82954-65-2

Basic information

• Product Name: (S)-(+)-(2,2-DIMETHYL-[1,3]-DIOXOLAN-4-YL)-METHYLAMINE
• Synonyms: (S)-(+)-(2,2-DIMETHYL-[1,3]-DIOXOLAN-4-YL)-METHYLAMINE;(S)-3-AMINO-1,2-DIHYDROXYPROPANE ISOPROPYLIDENE ACETAL;(S)-4-AMINOMETHYL-2,2-DIMETHYL-1,3-DIOXOLANE;1,3-DIOXOLANE-4-METHANAMINE, 2,2-DIMETHYL-, (S);(4S)-2 2-DIMETHYL-1 3-DIOXOLANE-4-METHA&;(S)-(+)-(2,2-Dimethyl-[1,3]-dioxolan-4-yl)-;(4S)-2,2-Dimethyl-1,3-dioxolane-4-methanamine;(4S)-2,2-Dimethyl-4-aminomethyl-1,3-dioxolane
• CAS NO: 82954-65-2
• Molecular Formula: C₆H₁₃NO₂
• Molecular Weight: 131.17
• Mol File: 82954-65-2.mol
• Article Data: 15

Chemical Properties

• Boiling Point: 147-148°C/14mm
• Flash Point: 57.6 °C
• Appearance: /
• Density: 1.012
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• CAS DataBase Reference: (S)-(+)-(2,2-DIMETHYL-[1,3]-DIOXOLAN-4-YL)-METHYLAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-(+)-(2,2-DIMETHYL-[1,3]-DIOXOLAN-4-YL)-METHYLAMINE(82954-65-2)
• EPA Substance Registry System: (S)-(+)-(2,2-DIMETHYL-[1,3]-DIOXOLAN-4-YL)-METHYLAMINE(82954-65-2)

Safety Data

• Hazard Codes: Xn
• Statements: 22-37/38-41-43
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 82954-65-2(Hazardous Substances Data)

Usage

General Description

(S)-(+)-(2,2-DIMETHYL-[1,3]-DIOXOLAN-4-YL)-METHYLAMINE, also known as (S)-(+)-DMDOA, is a chemical compound with the molecular formula C6H13NO2. It is a chiral amine with a dioxolane ring structure, and it is commonly used as a reagent in organic synthesis. (S)-(+)-(2,2-DIMETHYL-[1,3]-DIOXOLAN-4-YL)-METHYLAMINE is typically used as a resolving agent for chiral acids and as a catalyst in various chemical reactions. (S)-(+)-(2,2-DIMETHYL-[1,3]-DIOXOLAN-4-YL)-METHYLAMINE has potential applications in pharmaceuticals and agrochemicals, and it is important in the research and development of new drugs and other bioactive compounds. Due to its chiral nature, it is essential for the production of enantiopure compounds, which have important applications in the fields of medicine and biotechnology.

Upstream product

• 109208-40-4 N-benzyl-N-amine 
• 23788-74-1 (R)-2,2-dimethyl-1,3-dioxolane-4-ylmethyl p-toluenesulfonate 
• 22323-82-6 (S)-(+)-(2,2-dimethyl-[1,3]dioxolan-4-yl)methanol 
• 40137-25-5 1H-isoindole-1,3(2H)-dione, 2-[[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]methyl] 
• 23735-39-9 (R)-4-(iodomethyl)-2,2-dimethyl-1,3-dioxolane 
• 83461-40-9 methanesulfonic acid (R)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester 
• 5469-16-9 4-Hydroxy-dihydro-furan-2-on 
• 77-76-9 2,2-dimethoxy-propane 
• 1707-77-3 1,2:5,6-di-O-isopropylidene-D-mannitol 
• 15186-48-8 2,3-isopropylidene-glyceraldehyde 
• 185996-33-2 (S)-4-(2,2-dimethyl)-1,3-dioxolane acetamide 
• 117465-48-2 (S)-2,2-dimethyl-1,3-dioxolane-4-carbaldehyde oxime 
• 85820-82-2 (S)-1-azido-1-deoxy-2,3-O-isopropylidene-glycerol 

Downstream Products

• 134038-71-4 (S)-4-benzyloxycarbonylaminomethyl-2,2-dimethyl-1,3-dioxolane 
• 61278-21-5 (S)-3-Amino-1,2-propanediol 
• 57090-45-6 (2R)-3-chloro-1,2-propanediol 
• 14437-88-8 (2R)-3-bromo-1,2-propanediol 
• 851303-51-0 C₁₈H₂₆N₂O₅ 
• 1161881-57-7 (2E)-1-({[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]methyl}amino)-3-{[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]methoxy}propanone O-benzyloxime 
• 1161881-58-8 (2Z)-1-({[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]methyl}amino)-3-({[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]methyl}thio)propanone O-benzyloxime 

Relevant articles and documents

Design and preparation of a novel prolinamide-based organocatalyst for the solvent-free asymmetric aldol reaction

The preparation of four novel organocatalysts as highly diastereo and enantioselective catalysts for the solvent-free asymmetric aldol reaction was described. These organocatalysts were synthesized in eight steps applying simple and commercially available starting materials. The best results were obtained for the proline-derived catalyst, providing access to the desired adducts in up to 95% yield, 1:19 syn/anti and 98% e.e. Moreover, even sterically bulky aldehydes and substituted cyclohexanones were well tolerated. DFT calculations and control experiments indicated that several hydrogen bonding interactions between the aldehyde and the enamine intermediate are responsible for the stereoselective chiral induction process and that the trifluoroacetate counter-anion is crucial for the attainment of higher stereoselectivities.

Synthesis of phosphonoglycine backbone units for the development of phosphono peptide nucleic acids

A series of phosphono-modified backbone mimics based on achiral and chiral N-(dihydroxypropyl)glycine units were obtained by sequential addition of phosphonate and nucleobase moieties to suitably protected dihydroxypropylamines. Simple synthetic strategies enabled the preparation of various target derivatives that will be useful as building blocks for the preparation of new synthetic polymers containing a phosphonate internucleotide linkage in place of the standard phosphodiester bond. Copyright

ACYCLIC AMINE INHIBITORS OF 5'-METHYLTHIOADENOSINE PHOSPHORYLASE AND NUCLEOSIDASE

The present invention relates to compounds of the general formula (I) which are inhibitors of 5'-methylthioadenosine phosphorylase or 5'-methylthioadenosine nucleosidase. The invention also relates to the use of these compounds in the treatment of diseases or conditions in which it is desirable to inhibit 5'-methylthioadenosine phosphorylase or 5'-methylthioadenosine nucleosidase including cancer, and to pharmaceutical compositions containing the compounds.