185622-63-3

Usage

Uses

Used in Organic Synthesis:
(3aS,4S,6R)-2,2-dimethyl-4,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-ol is used as a building block in organic synthesis for creating more complex compounds. Its unique structure and multiple stereoisomers provide versatility in chemical reactions, making it a valuable component in the synthesis of various organic molecules.
Used in Pharmaceutical Research and Drug Development:
(3aS,4S,6R)-2,2-dimethyl-4,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-ol is used as a starting material in pharmaceutical research and drug development due to its potential to be incorporated into novel therapeutic agents. Its stereochemical complexity and unique functional groups may contribute to the development of new drugs with specific biological activities.
Used in Chemical Reactions:
In the chemical industry, (3aS,4S,6R)-2,2-dimethyl-4,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-ol is used as a reactant in various chemical reactions to produce a range of products. Its reactivity and structural features make it suitable for use in the synthesis of specialty chemicals and materials.

Upstream product

• 663190-25-8 tert-butyl-(5-iodo-2,2-dimethyl-4,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-yloxy)-diphenyl-silane 
• 141436-58-0 (-)-(1R)-1-[(4R,5S)-5-((1S)-1-hydroxyallyl)-2,2-dimethyl[1,3]dioxolan-4-yl]ethane-1,2-diol 
• 138127-55-6 (4R,5S)-(+)-1-[4-[2-(tert-butyldimethylsilyloxy)-1-hydroxyethyl]-2,2-dimethyl-1,3-dioxolan-5-yl]-(S)-propen-1-ol 
• 217309-46-1 5-(tert-butyldimethylsilyloxy)-2,3-isopropylidenedioxy-D-ribofuranose 
• 67814-68-0 2,3-O-isopropylidene-D-ribofuranose 
• 503302-88-3 (1R,4'S,5'R)-1-(2',2'-dimethyl-5'-vinyl[1',3']dioxo-4'-yl)prop-2-en-1-ol 
• 369647-25-6 (1S,2S,3R)-(-)-1-(2,2-dimethyl-5-vinyl-1,3-dioxolan-4-yl)-(S)-2-propen-1-ol 
• 115509-13-2 (3aR,6aR)-2,2-Dimethyl-3a,6a-dihydro-cyclopenta[1,3]dioxol-4-one 
• 138034-62-5 (R)-1-{(4S,5R)-5-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-hydroxy-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-propenol 

Downstream Products

• 115509-13-2 (3aR,6aR)-2,2-Dimethyl-3a,6a-dihydro-cyclopenta[1,3]dioxol-4-one 
• 938065-78-2 3-benzoyl-1'-(2',2'-dimethyl-4',6'-dihydro-3'H-cyclopenta[1',3']dioxol-4'-yl)-1H-pyrimidine-2,4-dione 
• 1339886-39-3 (+)-(1S,2S,3S,4R,5R)-benzoic acid 3,4-O-isopropylidenebicycle[3.1.0]hexa-2-yl-ester 
• 1339886-41-7 (+)-(1S,2S,3S,4S,5R)-benzoic acid 3-acetoxy-4-bromo-bicyclo[3.1.0]hex-2-yl ester 
• 1339886-40-6 (-)-(1R,2S,3S,4R,5S)-benzoic acid 3,4-dihydroxy-bicyclo[3.1.0]hex-2-yl ester 
• 1203487-78-8 C₂₀H₂₀N₂O₅ 
• 916899-62-2 (1'S,2'R,3'S)-1-[2',3'-(O-isopropylidene)-cyclopent-1'-yl]cytosine 
• 916899-60-0 (1'S,2'R,3'S)-1-[2',3'-(O-isopropylidene)-4'-cyclopenten-1'-yl]cytosine 
• 111005-70-0 (-)-9β-(2'α,3'α-dihydroxypent-4'-enyl)adenine 
• 634202-46-3 (+)-2,3-(isopropylidenedioxy)-1-[(p-nitrobenzoyl)oxy]cyclopent-4-ene 
• 181873-88-1 (-)-2,3-(isopropylidenedioxy)-1-[(p-tolylsulfonyl)oxy]-cyclopent-4-ene 
• 663190-26-9 tert-butyl[(5-fluoro-2,2-dimethyl-4,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-yl)oxy]diphenylsilane 
• 663190-25-8 tert-butyl-(5-iodo-2,2-dimethyl-4,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-yloxy)-diphenyl-silane 
• 877651-72-4 (3aS,4S,6aR)-2,2-dimethyltetrahydro-4H-cyclopenta[d][1,3]dioxol-4-ol 

Relevant academic research and scientific papers

Design and Synthesis of a Series of Truncated Neplanocin Fleximers

In an effort to study the effects of flexibility on enzyme recognition and activity, we have developed several different series of flexible nucleoside analogues in which the purine base is split into its respective imidazole and pyrimidine components. The focus of this particular study was to synthesize the truncated neplanocin A fleximers to investigate their potential anti-protozoan activities by inhibition of S-adenosylhomocysteine hydrolase (SAHase). The three fleximers tested displayed poor anti-trypanocidal activities, with EC50 values around 200 μM. Further studies of the corresponding ribose fleximers, most closely related to the natural nucleoside substrates, revealed low affinity for the known T. brucei nucleoside transporters P1 and P2, which may be the reason for the lack of trypanocidal activity observed.

"Reverse" carbocyclic fleximers: Synthesis of a new class of adenosine deaminase inhibitors

A series of flexible carbocyclic pyrimidine nucleosides has been designed and synthesized. In contrast to previously reported "fleximers" from our laboratory, these analogues have the connectivity of the heterocyclic base system "reversed", where the pyri

COMPOUNDS AND METHODS FOR MODULATION OF G-PROTEIN-COUPLED RECEPTORS

The present invention relates to compounds that modulate G-Protein-Coupled Receptors, to process of preparing these compounds, their salts, prodrugs, and metabolites, to pharmaceutical compositions containing these compounds, and to methods of using these

COMPOUNDS AND COMPOSITIONS USEFUL FOR TREATING DISORDERS RELATED TO NTRK

This invention relates to inhibitors of NTRK that are active against wild-type NTRK and its resistant mutants.

Synthesis and anti-renal fibrosis activity of conformationally locked truncated 2-hexynyl-N6-substituted-(N)-methanocarba-nucleosides as A3 adenosine receptor antagonists and partial agonists

Truncated N6-substituted-(N)-methanocarba-adenosine derivatives with 2-hexynyl substitution were synthesized to examine parallels with corresponding 4′-thioadenosines. Hydrophobic N6 and/or C2 substituents were tolerated in A3AR binding, but only an unsubstituted 6-amino group with a C2-hexynyl group promoted high hA 2AAR affinity. A small hydrophobic alkyl (4b and 4c) or N 6-cycloalkyl group (4d) showed excellent binding affinity at the hA3AR and was better than an unsubstituted free amino group (4a). A3AR affinities of 3-halobenzylamine derivatives 4f-4i did not differ significantly, with Ki values of 7.8-16.0 nM. N6-Methyl derivative 4b (Ki = 4.9 nM) was a highly selective, low efficacy partial A3AR agonist. All compounds were screened for renoprotective effects in human TGF-β1-stimulated mProx tubular cells, a kidney fibrosis model. Most compounds strongly inhibited TGF-β1-induced collagen I upregulation, and their A3AR binding affinities were proportional to antifibrotic effects; 4b was most potent (IC50 = 0.83 μM), indicating its potential as a good therapeutic candidate for treating renal fibrosis.

Regio- and stereoselective synthesis of truncated 3′- aminocarbanucleosides and their binding affinity at the A3 adenosine receptor

The stereoselective synthesis of truncated 3′-aminocarbanucleosides 4a-dvia a stereo- and regioselective conversion of a diol 9 to bromoacetate 11a and their binding affinity towards the human A3 adenosine receptor are described.

Click azide-alkyne cycloaddition for the synthesis of D-(-)-1,4- disubstituted triazolo-carbanucleosides

A revisited and improved synthesis of an optically active azido-carbanucleoside is reported. This azido precursor is used in the successful and versatile synthesis of enantiomerically pure D-(-)-1,4- disubstiluted 1,2,3-lriazolo-carbanuclcosides via coppe

Flexible access to monoterpenoid indole alkaloids using a cyclopentanoid chiral building block

Expedient, diasterocontrolled transformations of 1 to the key synthetic intermediate of corynanthe, iboga, and aspidosperma-class of monoterpenoid indole alkaloids which led up to a formal synthesis of (+)-20R- dihydrocleavamine, (-)-eburnamonine, and a total synthesis of (+)-aspidospermidine (2) have been demonstrated.

Functionalized congeners of A3 adenosine receptor-selective nucleosides containing a bicyclo[3.1.0]hexane ring system

(N)-Methanocarba nucleosides containing bicyclo[3.1.0]hexane replacement of the ribose ring previously demonstrated selectivity as A3 adenosine receptor (AR) agonists (5′-uronamides) or antagonists (5′-truncated) . Here, these two series were m

Carbocyclic thymidine analogues for use as potential therapeutic agents

The discovery of azidothymidine's (AZT) activity against human immunodeficiency virus (HIV) provided strong rationale for the design of additional thymidine analogues. One drawback of many nucleoside analogues is the toxicity that often arises due to phos