130486-85-0

Usage

Also known as

(S)-7-Hydroxy-6-methyl-2-heptanone

Classification

Ketone

Physical state

Clear liquid

Odor

Fruity, coconut-like

Uses

Flavoring agent, fragrance ingredient

Specific properties

Chiral form with specific optical rotation properties

Importance

Used in organic chemistry and asymmetric synthesis

Studied for

Potential biological activities such as being an insect pheromone and having antimicrobial properties

Upstream product

• 130486-84-9 (+)-(S)-2-methyl-6-oxoheptanal 
• 220775-18-8 (S)-6-methyl-7-(2H-tetrahydropyran-2-yloxy)-heptan-2-one 
• 2436-90-0 (S)-(+)-dihydromyrcene 

Relevant academic research and scientific papers

Biocatalysis at Work: Applications in the Development of Sagopilone

For the antitumour agent sagopilone, an epothilone analogue, a large-scale synthesis was developed to synthesise the active pharmaceutical ingredient for clinical trials, exploring enzymatic and microbial methods to produce chiral building blocks on a mul

METHOD OF PRODUCING OPTICALLY ACTIVE (S)-7-HYDROXY-6-METHYLHEPTAN-2-ONE AND PRECURSOR THEREOF

Provided is a method capable of industrially producing optically active (S)-7-hydroxy-6-methylheptan-2-one and its precursor simply and efficiently. The production method, allows a R-body preferentially hydrolyzable Aspergillus microorganism-derived esterase to act on a 2-methyl-6-oxoheptanoate (II), to produce an optically active (S)-2-methyl-6-oxoheptanoate (III).

Method for producing c1-c15 fragments of epothilones and the derivatives thereof

This invention describes a process for the production of C1-C15-fragments of epothilones and derivatives thereof, in which a C1-C6-fragment is linked with a C7-C12-fragment to a C1-C12-fragment, and the latter then is reacted with a C13-15-fragment to form the C1-C15 initial epothilone product that is to be produced. The thus obtained C1-C15 initial epothilone products can be reacted according to known methods to form the actual active ingredients. In addition, the invention relates to the corresponding C1-C12-fragments.

METHOD FOR PRODUCING C1-C15 FRAGMENTS OF EPOTHILONES AND THE DERIVATIVES THEREOF

The invention relates to a method for producing C1-C15 fragments of epothilones and the derivatives thereof, whereby a C1-C6 fragment is bonded to a C7-C12 fragment to form a C1-C12 fragment which is then converted with a C13-C15 fragment to form the C1-C15 epothilone intermediate product to be produced. The thus produced C1-C15 epothilone intermediate products can be converted into the intrinsic active ingredients according to known methods. The invention also relates to the corresponding C1-C12 fragments.

75. Enantiomeric 3,7-Dimethylocta-1,7-dienes as Useful Chiral Building Blocks. A New Access to Both Optical Antipodes of Natural (E)-3,7-Dimethyloct-2-ene-1,8-diol and (E)-3,7-Dimethyloct-2-ene-1,8-dicarboxylic Acid

Ozonolysis of the easily available monoterpenoids (-)-1 and (+)-1 leads in high yield to the keto-aldehydes (-)-4 and (+)-4, which serve as convenient intermediates for efficient new routes to both optical antipodes of the naturally occuring octene-diol (E)-2 (Monarch butterfly secretion product) and octene-dicarboxylic acid (E)-3 (Callosobruchus chinensis sex pheromone).All steps proceed with almost complete retention of configuration, ensuring the synthesis of the target compounds with high optical purity.