85820-82-2

Basic information

• Product Name: 2,2-DIMETHYL-4(S)-4-AZIDOMETHYL-1,3-DIOXALANE
• Synonyms: 2,2-DIMETHYL-4(S)-4-AZIDOMETHYL-1,3-DIOXALANE
• CAS NO: 85820-82-2
• Molecular Formula: C₆H₁₁N₃O₂
• Molecular Weight: 157.17
• Mol File: 85820-82-2.mol
• Article Data: 11

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2,2-DIMETHYL-4(S)-4-AZIDOMETHYL-1,3-DIOXALANE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2-DIMETHYL-4(S)-4-AZIDOMETHYL-1,3-DIOXALANE(85820-82-2)
• EPA Substance Registry System: 2,2-DIMETHYL-4(S)-4-AZIDOMETHYL-1,3-DIOXALANE(85820-82-2)

Safety Data

• Hazardous Substances Data: 85820-82-2(Hazardous Substances Data)

Usage

General Description

2,2-DIMETHYL-4(S)-4-AZIDOMETHYL-1,3-DIOXALANE is a chemical compound with the molecular formula C6H10N2O2. It is a highly reactive and potentially hazardous substance used in organic synthesis and pharmaceutical research. The compound contains an azide functional group, which makes it useful for click chemistry, a type of chemical reaction used to link molecules together. It is important for researchers to handle this compound with caution due to its potential explosive properties. This chemical has potential applications in the development of new pharmaceuticals and materials.

InChI:InChI=1/C6H11N3O2/c1-6(2)10-4-5(11-6)3-8-9-7/h5H,3-4H2,1-2H3/t5-/m0/s1

Upstream product

• 23735-39-9 (R)-4-(iodomethyl)-2,2-dimethyl-1,3-dioxolane 
• 4306-35-8 1,2-mono-O-isopropylidene-D-mannitol 
• 15186-48-8 2,3-isopropylidene-glyceraldehyde 
• 83461-40-9 methanesulfonic acid (R)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester 
• 1707-77-3 1,2:5,6-di-O-isopropylidene-D-mannitol 
• 22323-82-6 (S)-(+)-(2,2-dimethyl-[1,3]dioxolan-4-yl)methanol 
• 23788-74-1 (R)-2,2-dimethyl-1,3-dioxolane-4-ylmethyl p-toluenesulfonate 

Downstream Products

• 851303-51-0 C₁₈H₂₆N₂O₅ 
• 1224697-02-2 (S)-1-(2,2-dimethyl-1,3-dioxolan-4-yl)methyl-4-phenoxymethyl-1,2,3-triazole 
• 137765-03-8 (+)(S)-3-2',3'-O-isopropylidene-2',3'-dihydroxypropyl-5-p-tolyl-7-amino-3H-1,2,3-triazolo<4,5-d>pyrimidine 
• 134038-71-4 (S)-4-benzyloxycarbonylaminomethyl-2,2-dimethyl-1,3-dioxolane 
• 61278-21-5 (S)-3-Amino-1,2-propanediol 
• 82954-65-2 [(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]methanamine 

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

Synthesis of hybrid 1,2,3-triazolo-δ-lactams/lactones using Huisgen [3+2] cycloaddition 'click-chemistry' in water

The synthesis of a new class of hybrid 1,2,3-triazozlo-δ-lactams/lactones has been achieved using the Huisgen [3+2] dipolar cycloaddition 'click-chemistry' reaction of various organic azides with an activated alkyne in water, followed by cyclization.