16695-95-7

Usage

Uses

Used in Pharmaceutical Industry:
3-Cyclohexene-1-carbonyl chloride, 4-methyl(8CI,9CI) is used as an intermediate in the synthesis of deuterium-labelled analogs of bioactive compounds, which can be employed for the development of new drugs with improved pharmacological properties.
Used in Cosmetic Industry:
3-Cyclohexene-1-carbonyl chloride, 4-methyl(8CI,9CI) is used as an intermediate in the synthesis of (±)-α-Bisabolol-D3 (D480776), a deuterium-labelled analog of (±)-α-Bisabolol. 3-Cyclohexene-1-carbonyl chloride, 4-methyl(8CI,9CI) is found in a variety of beauty and skin care products, including:
1. Skin lightening cosmetic creams: 3-Cyclohexene-1-carbonyl chloride, 4-methyl(8CI,9CI) contributes to the development of skin lightening formulations by providing enhanced efficacy and safety.
2. Color change cosmetic compositions for makeup: It is used in the creation of makeup products that have antioxidant functions and change color upon application, offering unique sensory experiences and benefits to the user.
3. Oil-to-gel makeup removing compositions: 3-Cyclohexene-1-carbonyl chloride, 4-methyl(8CI,9CI) plays a role in the formulation of makeup removing products that transition from an oil to a gel state, providing an effective and gentle removal of makeup while conditioning the skin.

Upstream product

• 7719-09-7 thionyl chloride 
• 7560-64-7 4-methyl-cyclohex-3-enecarbaldehyde 
• 78-79-5 isoprene 
• 151153-99-0 3-[(4'-methylcyclohex-3'-ene-1'-yl)carbonyl]oxazolidin-2-one 
• 814-68-6 acryloyl chloride 
• 4342-60-3 4-methylcyclohex-3-enecarboxylic acid 

Downstream Products

• 29648-71-3 1-Methylcyclohexen-4-carbodimethylamid 
• 104762-21-2 3-methyl-2-butenyl 4-methyl-3-cyclohexene-1-carboxylate 
• 111055-00-6 4-(4-Methyl-cyclohex-3-enecarbonyloxy)-benzoic acid 4-ethyl-phenyl ester 
• 111054-97-8 4-(4-Methyl-cyclohex-3-enecarbonyloxy)-benzoic acid p-tolyl ester 
• 76280-88-1 2-methyl-6-keto-6-(4-methyl-3-cyclohexen-1-yl)-2-hexene 
• 104762-26-7 (2-methyl-1-cyclopentenyl)methyl 4-methyl-3-cyclohexene-1-carboxylate 
• 85426-41-1 (4-methyl-1,2,5,6-tetrahydrobenzoyl)triphenylethoxycarbonylmethylenephosphorane 
• 90719-40-7 (4S,1'R)-3-[(4'-methylcyclohex-3'-ene-1'-yl)carbonyl]-4-iso-propyloxazolidin-2-one 
• 85442-13-3 ethyl Z-3-(4-methyl-3-cyclohexenyl)acrylate 
• 85426-44-4 ethyl (4-methyl-3-cyclohexenyl)propiolate 
• 75091-80-4 Z-3-(4-methyl-3-cyclohexenyl)acrylic acid 
• 4891-79-6 β-bisabolene 
• 61505-17-7 (+/-)-trichodiene 
• 104762-31-4 1-(hydroxymethyl)-4-methyl-1-(1-methyl-2-methylenecyclopentyl)-3-cyclohexene 

Relevant academic research and scientific papers

SuperQuat 5,5-dimethyl-4-iso-propyloxazolidin-2-one as a mimic of Evans 4-tert-butyloxazolidin-2-one

The incorporation of a gem-dimethyl group at the 5-position of a chiral oxazolidinone biases the conformation of the adjacent C(4)-stereodirecting group such that the gem-dimethyl-4-iso-propyl combination mimics a C(4)-tert-butyl group, providing higher levels of stereocontrol than a simple 4-iso-propyloxazolidinone. The generality of this principle is demonstrated with applications in stereoselective enolate alkylations, kinetic resolutions, Diels-Alder cycloadditions and Pd-catalysed asymmetric acetalisation reactions. The Royal Society of Chemistry 2006.

COMPOUNDS AND METHODS FOR THE TREATMENT OR PREVENTION OF FLAVIVIRUS INFECTIONS

The present invention provides novel compounds represented by formula (I) or pharmaceutically acceptable salts thereof useful for treating flaviviridae viral infection.

Termite trail attractants: New synthesis of racemic (E)-α-, (Z)-α- and β-bisabolenes

Racemic (E)-α-bisabolene (E)(1) was synthetized starting from 4-methyl-3-cyclohexenecarboxylic acid (3) by a reaction sequence involving the Pd(0)-catalyzed cross-coupling reaction between the (E)-2-methyl-1-alkenyltrimethylstannane 8 and 3-methyl-2-buten-1-yl acetate (9). Three different procedures, in which a common precursor was used as key intermediate, were tested for the synthesis of racemic (Z)-α-bisabolene (Z)(1). The best one, which involved the reaction between bromide 18 and lithium dialkenylcuprate 19, afforded a mixture of (Z)- and (E)-1 in a 93:7 molar ratio, respectively. Finally, racemic β-bisabolene (2) was synthetized by a simple reaction sequence involving the Zr-promoted methylenation of ketone 22 prepared from 3.

ORGANOMANGANESE (II) REAGENTS XIV: A SHORT AND EFFICIENT SYNTHESIS OF DIASTEREOISOMERIC (+/-)-α-BISABOLOLS AND (+/-)-CHLORPHENOXAMINE

Diastereomeric (+/-)-α-bisabolols (7), a sesquiterpenoid alcohol, and (+/-)-chlorphenoxamine (12), an antihistamine, have been prepared in excellent yields.Both these short and convenient syntheses involve as a key step the one-pot elaboration of a dissymetrical tertiary alcohol via an organomanganese reagent (5 to 7 and 9 to 10 respectively).

SYNTHESIS OF CYCLOHEXENYL-SUBSTITUTED ACRYLIC AND 3-HYDROXYPROPIONIC ACIDS AND THEIR HOMOLOGS

The corresponding 3-cyclohexenyl-substituted Z- and E-acrylic and 3-hydroxypropionic acids were synthesized from 3-cyclohexene-1-carbaldehyde and its methyl derivatives.Dehydration of the products under various conditions leads to the formation of the E isomers of the substituted acrylic acid and also isomerization, aromatization, and cyclization products.

2-Methyltricyclo2.7>octan-6-ol, a Model for the Fragmentation of Helifulvanolic Acid

The epimeric 2-methyltricyclo2.7>octan-6-ols 7 and 8, models for the fragmentation of helifulvanolic acid, have been synthesized starting from 4-methyl-3-cyclohexenecarboxylic acid.While an oxidative fragmentation of 7 and 8 could not b