6007-25-6

Usage

Physical state

Colorless liquid

Odor

Pungent

Usage

Mainly as a reagent in organic synthesis

Applications

Production of pharmaceuticals, agrochemicals, and other fine chemicals

Role

Key building block in the synthesis of complex organic molecules, including heterocycles and natural products

Reactivity

Unique reactivity in organic chemistry reactions

Protective group

Can be used as a protective group for aldehydes and ketones

Importance

Crucial role in modern organic synthesis

Industry relevance

Wide range of applications in the pharmaceutical and chemical industries

Upstream product

• 544-25-2 Cyclohepta-1,3,5-triene 
• 109-80-8 1.3-propanedithiol 
• 78-84-2 isobutyraldehyde 
• 79-31-2 isobutyric Acid 
• 41632-89-7 isobutyraldehyde dimethyl acetal 
• 18147-08-5 2,2-dimethyl-2-sila-1,3-dithiane 
• 505-23-7 1,3 dithiane 
• 75-26-3 isopropyl bromide 
• 109-63-7 trifluoroborane diethyl ether 
• 75-30-9 2-iodo-propane 
• 57529-04-1 2-chloro-1,3-dithiane 

Downstream Products

• 74955-18-3 (2-Isopropyl-[1,3]dithian-2-yl)-phenyl-methanone oxime 
• 107808-30-0 α-(2,4-dichlorobenzyl)-α-(2-isopropyl-m-dithianyl-2)-3-pyridinemethanol 
• 1569272-12-3 (2-isopropyl-1,3-dithian-2-yl)(phenyl)methanol 
• 1311280-74-6 C₃₆H₅₇NO₃S₅Si 
• 1311280-62-2 C₃₀H₄₃NO₃S₅ 

Relevant academic research and scientific papers

An expedient carbon–sulfur bond formation explored through the cellulose sulfonic acid (CSA) catalyzed dithioacetal protection of carbonyl compounds

A facile carbon–sulfur bond formation was observed through the cellulose sulfonic acid (CSA) catalyzed dithioacetal protection of carbonyl compounds. In a preliminary study, the synthesis and characterization of functionalized bio-polymer, cellulose sulph

An uncommon use of irradiated flavins: Br?nsted acid catalysis

We present that thioacetalization of aldehydes can be induced by blue light irradiation in the presence of a catalytic amount of riboflavin tetraacetate (RFTA) under aerobic conditions. Several control experiments have suggested that the reaction is more

Visible-light promoted dithioacetalization of aldehydes with thiols under aerobic and photocatalyst-free conditions

A novel photocatalyst-free visible-light-mediated dithioacetalization of aldehydes and thiols has been developed. This protocol is operationally simple, mild and atom-economical, which provides an environmental benign access to dithioacetals at room temperature under aerobic conditions.

Brook/Elimination/Aldol Reaction (BEAR) Sequence for the Direct Preparation of Fluorinated Aldols from β,β-Difluoro-α-(trimethylsilyl)alcohols

A methodology allowing the preparation of aldols featuring a fluorinated stereogenic center is reported. The corresponding fluoroenolates are formed in situ from stable β,β-difluoro-α-(trimethylsilyl)alcohols, through a base-mediated process involving a Brook rearrangement followed by a fluoride elimination, and are directly added to aromatic aldehydes. Two different sets of conditions were disclosed. The first one involves the stoichiometric addition of potassium tert-butoxide (t-BuOK) while the second is based on the use of a catalytic amount of an ammonium phenoxide. The latter opens the way for a catalytic and asymmetric version of this Brook/elimination/aldol reaction (BEAR) sequence.

Synthesis of chiral α-diarylacetic esters by stereospecific 1,2-aryl migration promoted by in situ generated acetals from benzoins

A simple protocol for the synthesis of α-diarylacetic esters from benzoins is described. In situ generated acetal assists rapid 1,2-aryl migration in a stereospecific manner, paving the way to make enantioenriched α-diarylacetic esters from easily accessi

Fe-catalyzed direct dithioacetalization of aldehydes with 2-chloro-1,3-dithiane

Present methods to synthesize 1,3-dithiane molecules require either harsh reaction conditions or highly specialized reagents. We have developed a catalytic dithioacetalization process that directly gains access to the corresponding 1,3-dithianes using aldehydes and 2-chloro-1,3-dithiane in a highly efficient manner. This methodology is beneficial due to mildness of the reaction conditions, and the dithioacetaliation process results in good to excellent yields by using 15 mol % of an iron catalyst.

Enamine-lminium ion nazarov cyclization of α-ketoenones

[Chemical equaction presented] The mono-triflate salts of some chiral nonracemic 1,2-diamines react with α-ketoenones in a stoichiometric reaction to form products of the Nazarov cyclization in high enantiomeric ratios. The mechanism appears to involve rearrangement of an enamine-iminium ion.

Prodrugs of GABA analogs, compositions and uses thereof

The present invention provides prodrugs of GABA analogs, pharmaceutical compositions of prodrugs of GABA analogs and methods for making prodrugs of GABA analogs. The present invention also provides methods for using prodrugs of GABA analogs and methods for using pharmaceutical compositions of prodrugs of GABA analogs for treating or preventing common diseases and/or disorders.

Prodrugs of GABA analogs, compositions and uses thereof

The present invention provides prodrugs of GABA analogs, pharmaceutical compositions of prodrugs of GABA analogs and methods for making prodrugs of GABA analogs. The present invention also provides methods for using prodrugs of GABA analogs and methods for using pharmaceutical compositions of prodrugs of GABA analogs for treating or preventing common diseases and/or disorders.

Entirely solvent-free procedure for the synthesis of distillable 1,3-dithianes using lithium tetrafluoroborate as a reusable catalyst

Treatment of various types of aldehydes and ketones with 1,3-propanedithiol in the presence of a catalytic amount of lithium tetrafluoroborate at 25°C under solvent-free conditions followed by direct purification by distillation of the resulting mixture a