99566-52-6

Upstream product

• 917-54-4 methyllithium 
• 60456-21-5 methyl (4S)-2,2-dimethyl-1,3-dioxolane-4-carboxylate 
• 75-16-1 methylmagnesium bromide 
• 102045-96-5 2,3-O-isopropylidene-L-glyceric acid 
• 77-76-9 2,2-dimethoxy-propane 
• 22323-80-4 (4S)-2,2-dimethyl-[1,3]dioxolane-4-carbaldehyde 
• 325970-14-7 (2S)-1,2,3-butanetriol-1,2-acetonide 
• 676-58-4 methylmagnesium chloride 
• 133481-14-8 (2S)-2,3-O-isopropylidene-N-methoxy-N-methylpropanamide 
• 117770-23-7 (S)-(+)-N,N-dimethyl-2,3-O-isopropylideneglyceramide 
• 99566-51-5 (E)-(R)-3-methyl-4-(3-phenoxyphenyl)-3-buten-1,2-diol acetonide 

Downstream Products

• 1204707-84-5 (1S)-1-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-N-phenylmethyl-ethanamine 
• 1204707-75-4 (1R)-1-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-N-[(1R)-1-phenylethyl]ethanamine 

Relevant academic research and scientific papers

An expedient synthesis of (R)-(+)-umbelactone

The synthesis of the naturally occurring 2(5H)-furanone (R)-(+)-umbelactone 1 in five steps and 26.2% overall yield from (2S)-2,3-dihydroxy-(2,3-O-isopropylidene)propanoic acid 2 is described.

Donor Promiscuity of a Thermostable Transketolase by Directed Evolution: Efficient Complementation of 1-Deoxy-d-xylulose-5-phosphate Synthase Activity

Enzymes catalyzing asymmetric carboligation reactions typically show very high substrate specificity for their nucleophilic donor substrate components. Structure-guided engineering of the thermostable transketolase from Geobacillus stearothermophilus by directed in vitro evolution yielded new enzyme variants that are able to utilize pyruvate and higher aliphatic homologues as nucleophilic components for acyl transfer instead of the natural polyhydroxylated ketose phosphates or hydroxypyruvate. The single mutant H102T proved the best hit toward 3-methyl-2-oxobutyrate as donor, while the double variant H102L/H474S showed highest catalytic efficiency toward pyruvate as donor. The latter variant was able to complement the auxotrophic deficiency of Escherichia coli cells arising from a deletion of the dxs gene, which encodes for activity of the first committed step into the terpenoid biosynthesis, offering the chance to employ a growth selection test for further enzyme optimization.

NOVEL COMPOUND 395

A compound of formula (1) and pharmaceutically acceptable salts thereof for use in the treatment of chemokine mediated diseases and conditions.

Incorporation of deuterium-labelled analogs of isopentenyl diphosphate for the elucidation of the stereochemistry of rubber biosynthesis

A series of six deuterium-labelled analogs of isopententyl diphosphate (IPP) was prepared to investigate the detailed stereochemical course of addition of C5 units during rubber biosynthesis in Hevea brasiliensis and Parthenium argentatum. These analogs were incorporated into the cis-polyisoprene chain by rubber transferase in rubber particles, and the stereochemistry was determined by 2H-NMR analysis of the polymer or of levulinic acid derivatives obtained from its ozonolytic degradation. Results indicate that rubber chain elongation occurs with loss of the pro-S hydrogen of IPP, addition of the allylic diphosphate to the si face of IPP and inversion of stereochemistry at the carbon bearing the diphosphate. The Royal Society of Chemistry.

A route to homochiral (S)-O-methyl mandelic acid and related α-alkoxy carboxylic acids from isopropylidene glycerol

An improved synthesis of the useful ketones 7 is described. These ketones are then further modified via a highly stereospecific reduction to give homochiral α-alkoxy carboxylic acids which are useful chiral auxiliaries and intermediates.

Process for preparing 1,3-dioxolane ketones

A process for preparing a ketone of the general formula: STR1 in which R1 and R2 each independently represent a C1-6 alkyl or C6-12 aryl group, and R represents an alkyl, aryl, aralkyl, heterocyclic or carboxyli

ON THE SYNTHESIS AND ENANTIOMERIC PYRITY OF (S)-4-ACETYL-2,2-DIMETHYL-1,3-DIOXOLANE

The title ketone has been synthesised in 96percent e.e. from the corresponding methyl ester and MeLi.The D value for the product was considerably higher than values previously reported for the enantiomer.

Absolute Structure and Activity Relationships of Cinnamyl Alcohol Derivatives of Pyrethroid Insecticides

Synthesis of three optically active pyrethroids containing cinnamyl-type alcohol moieties, and their insecticidal activity are reported.The presence of a m-phenoxy group at a benzene ring inverted the structure-activity relationships dramatically with respect to the absolute configuration of alcohol moieties.