexyl)-ethylidene>-dihydrofuran-2-one 

Relevant articles and documents

A general strategy for the stereoselective synthesis of the furanosesquiterpenes structurally related to pallescensins 1-2

Here, we describe a general stereoselective synthesis of the marine furanosesquiterpenes structurally related to pallescensins 1-2. The stereoisomeric forms of the pallescensin 1, pallescensin 2, and dihydropallescensin 2 were obtained in high chemical and isomeric purity, whereas isomicrocionin-3 was synthesized for the first time. The sesquiterpene framework was built up by means of the coupling of the C10 cyclogeranyl moiety with the C5 3-(methylene)furan moiety. The key steps of our synthetic procedure are the stereoselective synthesis of four cyclogeraniol isomers, their conversion into the corresponding cyclogeranylsulfonylbenzene derivatives, their alkylation with 3-(chloromethyl)furan, and the final reductive cleavage of the phenylsulfonyl functional group to afford the whole sesquiterpene framework. The enantioselective synthesis of the α-, 3,4-dehydro-γ- and γ-cyclogeraniol isomers was performed using both a lipase-mediated resolution procedure and different regioselective chemical transformations.

Saponaceolides: Differential cytotoxicity and enantioselective synthesis of the right-hand lactone moiety

The enantioselective synthesis of the right-hand lactone moiety 5 of saponaceolide B, 2, is described. The mean graph profiles of 5 do not match the characteristic patterns of differential cytotoxicity of saponaceolides A, 1, and B, 2, in the NC1 human disease-oriented tumor screening panel, pointing out the need of the entire saponaceolide structure for maintaining the specificity and potency of the antitumor activity. En route to 5 several useful chiral building blocks, such as compounds 6, 10, 19, 27, and 28 were prepared.