95666-80-1

Usage

Uses

Used in Organic Synthesis:
(1R)-1-[(4R,5S)-2,2-dimethyl-5-vinyl-1,3-dioxolan-4-yl]-2-trityloxy-ethanol is used as a protecting agent for hydroxyl groups in chemical reactions. Its trityl-protected hydroxyl group allows for selective reactions to occur at other sites on the molecule, facilitating the synthesis of more complex structures.
Used in Stereoselective Synthesis:
Due to its chiral centers, (1R)-1-[(4R,5S)-2,2-dimethyl-5-vinyl-1,3-dioxolan-4-yl]-2-trityloxy-ethanol can be used in stereoselective synthesis to produce enantiomerically pure compounds. This is important in the pharmaceutical industry, where the stereochemistry of a molecule can significantly impact its biological activity and safety.
Used in the Synthesis of Complex Molecules:
The functional groups and stereochemistry of (1R)-1-[(4R,5S)-2,2-dimethyl-5-vinyl-1,3-dioxolan-4-yl]-2-trityloxy-ethanol make it a potentially useful building block for the synthesis of more complex molecules. It can be incorporated into larger structures, contributing to the development of new pharmaceuticals, agrochemicals, or other specialty chemicals.

Upstream product

• 54503-64-9 2,3-O-isopropylidene-5-O-trityl-D-ribofuranose 
• 19493-09-5 Methylenetriphenylphosphorane 
• 1779-49-3 Methyltriphenylphosphonium bromide 
• 532-20-7 D-Ribose 
• 67814-68-0 2,3-O-isopropylidene-D-ribofuranose 

Downstream Products

• 95666-82-3 (3aR,4S,6R,6aR)-4-Iodomethyl-2,2-dimethyl-6-trityloxymethyl-tetrahydro-furo[3,4-d][1,3]dioxole 
• 208035-59-0 2-{1-[(R)-1-((4S,5S)-2,2-Dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-2-trityloxy-ethoxy]-allyloxy}-tetrahydro-pyran 
• 208035-51-2 (4S,5S)-4-((R)-1-Allyloxy-2-trityloxy-ethyl)-2,2-dimethyl-5-vinyl-[1,3]dioxolane 
• 681853-96-3 (-)-1-[(4S,5S)-2,2-dimethyl-5-vinyl-1,3-dioxolan-4-yl]-2-(triphenylmethyloxy)ethan-1-one 
• 95666-83-4 diethyl (2,3-isopropylidene-5-trityl-α-D-ribofuranosyl)-methanephosphonate 
• 805245-40-3 tert-butyl(((3aR,4R,6aR)-5-iodo-2,2-dimethyl-6-((trityloxy)methyl)-4,6a-dihydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)oxy)diphenylsilane 
• 805245-41-4 tert-butyl(((3aR,4R,6aR)-5-fluoro-2,2-dimethyl-6-((trityloxy)methyl)-4,6a-dihydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)oxy)diphenylsilane 
• 805245-39-0 (3aS,4R,6aR)-5-iodo-2,2-dimethyl-6-((trityloxy)methyl)-4,6a-dihydro-3aH-cyclopenta[d][1,3]dioxol-4-ol 
• 805245-42-5 (3aS,4R,6aR)-5-fluoro-2,2-dimethyl-6-((trityloxy)methyl)-4,6a-dihydro-3aH-cyclopenta[d][1,3]dioxol-4-ol 
• 805245-38-9 (3aR,6aR)-5-iodo-2,2-dimethyl-6-((trityloxy)methyl)-3aH-cyclopenta[d][1,3]dioxol-4(6aH)-one 
• 865838-14-8 (3R,4S,6aR)-3-benzoyl-1-(5-fluoro-2,2-dimethyl-6-trityloxymethyl-4,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-yl)-1H-pyrimidine-2,4-dione 
• 865838-12-6 (1R)-(-)-1-[(4S,5S)-2,2-dimethyl-5-vinyl-1,3-dioxolan-4-yl]-1-(triphenylmethyloxymethyl)-2-propen-1-ol 
• 865838-13-7 (3aS,4R,6aS)-2,2-dimethyl-4-trityloxymethyl-4,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-ol 
• 902799-71-7 C₃₀H₃₂O₄ 

Relevant academic research and scientific papers

Tumor immunity compound and application thereof

Disclosed are a tumor immunity compound and an application thereof. The invention discloses a compound as shown in the formula (I), optical isomers thereof, and pharmaceutically acceptable salts thereof, and an application of the compound as an STING agonist.

Practical synthetic routes to carbon-substituted nucleosides

Robust practical routes to three different carbon-substituted nucleosides are described. Short synthetic procedures for preparing 1-homonucleosides, 2'-C-methyl-carbanucleosides and 2'-C-methyl-cyclopro-pyl/cyclopentyl fused bicyclic ribose analogues are described starting from readily available building blocks. Crown Copyright

Nucleoside derivatives and therapeutic uses therof

The present invention relates to nucleoside derivatives represented by general formulas I and II, their synthetic methods and their pharmacologically acceptable salts thereof, and compositions containing such compounds. Methods for treating hyperprolifera

An improved approach to chiral cyclopentenone building blocks. Total synthesis of pentenomycin I and neplanocin A

An improved approach to enantiomerically pure hydroxylated cyclopentenones is reported here, which involves intramolecular nitrone cycloaddition of sugar-derived chiral pent-4-enals and hex-5-en-ones-2 followed by N-O bond cleavage, quaternization of the amine thus produced, and finally oxidative elimination of the amino group. Synthesis of pentenomycin I and neplanocin A is described following this methodology.

Stereoselective synthesis of 3-hydroxymethyl-D-cyclopentenone, the versatile intermediate for the synthesis of carbocyclic nucleosides

The preparative and stereoselective synthesis (45-50% overall yields, >50 g scale) of the key carbasugars 7a-d was achieved from D-ribose via stereoselective Grignard reaction and oxidative rearrangement as key reactions. Copyright Taylor & Francis, Inc.

Preparative and Stereoselective Synthesis of the Versatile Intermediate for Carbocyclic Nucleosides: Effects of the Bulky Protecting Groups to Enforce Facial Selectivity

The preparative and stereoselective synthesis (45-50% overall yields) of the target compound 17 has been accomplished from D-ribose. The bulky protecting groups such as TBDPS and Trityl enforced the facial selectivity during Grignard reaction to give the

An expeditious route to the synthesis of highly functionalized chiral oxepines from monosaccharides

The transformation of partially protected aldofuranoses into dienes by Wittig olefination of the anomeric center followed by either allylation or oxopalladation of alkoxy-1,2-propadienes is described. Ring-closing metastasis of the linear dienes gives rise to a variety of highly functionalized and chiral ring-expanded oxepines.

HIGH STEREOSELECTIVE SYNTHESIS OF DIETHYL (2,3-ISOPROPYLIDENE-5-TRITYL-α-D-RIBOFURANOSYL)-METHANEPHOSPHONATE, A PRECURSOR TO THE PHOSPHONO ANALOG OF α-D-RIBOSE 1-PHOSPHATE

The reaction of 2,3-isopropylidene-5-trityl-D-ribofuranose with methylenetriphenylphosphorane and the subsequent mercuriocyclization, iodomercuriation and Arbuzov reaction, allow a highly stereoselective entry to the phosphono analog of α-D-ribose 1-phosp