14437-87-7

Usage

Uses

Used in Organic Synthesis:
2,2-DIMETHYL-4(R)-4-BROMOMETHYL-1,3-DIOXALANE is used as a reagent in organic synthesis for the preparation of various pharmaceutical and agrochemical products. Its unique chemical structure allows it to be a valuable component in the creation of complex molecules.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2,2-DIMETHYL-4(R)-4-BROMOMETHYL-1,3-DIOXALANE is used as an intermediate in the production of other chemicals that are essential for the development of new drugs and medications.
Used in Agrochemical Industry:
Similarly, in the agrochemical industry, 2,2-DIMETHYL-4(R)-4-BROMOMETHYL-1,3-DIOXALANE is used as an intermediate for the synthesis of various agrochemical products, such as pesticides and herbicides, which are crucial for agricultural productivity and crop protection.
Used in Research and Development:
2,2-DIMETHYL-4(R)-4-BROMOMETHYL-1,3-DIOXALANE also has applications in the field of research and development, where it is utilized in the exploration of new chemical reactions and the synthesis of novel compounds with potential applications in various industries.

InChI:InChI=1/C6H11BrO2/c1-6(2)8-4-5(3-7)9-6/h5H,3-4H2,1-2H3/t5-/m0/s1

Upstream product

• 1707-77-3 1,2:5,6-di-O-isopropylidene-D-mannitol 
• 83461-40-9 methanesulfonic acid (R)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester 
• 4704-77-2 1-bromo-2,3-propanediol 
• 77-76-9 2,2-dimethoxy-propane 
• 22323-82-6 (S)-(+)-(2,2-dimethyl-[1,3]dioxolan-4-yl)methanol 

Downstream Products

• 14437-88-8 (2R)-3-bromo-1,2-propanediol 
• 4704-77-2 (R)-3-bromo-propane-1,2-diol 
• 1429747-55-6 5-{[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]methoxy}-2-[1-(2-fluorobenzyl)-1H-indazol-3-yl]-N-(pyridin-4-yl)pyrimidin-4-amine 
• 1262760-18-8 (S)-N-(3,4-difluoro-2-(2-fluoro-4-iodophenylamino)-6-methoxyphenyl)-1-((2,2-dimethyl-1,3-dioxolan-4-yl)methyl)cyclopropane-1-sulfonamide 

Relevant academic research and scientific papers

Phosphonate lipid tubules II

We describe a new chiral tubule-forming lipid in which the C-O-P phosphoryl linkage of the archetypal tubule-forming molecule, 1,2-bis(10,12-tricosadiynoyl)-sn-glycero-3-phosphocholine, "DC(8,9)PC", is replaced by a C-P linkage. Tubule formation with this phosphonate analogue proceeds under the same mild conditions as with DC(8,9)PC and produces similar yields, but synchrotron small-angle X-ray scattering, atomic force microscopy, and optical microscopy show the new tubules to have diameters 1.94 times as great, to be significantly shorter, and to be thinner-walled. A significant portion of the enantiomerically pure chiral phosphonate precipitate is in the form of stable open helices, and these helices are divided almost evenly between left- and right-handed members.

Mixing and matching chiral cobalt- and manganese-based calix-salen catalysts for the asymmetric hydrolytic ring opening of epoxides

Homochiral oligomeric salen macrocycles possessing aromatic spacers have been prepared as new calix-salen derivatives. The corresponding cobalt and manganese complexes were synthesized and characterized, and their catalytic activities have been studied in the challenging hydrolysis of meso epoxides. While manganese calix-salen complexes were not active in the studied reactions, the dual heterobimetallic system, using an equimolar combination of cobalt and manganese calix-salen derivatives proved to be more enantioselective than the sole cobalt system. Furthermore, as heterogeneous complexes, the catalytic mixture could be easily recovered by simple filtration and successfully reengaged in subsequent catalytic runs. Interestingly, no need for cobalt reactivation was noticed to maintain maximum efficiency of this dual system. The matched Co/Mn dual catalyst was also used to promote the dynamic hydrolytic kinetic resolution of epibromohydrin.

Hydrolytic kinetic resolution of epoxides catalyzed by chromium(III)-endo, endo-2,5-diaminonorbornane-salen [Cr(III)-DIANANE-salen] complexes. Improved activity, low catalyst loading

The hydrolytic kinetic resolution (HKR) of terminal epoxides, using chiral chromium(III)-salen catalysts based on DIANANE (endo,endo-2,5-diaminonorbornane) , was studied. A broad substrate scope was found for the chromium(III)-DIANANE catalysts, and very low loadings (down to 0.05 mol%) were needed to achieve high enantiomeric purities of both the remaining epoxides and the product diols (up to >99% ee). Besides monosubstituted epoxides, 2-methyl-2-n-pentyloxirane, which is an example for 2,2-disubstituted epoxides, could be ring-opened in an asymmetric fashion with water in the presence of an electronically tuned chromium-(III)-DIANANE complex.