85217-72-7

Basic information

• Product Name: Carbonic acid, (2E)-3,7-dimethyl-2,6-octadienyl methyl ester
• Synonyms: (E)-3,7-dimethylocta-2,6-dien-1-yl methyl carbonate;geranyl carbonate;Carbonic acid,(2Z)-3,7-dimethyl-2,6-octadienyl methyl ester;geranyl methyl carbonate;Carbonic acid,(2E)-3,7-dimethyl-2,6-octadienyl methyl ester
• CAS NO: 85217-72-7
• Molecular Formula: C12H20O3
• Molecular Weight: 212.289
• Mol File: 85217-72-7.mol
• Article Data: 14

Chemical Properties

• CAS DataBase Reference: Carbonic acid, (2E)-3,7-dimethyl-2,6-octadienyl methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Carbonic acid, (2E)-3,7-dimethyl-2,6-octadienyl methyl ester(85217-72-7)
• EPA Substance Registry System: Carbonic acid, (2E)-3,7-dimethyl-2,6-octadienyl methyl ester(85217-72-7)

Safety Data

• Hazardous Substances Data: 85217-72-7(Hazardous Substances Data)

Upstream product

• 79-22-1 methyl chloroformate 
• 624-15-7 geraniol 
• 110-93-0 6-Methyl-hept-5-en-2-on 
• 13058-12-3 ethyl 3,7-dimethyl-2,6-octadienoate 
• 105-87-3 3,7-dimethyl-2E,6-octadien-1-yl acetate 
• 106-24-1 Geraniol 
• 616-38-6 carbonic acid dimethyl ester 

Downstream Products

• 18069-17-5 2-methylglutaric acid 
• 56691-80-6 geranyl phenyl sulfone 
• 91940-11-3 (3,7-dimethylocta-1,6-diene-3-sulfonyl)benzene 
• 2436-90-0 dihydromyrcene 
• 2492-22-0 dihydromyrcene 
• 1604814-21-2 methyl (2Z,4E)-2-((dimethyl(phenyl)silyl)(phenyl)methylene)-5,9-dimethyldeca-4,8-dienoate 
• 1604814-22-3 methyl (2E,4E)-2-((dimethyl(phenyl)silyl)(phenyl)methylene)-5,9-dimethyldeca-4,8-dienoate 
• 1194244-49-9 (S)-(3,7-dimethyloct-6-enyl)benzene 
• 3796-70-1 trans geranyl acetone 
• 68753-95-7 (2E,6E)-2,6-dimethyldeca-2,6-dien-10-trimethylsilyl-9-yne 
• 35162-74-4 geranyl phenyl sulfide 
• 123-35-3 7-methyl-3-methene-1,6-octadiene 
• 3338-55-4 (Z)-ocimene 
• 2436-90-0 (S)-(+)-dihydromyrcene 

Relevant articles and documents

Syntheses of perillene and natural congeners via Li2CuCl4-catalyzed cross-coupling reaction of allylic carbonates

Perillene is an essential ingredient in a Chinese patent drug and features some fascinating biological activities. We present herein an efficient pathway to perillene that hangs on the cross-coupling reaction of allylic carbonates with furfuryl Grignard r

Pd/BIPHEPHOS is an Efficient Catalyst for the Pd-Catalyzed S-Allylation of Thiols with High n-Selectivity

The Pd-catalyzed S-allylation of thiols with stable allylcarbonate and allylacetate reagents offers several advantages over established reactions for the formation of thioethers. We could demonstrate that Pd/BIPHEPHOS is a catalyst system which allows the transition metal-catalyzed S-allylation of thiols with excellent n-regioselectivity. Mechanistic studies showed that this reaction is reversible under the applied reaction conditions. The excellent functional group tolerance of this transformation was demonstrated with a broad variety of thiol nucleophiles (18 examples) and allyl substrates (9 examples), and could even be applied for the late-stage diversification of cephalosporins, which might find application in the synthesis of new antibiotics. (Figure presented.).

Labeling and Natural Post-Translational Modification of Peptides and Proteins via Chemoselective Pd-Catalyzed Prenylation of Cysteine

The prenylation of peptides and proteins is an important post-translational modification observed in vivo. We report that the Pd-catalyzed Tsuji-Trost allylation with a Pd/BIPHEPHOS catalyst system allows the allylation of Cys-containing peptides and proteins with complete chemoselectivity and high n/i regioselectivity. In contrast to recently established methods, which use non-native connections, the Pd-catalyzed prenylation produces the natural n-prenylthioether bond. In addition, a variety of biophysical probes such as affinity handles and fluorescent tags can be introduced into Cys-containing peptides and proteins. Furthermore, peptides containing two cysteine residues can be stapled or cyclized using homobifunctional allylic carbonate reagents.